年代:1895 |
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Volume 68 issue 1
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81. |
Organic chemistry |
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Journal of the Chemical Society,
Volume 68,
Issue 1,
1895,
Page 581-632
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摘要:
581 Organic Chemistry. Double Salts of Silver and of Mercury containing Cyarnogen. By F. W. SCHMIDT (Xeit. anorg. Clrem., 1895, 9, 418--433).-Long, well-developed crystals are obtained when ammoniscal mercuric cyanide solution is allowed to remain for a considerable time at low temperatures. The compound is unstable, and at the ordinary tem- perature dissolves i n the mother liquor, crystals of ammoniomer- curic cyanide, Hg(CN)2,NH3, being formed; this has been pre- viously prepared in a different manner by Varet. Silver nitrate solution, when mixed with saturated mercuric cyanide solution, gives a sparingly soluble, crystalline, additive compound, Hg ( CN) ?,AgN03,2 HzO, which explodes when heated, but with more dilute solutions, or in presence oE nitric acid, no precipitate is formed.The compounds CN*HgN03,0H*HgN0,,10AgCN and OH*HaN03,20AgCN,5Ag20 + 7H20 are formed by mixinq a cold saturated ammoniacal mer- curic cyanide solution with 5 and 2 parts respectively of aqueous silver nitrate (10 per cent.) ; both are colourless, amorphous, pul- verulent, and sparingly soluble, but do not explode when heated. When the above solutions are mixed in the proportion of 1 : 0-3-1.2 of silver nitrate, pare silver cyanide is precipitated ; the further addition of silver nitrate canses a steady decrease of silver in the precipitates. The compound OH*HgN0,,AgCN,2Hz0 is obtained in crystals when ammoniacal mercuric cyanide solution (2.5 c.c.) is mixed with water (22.5 c.c.) acidified with nitric acid, and silver nitrate (100 c.c.) added ; it explodes violently when heated.By tho interaction of silver nitrate (7.5 grams), water (7.5 grams), concen- trated ammonia (30 c c.), and amruoniacal mercuric cyanide (20 c.c.), a compound, 20X*HgN03,2AqCX,4Ag20,3NH,CN, is formed, which crystallisea in plates, a.nd explodes Rlightlg when heated. The corn- pound 40H*H~CN,38~CN,'LA~*O,NLI,.CN + gHzO is formed like the preceding salt, if the silver nitrate is first precipitated with soda and the oxide dissolved in concentrated ammonia (50 c.c.). It is jellow, pulvernlent, arid somewhat unstable, but does not explode when heated. In all the above experiments, a cold, saturated solu- tion of ammoniacal mercuric cyanide, and a, 10 per cent. solution of silver nitrate, were employed. For the analysis of the above com- pounds, the mercury was determined as sulphide, the silver precipi- tated as chloride aiid cyanide, converted into sulphide by meam of ammonia and ammonium sulphide, and this into metal by cautious roasting.Potassium triiodide and silver nitrate in aqueous or alcoholic solu- tion give a dark brown precipitate, which probably consists of siloer tri- iodide, AgI, ; it is unstable, and readily dissolves in exvess of potassium triiodide. Iodine added to high!g dilute ammoniacal silver nitrate VOL. LXVXII. i. 2 s582 ABSTRACTS OF CHEMICAL PAPERS. solution gives a white, flocculent precipitate, which becomes yellow when dry, and is possibly silver hgpoiodite. J. B. T. Bimolecular Nitriles and their Derivatives. By ERXST V. MEI-ER (J. pr. Chem., 2895, [el, 52, 81-117 ; compare Abuti-., 1888, 802 ; 1889,113,114,683,684 ; 1893,i, 314).-On one occasion, when benzene was used instead of ether as a solvent in the preparation of diaceto- nitrile, the product was found to melt ak 74!-76', but after it had been kept at 80'for some time the melting point fell to that of diaceto- nitrile (52').This labile or a-diacetonitrile has been heretofore over- looked, because the product of the action of sodium on acetonitrile bas always been crystallised from boiling benzene, a process which converts the labile into the stable or B-diucetonitrile ; a-diacetonitrile me1t.s at 79-84', and is only about one-seventh as soluble in benzene as the stable form is, so that i t remains undissolved when a mixture of the a and p forms is tveated with benzene at 35'.In the following experiments, ,9-diacetonitrile was used. CIzZorodiacetonitriZe, NC1:CMe*CH2*CN (?), is obtained when diaceto- nitrile is treated w i t h chloride of lime and the product extracted with ether; it crystallises in white needles, and melts at 120'. The corresponding bromo-derivative is obtained as a white precipitate when diacetonitrile is agitated with excess of bromine dissolved in potash; i t crystallises in colourless needles and melts a t 123'. The lialogen cannot be removed from either compound by the ordinary reaqen ts. By heating diacetonitrile with ethylic chlorocarbonate at 100' and extracting the product with ether, a cmnpound, C,,HgN303, is dissolved, and a white salt is left. The former crystallises in white laminae and melts at 84".The latter contains chlorine, and when heated with dilute potash yields ammonia and a white rcsidne consisting of Holtzwart's base, CeH9N3 (Abstr., 1889, 683) ; this base is very sparingly soluble in water, ether, and benzene, but more freely in alcohol ; its pZatinochloride, (CeHgN3),,HJ'tCI,, crystallises in spar- ingly soluble, thin, bright yellow prisms. With acetic anhydride, the base yields a, monacetyl derivative, CsHeNsAc, which melts at 250°. The base is easily formed from diacetonitrile when this is placed under conditions favourable for the separatoion of ammonia, without acces8 of water, such, for instance, as when it is heated in boiling ethylenic bromide. An isomeride, melting at 157', is obtained when diacetonitrile is treated with carbonyl chloride and the chlorinated product is suspended in water made feebly alkaline with ammonia ; when heated with potash, it is converted into Holtzwart's base (m.p. 222'). By treatment, with nitrous acid, the isomeric base yields a compound, CeH8N20, similar in composition to that which Holtzwart obtained by heating dincetouitrile with water (Zoc. c i t . ) ; but it crystallises in small needles, decomposes above 260', and dissolves to the extent of 0.09 gram in 100 C.C. of alcohol (at lC;'), and of 0.042 gram in 100 C.C. of water (at lbo), whilst Holtzwart's compound ;:rptallises in long, lustrous needles, blackens at 230', and dissolves to the extent of 0.54 gram in 100 C.C. of alcohol (at 16O), and of 0.03 Neither compound combines in 100 C.C. of water (at 16').ORQANIO OHEMISTRY.583 with hydroxylamine or phenplhydrazine. The author discusses the constitution o€ the above substance, but arrives a t no conclusion. The hydrochloride, C4H6N,,13[CI, was obtained as an amorphous, white precipitate on passing hydrogen chloride into a benzene solu- tion of diacetonitiile. With carbanil in a benzene solution, both a- and /?-diacetonitrile yield three compounds : (1) needles, C,,H,,N,O, which melt at about 121-122" ; (2) laminse, which melt at about 150' and are also obtained when (1) is dissolved in hydrochloric acid and reprecipitated by an alkali; (3) a crystalline powder which melts a t 229' ; all three have the same percentage composition. Diacetonitrile reacts with cyanamide in warm water, with separa- tion of ammonia and formation of a condensation product, CgH,,N,O, which crystallises in needles and melts and decomposes at about 145' ; when heated with water, it yields the compound CsH8N,0.With diazobenzene chloride, diacetonitrile yields the phenylhydr- azone, NH1CMe.C (N,Hph).CN, which readily passes into cyunacetone- phenyZhydrazone, COMe.C(NaHPh)*CN ; the latter crystallises in yellow, silky needles, and melts at 166-167'. The two compounds combine to form an additive product, CmHI,N70, which crystallises in yellow needles and melts at 165". N,HPh:CMe*C( N,HPh).CN, was prepared ; it melts at 162-170'. Methylisolcazolenimide (Abstr., 1893, 3 14) and diazobenzene chloride yield the corresponding phenyl- hydrazone, N<CMe,C(N,Hph)> C:NH, which melts and partially decomposes a t 119O, and is converted by acid8 into Knorr's keto- methyli~oxazolone phenylhydrazone (Abstr., 1894, i, 372).When di~cetonitrile (1 mol.), dissolved in the smallest possible quantity of warm water, is added to a solution of hydrazine snlphate (18 mols.) in dilute ammonia, white needles (A) separate in the course of 12 hours ; if the mother liquor is neutralised with hydro- chloric acid, a further precipitation of white needles (B) occurs. These compounds, CsH1&14, are isomerides. The substance A melts at 85', and dissolves easily in dilute hydrochloric acid, but not in alkalis ; hot, strong hydrochloric acid partly decomposes it with separation of ammonia, and partly converts it into a third isomeride ; t,reatment with hot alkali causes it to evolve ammonia.The substance B melts at 105O (at 107'after crystallisation from benzene), and is more soluble in water, but less soluble in benzene and in dilute hydrochloric acid than A is ; strong hydrochloric acid dissolves it, but without decomposition, for alkalis precipitate it from the solution in the form of tbe third iso- meride ; it reduces silver nitrate. The third isomeride crystellises in needles, melts at 200-201°, and is freely soluble in hot water, but only sparingly so in benzene ; it is the most stable of the three iso- merides, and yields a sparingly soluble plutinochloride, The reaction of A with nitrous acid yields a compound, C7&N,, crystallising in rhombic prisms, which melt and decomporJe at 213O. Diazobenzene sulphate reacts with B to form cyanoacetonepheayl- hydrazone.The constitution of these isomerides remains unknown. The osazone, 0- (CSHl84),,Hd?tCl6* 2 s e584 ABSTRAOTS OF CHEMICAL PAPERS. A condensation product, CI5Hl3N3, is obtained on adding concen- trated hydrochloric acid to benzaldehyde ( 1 i mols.) and cIia..eto- nitrile (I mol.) dissolved in gla,cial acetic acid; it crystallises in white needles, melts at 205-206', and dissolves sparingly in ether and benzene, but not in water. If the action takes place in alcoholic solution in presence of sodium ethoxide, the product melts at 201-202', but is converted into the above compound by dilute snlphuric acid. Dipropionitrile (Abstr., 1889, 114, 8411) is a far less active com- pound than diacetonitrile, and enters into reaction with diazobenzelle chloride alone of the reagents mentioned above.The compound, C12H14N4, thus formed, crystallises i n microscopic, yellow prisms, and melts at 151'. Acetopropion yldinitrile (imidoacet y lpropionitrile), NH:CMe*CHMe*CN, prcpared from a mixture of methylic and ethylic cyanide in the manner adopted for diacetonitrile, forms crystals, which melt a t 113'. Its benzoyl derivative, CbHTBzN2, crystallises in white needles, and melts a t 98-100'. Benzacetod ini t ril e, NH :CP h*C H2* C N, combines wi t'h carba nil to form an additice compound, which crystallises in needles, melts at about 19;Lo, and is not soluble either i n acids or in alkalis. By satu- rating an alcoholic solution of benzacetodinitrile with hydro yen chloride, a compound, CleB12N20, analogous to that formed by heating diacetonit,rile with water, is obtained ; this ciystallises in long, white needles, aird melts at 144'.Cp avacetoph enonephenylhydrazone, C0Ph.C (N2HPh) *CN, i B the product of the reaction between benzacetodinitrile and diazobenzene chloride ; it crystallises in yellow needles, melts at 135', dissolves in ammonia, and yields a silver derivative. With benzaldehyde, benzacetodinitrile yields benzylidenelenzncelo- PhFN>CHPh, which crystallises in rhombic lamina, and dinitrile, melts at about 260' ; it is insoluble in water, and only sparingly soluble in ether and in alcohol. By the action of nitrous acid on benzacetodinitrile, a nitrite, crystal- lising in needles and melting a t 15l0, is formed ; this loses nitrous acid when treated with hydrochloric acid, yielding isonitrosocyanaceto- phenone, COPh*C(NOH)*CN, which forms st.ellate groups of crystals, and melts a t 122' ; its silver compound was prepared.Bt.nzopropiodinitrile (imidobenzoylethyl cyanide (Abstr., 1889, 577), yields the conq~ound, CIoHloN20, when treated with hydroxylamiue ; the new subbtance crystallises in needles, and melts at 92'. Paratohacetodinitrile, NH:C ( C6H4Me)*CH2*CN, from met hyiic cyanide aiid parlttolylic cFanide, crystallises in broad prisms, melts a t 1(~8", and dissolves sparingly in hot water, but freely i n ether and benzene. When heated with dilute hydrochloric acid, it is converted into cyanoniethyl paratolyl ketone, C6H4Me*CO*CH,*CN, which crystal- lises in slender prisms, and melts at 10".105' ; the corresponding oxime melts at 150-151'.With phenylhydrazine, paratoluaceto- CN-CHORGANIC CHEMISTRY, 585 dinitrile yields laminae, which melt at 169', and are too stable to be a phenylhydrazone. Bromoparatoluacetodinitrile melts at 16P0, and ckloropar~toluacetodinitrile a t 149'. The benzoyl derivative of para- to1 uacetodinitrile melts at 179', and the benzylidene derivative (see above) melts and decomposes at 215'. CyanomethyltolyZketone phenyl- hydrazone, from diaxobenzene chloride and paratoluacetodinitrile, melts at 152-153'. Pa.ratoZupropiodinitriZe, NHX ( CsH4Me) *CHSle.CN, from paratolylic cyanitie and ethylic cyanide, melts at 98-99" ; with hydroxylamine it yields, not the appiwpriate ketoxime (see above), but the isomeric: ;sozmzoZonimide, ClIH12N20, which crystallises in white prisms, and melts at 134O.Diphenacetonitrile, NH:C( CH,Ph)*CHPh*CN, from benzylic cyan- ide, is an oil which was identified by the fact that i t yielded the same oxime (m. p. 107') as that obtained from a-cyanophenyliiiethyl benzyl ketone, CH2Ph*CO*CHPh*CN ; this ketone is prepared by the con- densation of ethylic phenylacetate and benzylic cyanide in the presence of sodium ethoxide ; it melts at 85-86', and is converted by gaseous ammonia at 170' into diphenacetonitrile. Benzop h enacetodinitrile, NH: C P h* C HP h* CN, prepared by the action of gaseous ammonia at 170' on the corresponding ketone (see below), crystallises in laminae and melts at 146'. a-C'yanodeoxyhenzoin, COPh*CHPh*CN, prepared by the condensation of ethylic benzoate with benzylic cyanide in presence of sodium ethoxide, melts a t 87-90".A. G. B. Ethenylic Trisulphide. By P. CANDIAXI (Gazzetta, 1895, 25, i, 81-88).--Ethenylic trisulphide is conveniently prepared by the action of bromine vapour on thioacetic acid in a closed tube at ordi- narp temperatures; the action is an indirect one, the trisulphide being produced by the agency of the hydrogen bromide which is evolved, for on sealing up thioacetic acid in a tube with an arrange- ment by which waker is caused to act on phosphorus bromide, thus liberating hydrogen bromide under pressure, et henylic trisulphide is obtained. Cryoscopic determinations in benzene solutions show that the substance has the molecular formula C,H12Ss. For 9.9-11.5 per cent. benzene solutions a t 15*9', the molecular refractions are 137.34 and 77.66, and the atomic refractions of sulphur are 13.58 and 7.53 for the a-hydrogen ray, calculating by the empirical and theoretical formulae respectively.These values of the atomic refractions approxi- mate closely to those deduced from the refraction constants of ethylic snl phide. Bromine acts on an ethereal solution of thioacetic acid, yielding a dense, oily substance, which fumes in the air and slowly loses hydro- gen bromide during distillation under reduced pressure ; it seems to have the composition C6Hl,Br2SO,. w. J. P. Optically Active Halogen Derivatives. By J. ACHILLE LE BEL (Ber., 1895, 28, 1923--1924).--The author points out that Walden, in his recent paper having the above title (tbis vol , i, 450), makes no mention of a previous paper of the author's (Abstr., 1894, ii, 77), in586 ABSTRACTS OF CHEMICAL PAPERS. Acid.------ Hydrochloric. .......... Nitric ................. which the same qiiestion was discussed and a number of the same active halogen derivatives described. Thus the author also obtained the active methjlic salt of sarcolactic acid, and converted it into the acetin a.nd but'yrin, which are Izevo-rotatory, whilst Walden's chlor- hydrin and brombydrili are dextro-rotatory, the relation of these com- pounds being the sn.me as with the corresponding derivatives of secondary amylic alcohol. On the other hand, the active monochlor- hydrin of propylene glycol, CH,*CH(OH)*CH&l, behaves in a totally different manner, as when the hydroxyl is displaced by chlorine the sign of rotation remains unchanged, but changes when hydroxyl is displaced by the acetoxy-, chloracetoxy-, or butyroxy-groups.It is evident, therefore, that halogen derivatives form an exception to Guye's hypothesis. H. G. C. The Multirotation of Dextrose. By A. LEVY (Zeit. physikal. Chem., 1895, 17, 301--324).-The retrogression of the multirotation of a solution of dextrose is accelerated by the addition of small quan- tities of acids or stroiig bases, and t,he author conducted a series of experiments to determine the comparative effects, in this respect, of various compounds at various concentrations. In these determina- tions, the half shadow apparatus of Schmidt and Haensch was employed, the tube being 80 mm. long, and although this length of tube minimises the errors consequent on the use of a short tube, it has many manipulative disadvantages.The value of the velocity of retrogression was obtained from the equation C = 1 + (tz - t l ) x log {PI - - @)I where $I is the final rotation and and p2 that after times tl and t2, a form of expression which does not necessitate a, knowledge of the absolute values of tl and t2. The values so obtained with pure water are 0.00637 (T = 20*2S0) and 0.00610 (T = 20.1). Researchee are next recorded with acetic, propionic, sulphuric, nitric, hydrochloric, c hloracetic, dichloracetic, and trichloracetic acids in N/10, and frequently, also, N/30 solutions. The velocity is found to be dependent on the nature and concentration of the acid, and the intimate connection between this effect of the acid and its affinity constant is seen in the accompanying table.1. -- 100 m o o 98 -99 96 *67 71 *95 62 *41 17 -25 4 -70 1 *63 2. -- loo *o 99 -6 62 -3 65 *1 25 -3 4.9 1 -422 0 *32 3. -- 100 *O 91 -0 68'2 73 -9 23 '0 4 '3 0 -345 0 -304 100 -0 100 -0 75 -4 73'2 27 -1 4 -84 0.4 - - 1 is the effect on multirotation ; 2, electrical conductivity; 3, catalysis of methylic acetate; 4, inversion of cane sugar. Alcohol, as expected, causes a decrease of the velocity, as does also sodium chloride ; sodium sulphate, however, causes a marked increase,ORGANIC CHEMISTRY. 587 due, the author considers, to a partial decomposition, NaJ30, + OH, = NaHS04 + NaOH, this view being further supported by the great accelerating influence of sodium salts of feeble acids, such as sodium acetate.Strong bases cause so rapid a decrease of the rota- tion that they are practically unmeasurable ; ammonia, however, was measured, and found to cause an acceleration, but not as great as that due to strong acids. Combination of Iodine with Potato Starch. By GASTOX ROUVIER (Coinpt. ?*end., 2895, 120, 1179-1180).-The maximum quantity of iodine with which potato starch will combine is 18.6 per cent., even when the iodine is present in very large excess. In the case of wheat and rice starch, the maximum is 19.6 per cent. I n presence of water, the potato starch combines with only 13.5 per cent. of theiodine, the corresponding number in the case of wheat and rice being about 8.9. When the quantity of iodine added to a given weight of starch is gradually increased, the proportion entering into com- bination also gradually increases up to the maximum, but the varia- tions are less rapid than with wheat starch and rice starch (Abstr., 1894, i, 63 and 353).It would seem that whilst starches of the same class, such aswheat starch and rice starch, behave similarly in contact with iodine, starclies derived from plants belonging to different families behave very differently. C. H. B. Oxidation of Complex Carbohydrates. By GUILLAME DE CHAL- MOT (Amer. Chern. J., 1895,17, 535--539).--The action of soda and bromine on certain carbohydrates was tried. From starch, a product is formed which reduces Fehling’s solution in the cold ; cellulose yields apparently an oxycellulose which reduces Fehling’s solution at 100’ ; the products obtained from saccharose arid from a-methyl-d-glucoside gave respectively glucosazone and a substance which was the osazone either of a-methyl-d-glucoside or of d-glucose.L. M. J. C. F. B. Aliphatic Nitramines. By H. VAN ERP (Rec. Trav. Ohim., 1895, 14, 1--55).-A study of the butylnitramines and normal hexylnitm- mines. The starting point in each cme Tias the corresponding monalkylamine, which was converted into the methylic or ethylic alkylcarbamate, and the latter nitrated ; the alkylic nitrocarbamate was then decomposed with ammonia, and the ammonium derivative of the nitramine thus formed was decomposed by dilute sulphuric acid. Normal butylamine was prepared by reducing butyronitrile with sodium in alcoholic solution, the nitrile being obtained by the zsucces- sive distillation of butyric acid with ammonium thiocyanate, and of the resulting product with phosphoric anhydride.The tertiary butylaruine and the hexylamine were made respectively from tri- methylacetnmide and normal heptoatnide by the action of bromine and alkali, the trimethylacetic acid being obtained by oxidising pina- coline with chromic acid. Normal hexy lamine may be characterised by means of dinitrohezylaniZine, C,H3(N02)2*NH*CsH,3, from 1 : 2 : 4- bromodinitrobenzene, and by the corresponding trinitro-compozrud588 ABSTRACTS OF CHEMICAL PAPERS. Prom picryl chloride. The former compound crpstallises in long, slender, yellow needles, and melts at 38.2-39.2', whilst the latter forms large, yellow, doubly-refracting plates belorigicg to the asym- metric syst,em, and melts at 70-70.5"; a = 9i' 56'; p = 124' 10'; A bye-product obtained in the preparation of the tertiary butyln- = 82' 54'.mine was probably symmetrical ditertial.ybutylcarbarrLide, This is a micro-crystalline powder insoluble in water, but soluble in alcohol and ether ; i t sublimes at 250' without melting. The carbarnates were obtained by adding methylic or etbylic chlorocarbamate to a mixture of the respective amines with aqueous potash, and extracting the product with ether. They are colourless, viscid liquids, hasviug for the most part faint, ethereal odours. The yields were good. Netliylic butylcarbamate, NHBu-COOMe, melts a t -18.5' to -17*5', and boils at 92' (15 mm.) ; sp. gr. = 0.974 at 1.5' ; the ethylic salt melts at -22 5' to -21.5', and boils at 100' (15 mm.) ; sp.gr. == 0.951 at 15'. Methylic secondary butylcarbamate, CHMeEtNH*COOMe, boils at 83" (16 mm.) ; sp. gr. = 0.972 at 15'; the ethylic salt melts at -14' to -13' and boils at 89%' (15 mm.); sp. gr. = 0,9495 at 15'. Methylic isobutylcarbamate, CH,PrS*NH*COOMe, melts at -23 5' to -21", and boils at 89O (18 mm.); sp. gr. = 0.9695 at 15'; the ethylic salt boila a t 96" (17 mm.), and does not solidify at -65'; sp. gr. = 0-9465 at 15'. Methylic tertiary butylcarbamate, CMe3*NH*COOMe, melts a t 26.7-27*2', and boils a t 65.3' (17 mm.) ; sp. gr. = 0.966 at 15"; the ethylic salt melts at 20.5-22', and boils at 72' (16 mm.) ; sp. gr. = 0.943 at 15'; the odour of both these salts resembles that of menthol.Etlzylic hexylcarbamate, C,H,,*NH*COOEt, boils at 232-234" (uncorr.), and has sp. gr. = 0.915 at 15"; the melting point of a second preparation, sp. gr. = 0.9231 at 15', was -6.7'. The nitrocnrbamates are prepared by adding the carbamates to concentrated nitric acid at O", or, in some cases, at still lower tem- peratures; the product is poured on to a mixture of sodium carbo- nate crystals and ice, and the oily carbamate taken up with .ether. There is no oxidation in the case of the primary and isoprimary com- pounds, but the secondary butyl derivatives are prepared only with great difficulty, and the tertiary compound could not be prepared at all. The yields were almost theoretical. The nitrocarbarnates are nearly colourless, oily liquids of faint ethereal or aromatic odonr.They solidify a t low temperatures to crystalline or porcelain-like masses, and apparently cannot be distilled without decomposing. Methylic butylnitrocarbamate, NO,*NBu*COOMe, melts at -35.2' to -34.2'; sp. gr. = 1.149 at 15'; the ethplic salt is still liquid at -70" ; sp. gr. = 1- 1055 at 15'. Nethylic secondary hutylnitrocarba- onnte, CHMeEt*N(NO,)*COOMe, becomes viscid at - 70' ; sp. gr. = 1.1355 a t 15'; the ethylic salt remains liquid at -70'; sp. gr. = 1.094 at 15'. Methylic is0 butylnatrocarbamate, CH,PrP.N (NO,) *C 0 OMe, melts a t 2'; sp. gr. = 1.144 at 13'; the ethylic salt becomes very slightly viscid at -75'; sp. gr. = 1.101 at 15'. Ethylic hexylnitro-ORGANIC CHEMISTRY. 589 carbamnte, C6H,3eN(N02)*COOEtr, solidifies at - 60°, and melts at -445' to -40'; sp.gr. = 1.062 at 15'. The nitramines are prepared by saturating the dry, ethereal solu- tions of the methylic or ethylic nitrocarbamates with dry ammonia, the resulting crystalline ammonium salt of the nitramine being de. composed with dilute sulphuric acid, and the amine separated partIg mechanically and partly by extraction with ether ; the yield was in most cases almost theoretical. The nitramines are colourless, some- what viscid liquids, having little odour; they are only sparingly soluble in water, but easily i n the usual organic solvents ; the aqueous solutions are alkaline to litmus. They readily dissolve in alkalis, forming salts from which various metallic and alkylic salts can be prepared. It is noteworthy that both butyl- and isobutyl-nitra- mines form two methylic derivatives, to which apparently the same structure must be assigned.Butylnitramine, NHBu*N02, melts at, -0.5' to +0.5' ; sp. gr. = 1.0665 at 15' ; the ammonium derivative crystallises in small, white, glistening scales, and superficially disso- ciates in air into its proximate constituents ; the potassium, barium, and silver derivatives are crystalline. The two mefhyl derivatives are prepared respectively from the potassium compound by the action of methylic iodide and methylic alcohol, and from the silver derivative by means of methylic iodide in ethereal solution. a-Methy Zbuty 2- nitramine, NMeBu*NO2, bas an odour of menthol ; i t boils at 107.7' (15 mm.), and is still liquid at - 30" ; sp. gr. = 1.031 at 15' ; P-,Wethyl- butyznitramine, NMeBu*N02 (?), has, on the other hand, a very pnn- gent odour ; i t boils at 75-88'; sp.gr. = 0.9865 at 15'. Secondary butytnitramin,e, CHMeEt-N02, melts at -34.5' to -33'; sp. gr. = 1.066 at 15' ; the ainmoniuin, barium, and silver derivatives are crys- tallinc, but neither the potussium nor the sodium derivative could be crystallised : the former is very hygroscopic. Lobutylnitramine, CH2P#*NH*NO2, is a white, crystalline substance, and melts at 32.2'; sp. gr. = approximately 1.142; the ammonium and silver derivatives are crystalline ; the pot assiunr derivative crystallises with 1 mol. H20, which i t loses at 125', and the anhydrous compound decomposes at 245' wihhout melting. The two nzethylic derivatives were prepared in the same way as those of the uormal butyl deriva- tives ; a-methylisobutylnitramine forms small, colourless crystals, and resembles the corresponding normal compound in odour; it melts at 22.4', and boils at 104-104.2' (17 mm.). p-MetiiyZisobutylnitrt~mine also resembles the corresponding normal compound in odour ; it boils at 63-66' (17 mm.), and is still liquid at -20".Hexylnitrunzine, C~HI~*NH*N 02, melts at 5.5-6-5' to a colourless liquid, of sp. gr. = 1.014 at 13'; the ammonium derivative forms colourless, greasy scales, and is very soluble in water ; the potassium derivative is crystalline, and commences to melt at 230°, but the melting is not complete at the temperature, 280', at which decom- position sets in. The specific gravities of the alkyl nitramines and nitrocarba- mates, as of other homologous compounds, diminish as the series is ascended; the relations between the melting points of the various isomeric butyl compounds are normal.The silver and cobalt derivatives are crystalline.590 ABSTRACTS OF CHEMICAL PAPERS. Hexylnitramine is completely decomposed by dilute sulphuric acid into two hexylic alcohols, a hexylic ether, a hexylene, and nitrous oxide. The kexylene, probably CHBu:CH,, is a colourless, mobile, and extremely volatile liquid, resembling light petroleum in odour ; it boils at 67.5-68.5' and has a sp. gr. of 0.683 at 15'. The corres- ponding dibromohexane, probably CHBuBr*CH2Br, is a colourless liquid, of agreeable ethereal odour, and decomposes when distilled, to some extent even under diminished pressure.I t boils at 90-93O (18 mm.) ; sp. gr. = 1.604 at 15'. One of the hexylic alcohols was identified as the normal primary alcohol; the other, which boiled at 140--142O, and bad a sp. gr. of 0.819 at 15', yielded a blue pseudocitrole, and wits therefore a secondary alcohol, probably methyl- butglcarbinol. The dihexytic ether boiled at 218-221'. The decomposition, as far as regards the formation of the primary alcohol, resembles that of the nitrites and nitroso-derivatives of the amines, but the mechanism of the formation of the secondary alcohol and the olefine has yet to be explained, for neither of these products can be formed from the other under the conditions under which they are formed from the nitramine. I t is possible that the nitramine is aimply resolved into the olefine and free nitramide, NH2*N02, and that part of the nitrous oxide is due to the decomposition of the latter.The monalkyliiitramiues and those dialkylnitmrnines, such as di- ethyl- and dipropyl-nitramine, which do not contain a inethyl group, aye stable towards a1 kalis, but the methylalkylnitramines are decom- posed by aqueous potash in a complex manner. Dimethylnitramine, for example, yields methylamine, nitrous acid, and formic acid, together with a small amount of dimethylamine, and probably some meth ylic alcohol. Methylbutylnitramine yields, but with greater difficuity, butylnmine and formic and nitrous acids. Hexamethylenetetramine Salts. By MARcm DELEPINE (BUZZ. SOC. Chim., 1895, [3], 13, 352-355).-Hexarnethylenetetramine crystallises in forms which belong either to the cubic system or to a closely approximating rhombohedra1 system ; the crystals, which are formed equally well from aqueous and alcoholic solutions, are extremely clear, and highly refractive.The arnine is soluble in all the usual solvents with the exception of ether; tbe percentage solubilities at 12' being 81.30 for water, 3.22 for alcohol, and 8.09 for chloroform. The hydrate, CsH12N4 + 6Hz0, separates in very large striated prisms when the aqueous solution is exposed to temperatures about 0' ; it melts below 15O, but as the quantity of water liberated is insufficient fo retain the whole of the amine in solution, a portion of the latter is precipitated in the anhydrous state. The hydrobromide crystallises in brilliant rhombehedra, a : p : : 6 = 1 : 1 : 1 : 1.034.The aulphate, C,HI2N4,H2SO~ + H20, is it white, crystalline powder, which melts at 108', boils aud probably decomposes at 130-140°, and solidifies and melts again at about 188'; it is stable at 100'. The phosphate, 5CaHl2N4,6H3PO4 + 10H20, forms white colourless, nacreous crystals, and melts at about 1 8 8 O , at the same time decom- posing. The tast.e of all three of these salts is extremely acid, and it JN. W.ORGANIC CHEMISTRY. 591 is noteworthy that their melting points are all in the neighbourhood of the temperature at which the amine itself decomposes. JN. W. Hexamethylenetetramine Bismuthiodides. By MARCEL DErAi- PINE (Bull. SOC. Cltirn., 1895, [ 3],13,351-352).-A fourth bismuthiodide, (CsH,,N4*H~),,(Bi14H), + 4H,O, is obtained by adding the amine to an excess of the product of the action of acid bismuth sulphate on potassium iodide ; it is a dense, orange-yellow microcrystalline precipitate, which, after remaining for several months in contact with the original solution, is transformed into needles of a somewhat redder shade.When heated a t loo', it, loses water and becomes still darker in colour, bnt the dehydrated substance gradually reabsorba the water on exposure to moist air. Action of Methylic Iodide on Dimethylasparagine. By W. KORNER and AKGKLO MENOZZI (Gazzetta, 1895, 25, i, 97--100).-The behaviour towards methylic iodide of the dimethylasparagine pre- viously prepared by the authors (Abstr., 1890, 869) is completely analogous to that of asparagine itself; when heated with methylic alcoholic potash and methylic iodide, it yields tetramethylammonium iodide and methylfumaramic acid, NHMe*CO*CH:CH*COOH.The new acid crystallises from water in anhydrous prisms melting at 208', and yields methylamine and fumaric acid on boiling with aqueous potash ; its potassium salt separates from water in lustrous, anorthic prisms ; a : b : c = 0.692 : 1 : 0.441. = 73' 19'. The sodium salt crystallises in transparent lamina, the silver salt is an insoluble, amorphous powder, and the methylic salt crystal- lises in transparent needles melting a t 138'. The acid described by Giustiniani as methylfumaramic acid (Abstr., 1892, 821), if pure, cannot have the same constitution as the above, owing to the differences between the melting points and habits.W. J. P. JN. W. a! = 85' 32', ,3 = 94' 56', Glutarimide. By R. SELDNER (Arner. Chem. J., 1895,17, 532- 535).-Glutarimide, CH2<CH:.Co>NH, CH *CO is formed by heating together in sealed tubes at 200-210°, glutaric acid (1 mol.) and acetonitrile (2 mols.), or glutaronitrile (1 mol.) and acetic acid (2 mols.), or glutaric acid (1 1x101.) and glutaronitrile (1 mol.), a drop or two of acetic anhydride being added to cach tube. The last method gives the best yields, in the two others, the glutarimide is mixed with acetic acid and acetonitrile. C. F. B. Addition of Bromine to Tetrolic acid. By ADOLF P~NNER (Bey., 1895, 28, 1877--1887).-The aathor has previously stated (Abstr., 1881, 793) that tetrolic acid forms a, dibromide, which melts at 95-97'.Michael and Pendleton (Abstr., 1888, 1176) have since prepared the same dibromocrot.onic acid, and give 94O as the melting point, whilst Fittig and Clutterbuck, by the addition of bromine t o tetrolic acid, obtained a dibromocrotonic acid which melted at 120°, but were unable to prepare the acid melting at 94'.592 ABSTRAOTS OF OEEMIOAL PAPERE. The author has re-examined his acid and finds that it melts at 94O, and uot a t 95-97' as originally stated; he also finds that his acid is entirely different in crystallographic properties from the acid described by Bittig and Clutterbnck. It is now shown that the product obtained by the action 04 bromine on tetrolic acid depends not only on whether the operation is carried out in sunlight or in the dark, but also on the solverit used.Bromine (2 atoms) acts on a cooled aqueous solution of tetrolic acid, forming the dibromocrotonic acid which melts at NOo, together with a small quantity of acraldehyde ; if, however, the bromine is added in the dark, the dibromocrotonic acid, of melting point 94O, is formed. Bromine acts in much the same way on tetrolic acid in a chloroform solution cooled to 0'. Even when excess of bromine is employed, one of' the dibromocrotonic acids is the product formed, but if carbon tetra- chloride is used as the solvent, and the bromination is carried on in directl sunlight, hydrogen bromide is evolved, and the main product is tribromocrotonic acid (m. p. 13l0), compare Fittig (AnrutZen, 1892, 268, 107). When the bromine is added to the carbon tetrachloride solution in the dark, no hydrogen bromide is evolved, and the product is a mixture of the two isomeric dibrornocrotonic acids.The author regards these two acids as stereoisomeric. Me*g*Br Me*g*Br COOH.C*Br BPC-COOH M. p. 94Jo. M. p. 1200. The acid with the lower melting point is the less stable. Its salts, when heated with water, lose carbonic anhydride and hydrogen hro- mide, and then form acrddehyde. When hydrogen bromide is passed into a concentrated benzene solution of the acid of lower melting point, it is converted into the isomeric acid of higher melting point. Tetrabromocrotonic acid is obtained when either of the dibrom- acids is dissolved in carbon tetrachloride and treated with bromine in direct sunlight. It crystallises in large, glistening prisms, melts at 1 4 6 O , and is readily soluble in water or benzene, but only sparingly in carbon tetrachloride, and still more sparingly in light petroleum. The tetrabrom-acid, and also the two dibrom-acidg, when treated with sodium amalgam, yield tetrolic acid.If the tetrbrom-acid is neutm- lised with dilute ammonia, and silver nitrate is added to the solution, decomposition takes place, silver bromide is thrown down, and muco- bromic acid, COOH*CBr:CBr*CHO, remains in solution. J. J. S. Mixed Anhydrides. By L. ROUSSET (Bull. SOC. Chim., 1895, [33,13,330-334).-The mixed anhydrides of the type R*CO*O*CO*R' do not appear to exist, as their boiling points are indefinite, and they are readily resolved, by fractional distillation, into mixta res, in mole- cular proportion, of the corresponding simple anhydrides.Thus the product o€ the action of acetic chloride on sodium butyrste is a mixture of acetic and butyric anhydrides; Autenrieth's aceto- valeric anhydride, from sodium acetate and valeric chloride, is a mixture of acetic and Taleric anhydrides, and the product of theORGANIC CHEMISTRY. 593 action of benzoic chloride on sodium acetate is a mixture of acetic and benzoic anhydrides. The insBability of the mixed anhydrides affords a convenient meaus of preparing anhydrides from acid chlorides. The latter are simply heated with sodium acetate, and the mixtures of anhydrides thus obtaizled is Reparated by fractional distillation. By JULIUS W. BR~RL (Ber., 1895, 28, 1913-1914).--8 claim of priority. JN. W. Etherification and Hydrolysis.Ozobenzene. By ADOLPHE RENARD (Compt. rend., 1895, 120, 1177--1179).-1n order to obtain ozobenzene (this Journal, 1873, 610), the benzene must be carefully puritied, and the current of ozone must be well dried. When the benzene contains thiophen, only the dark-coloured, non-explosive substance, described by Leeds (Ber., 14, 975), is formed Oxobenzene, when freed from excess of benzene by means of a current of dry air, is a white, amorphous substance, which explodes violently on the slightest friction and detonates if heated rapidly to SOo, but decomposes without exploding if very slowly heated. It also detonates i n contact with concentrated sulphuric acid, ammonia, or aqueous potash. It remains unchanged in dry air, but decomposes in contact with moist air. In contact with water, it decomposes slowly, with evolution of carbonic anhydride arid formation of acetic and formic acids.By weigbing the carbonic anhydride evolved, and burning i n the usual way the other product,s of the actioii of water, i t is found th8t ozobenzene has the composition CsH606. Ozobenzene is insoluble in most organic solvents, but dissolves in acetic acid. C. H. B. Action of Acid Chlorides on a-Hexachlorophenol in Presence of Aluminium Chloride. By ETIENNE BARRAL (Bull. SOC. C h h . , 1895, L33, 13, 340--345).-When aluniinium chloride is added to a cooled carbon bisulp hide solution containing a- hexachlorophenol and an acid chloride, there is a slight elevation of temperature, bnt no evolution of hydrogen chloride, and cryst.als of an additive metallic compound can be separated from the product, (see following abstract) ; at a higher temperature, however (35-40°), a violent action takes place, h j drogen chloride is evolved, and a nearly quantitative yield of crystals of the acidyl derivative of pentachlorophenol is obtaincd.The cryst,alline product, after being drained, is digested with cold water to decompose the sulphur chloride formed in the action, and the dry substance is recrystallised from benzene or light petroleum. Pentarhlorophenylic acetate, C&15.0Ac, crystallises i n long, slender, monoclinic prisrus, and melts at 149*5-15(~*5', not at 148-149' as stated by Weber and Wolff; it remains practically unaffected by boiling with concentrated aqueous potash, but is completely hydro- lysed by alcoholic potash at 120'.The propionate forms long, soft, white, silky needles, and melts at 78.5". It is ,.asily hydrolysed by alkalis. The butyrate separates from light petrdeurn as a felted mass of fine, white, soft needles ; i t softens at 49O and melts a t 59-6;1.5O, but the product obtained was not quite pure, as the compound is594 ABSTRACTS OF OHEMICAL PAPERS. hydrolysed, even by moist air, into its proximate constituents. The benzoate crystallises in colourless, highly refractive, monoclinic prisms, sp. gr. = 1.711 at 18", and melts at 159-160O. It is stable towards strong, boiling, aqueous potash, but is hydrolysed by alcoholic potash at 120". It is probable that the sulphui* chloride and the carbon sulpho- chloride formed in the preparation result from the action of nascent chlorine on the carbon bisulphide, this chlorine being produced, together with the compound CsCl6*O*Al2Cl5, by the decomposition of the original additive compound.JN. W. Action of Aluminium Chloride on a-Hexachlorophenol. By ETIENNE BARRAL (BUZZ. Soc. Chim. 1895, [3], 13, 345--348).-Wheri a-hexachlorophenol is heated with aluminium cliloride (+ mol.) in sealed tubes atl 160--165O, the chief products are pen tachlorophenol and chloranil. With more of the chloride (4 mol.), and at 170-175', much carbonyl chloride is formed, and the principal product is hexachlorobenzene, whilst with the same proportion of the chloride, and in presence of carbon bisulphide, a reaction occurs similar to that described in the preceding abstract, pentachlorophenol, sulphur chloride, and carbon snlphochloride being formed ; a t a higher tem- perature, however, a small quantity of pentachlorophenylic carbonate, CO(O*C,Cl,),, is produced. This forms very small, colourless, nacreous crystals, which begin to sublime at about 250' and melt a t 265-268'; it can be volatilised without decomposing. Preparation of Orthodibromaniline.By W. KORNER (Gnzaetta, 1895, 25, i, 95-97).-0rthodibromttrliline [NH, : 13r2 = 1 : 3 : 41 is readily prepared by acetylating metabromaniline with acetic anhydride and brominating the resulting metlcbromacetanilide in acetic acid soluteion ; it melts at 80*&-80.5', and gives crystalline salts. The monacetyl derivative, CaH,Br,*NHAc, crystallises in thin prisms meiting at 128", and the diacetyl derivative, CsH3 Br2*NAc2, fornis lustrous scales, melting and decomposing at 208'.This dibromaniline is violently acted on when warmed with alcoholic ethglic nitrite, nitrogen being evolved and ortbodibromobenzene being produced. W. J. P. Conversion of an Aniline Salt into an Anilic acid. By LOUIS SIMON (Compt. rend., 1895, 120, 1174-1177).-Pyruvic acid and aniline do not form aniline pyruvtlte, but only anillpyruvic acid, which seems to be a consequence of the presence of the ketonic function. On the other hand, phenylglyoxylic acid yields exclusively the ordi- nary salt. It would seem, however, that this difference is more apparent than real, for, although aniline phenylglyoxylate whet] heated loses carbonic anhydride and water and is converted into benzylideneaniline, CHPh:NYh, when dissolved in cold methylic alcohol, or when boiled with chloroform or benzene, it is completely converted into anilphen~lglyoxylic aczd, NP h:CPh*COOH, a white, crjsta2lisable compound, melting and decomposing at 151' with formation of the compound CBPh:NPh.Anilphenylglyoxylic acid JN. W.ORGANIC CHEMISTRY. 595 is insoluble in boiling benzene or chloroform, and only slightly soluble in ether or cold acetic acid. When boiled with water, it is completely reconverted into aniline phenylglyoxylate. It also dis- solves in acids and alkalis. Aniline phenylglyoxylate yields an abundant precipitate with phenylhydrazine, but anilphenylglyoxylic acid does not, and this is a further proof that the ketonic function existing in the one is non-existent i n the other.Ammonia and the toluidines yield similar results. C. H. B. Benzenesulpho-orthotoluidide and its Derivatives. By CH. RABAUT (C'ompt. rend., 1895, 120, 1123-1126).-BenzenesuZpho-ortho- toluidide, C6H5*SO2*NH*CsB4Me, is obtained by heating benzenesul- phonic chloride (1 mol.) with orthotoluidine (2 mols.), in presence of benzene or strong alcohol. It separates from alcohol in white crystals, which melt at 122-1523', and boil without decomposing ad about 290-295' under a presaure of 50 to 60 mm. It is insoluble in water, but dissolves in alkalis and organic aolvents. When boiled with nitric acid of sp. gr. 1.10, it yields a yellow dinitro-derivative, SOzPh*NH*CsH,Me(N02)2, which melts at 167-168'. Under similar conditions acetylorthotoluidine is completely decomposed into acetic acid and toluidine,.The dinitro-derivative, when heated in sealed tubes at 140' with concentrated hydrochloric acid, yields a dinitrotoluidine, [Me : NH, : NO2 : NO, = 1 : 2 : 3 : 51, which melts at 208-209", and was described by Stadel (Abstr., 1881, 724). When treated by Prud'homme and Rabaut's method (Abstr., 18'32,705), i t yields the chloride C6H2hle(N0,)2Cl [Me : C1: NOz : NO, = 1 : 2 : 3 : 51, which forms yellow crystals melting at 45-46O. It follows that the original dinitro-derivative has the constitution [Me : NOz : NO, : NH*S02 = I : 3 : 5 : 61, the two benzene nuclei being linked by the group S02*NH. It has strongly marked acid properties, dissolves in alkalis, arid decomposes barium carbonate at loo', forming a barium salt which separates in yellow crystals ; theso lose 1 mol.H20 at 140°, and only decompose at about 213'. Hydro- chloric acid precipitates the dinitro-derivative, which can thus be purified. Reduction with tin and hydrochloric acid yields the diamiue in white needles, which melt a t 217' and turn red when exposed to air. It forms salts very soluble in water, and is readily diazo t ised. The general stability of benzenesulpho-orthotoluidide, notwith- standing its amide character, is especially noteworthy. C. H. B. Reduction by means of Phenylhydrazine. By R. WALTHER ( J . pr. Chem., 1895, [2], 141--144).--The author draws attention to the application of phenylhydrazine as a reducing agent in organic chemistry ; such reductions as that of azobenzene to hydrazobenzene, and that of nitro-compounds to the corresponding amido-derivatives.being easily effected by its means. A. G. B.596 ABSTRAOTS OF OEEMWAL PAPERS. Isohydroxydiphenylethylamine from Glycocine and Benx- aldehyde. By EMIL ERLENMEYER, Jun. (Ber., 1895, 28, 1866-1869). -The author has previously shown (Abstr., 1893, i, 166) that benz- aldehyde and glycocine, in dilute alcoholic solution and in presence of sodium hydroxide, condense to form a sodium salt, OH-CHPh- CH (N:CHPh)*COONs, and a Rnbstance soluble in alcohol. tigated, and is now shown to have the composition OH*CHPh*CHPh*N:CHPh. When treated with hydrochloric acid, it is decomposed into benz- aldehyde and iso7rydroxydi23hen!ltethyEami~e ; this base, which melts at 1 2 8 O , stands in the same relation to the diphenylhydroxyethylamine (m.p. 161") of Goldschmidt and Polonowska (Abstr., 1887, 492) as isohydrobenzoin does to hydrobenzoyn. If distilled with zinc dust, i t yields stilbene ; when oxidised, it gives benzile, and when diazotised and converted into the corresponding glycol, it yields isohydrobenzoin ; if heated to about ?30°, it decomposes into benzaldehyde and benzyl- amine. The original condensation product can be regenerated by heat in g iNod i phen y 1 h y d rox y e thy lam in e with benzald ehy de in alcoholic solution. The author regards his base and isohydrobenzoin as the true analogues of racemic acid, on account of the hemimorphic cha- ract er of their crystals ; whereas hydroxydiphenylethylamine and hydrobenzoin are the analogues of rnesotartaric acid.Heterocyclic Bases from Hydroxydiphenyle thylamine. By HENRYK G. SODERBAUM (Bet-., 2895,28,1897-19O3) .-The carbamide and thiocarbamide derivatives obtained by treating hydroxydipheng 1- ethylaniine respectively with ieocyanates and thiocarbirnides readily yield Condensation products according to the scheme The latter has since been inves- J. J. S. CHPh*N QHPh*NH*CO*NHR = H20 -k (!jHPh.O >C*NHR. CHPhOH ('1 (S) These condensation products are strongly basic, forming salts wbich are not decomposed by water; they also yield crystalline platinochlorides, which are for the most part sparingly soluble. They greatly resemble the amidobenzoxazoles (amidobenzothiazoles), but are totally different from the isomeric /3-oximidazoles, and are to be (4) regarded as derivatives of the compound I >C*NE,, which the author terms dihydroamidoazoxole (dihydroamidoazthiole).Hy~roxydipher~ylethylcarbarrLide, OH*CflPh*CHPh*NH*CO*NH2, is obfained froin hydroxydi phenylethy lamine hydrochloride and potas- sium cyanate in aqueous solution. It forms colonrless crystals, melts at 2 1 5 O , and is insoluble in water and ether, but dissolves in acetone and hot alcohol. 4 : 3 - D i ~ h e n y l d i h z ~ d r o - 2 - a ~ ~ d ~ - ~ : 3-azoxole is obtained when the precediiig compound is heated with dilute hydrochloric acid for CH2.N. CH2.O p) (5) (S)ORQANIC CBEMISTRY. 597 1-2 hours, and the solution precipitated with sodium hydroxide. It crystallises i n six-sided needles, and melts at 153-154'.The platinochloride, (C,,Hl,N2o)2,H2PtC16, forms minute, yellowish crys- tals, and melts at 203'. N e t A y 1 hydroleydiphen y le thy lthiocnrbmmi~e, 0 H*CHPh*C HP h*NH*CS *NHMe, obtained from hydroxydiphenylethylamine and methylthiocarbimide, forms colourless plates which melt at 136'. 4 : 5-Diphenyldihydro-2-nzethyEamido-1 : 3-azozole is obtained by treating the preceding compound in alcoholic solution with yellow mercuric oxide ; i t forms colourless, glistening needles, and melts at 158-159'. The platinochlorid e, ( C16Hd20) 2, H,PtC I,, crystallises in minute, yellowish plates which decompose at 215'. 4 : 5-Dip72enyldihydro-2-metliylamido-1 : 3-azothiole, when recrystal- lised from alcohol, forms large, colourless prisms, and melts at 155'. The platinochloricle (C16H,sN2S)2,H2PtCI,, crystallises in yellowish- red prisms which undergo decomposition at 220'.E t hy lli y dromydip heny let hy It hiocaTt amide, 0 H* CHP h* CHP h*NH* C S*NH E t , crystallises in small needles, and melts at 148-149'. When treated with mercuric oxide, it yields 4 : 5-DipiLenyldihydro-2-ethylamid0- 1 : 3-azoxole, which melts at 141' ; its platinochloride, (C17H18N20) 2,HZPtCl6, crystallises in yellowish prisms, and melts at 195-200'. The corre- sponding azothiole, C1,HIANzS, melts at 139', and forms a platino- chloride which melts at 185-188'. Phenylhydl.oxyd~hcrzy lethylcarbamide, OHGHP h43HPh-NH-C O*NHP h, prepared from hydroxydiphenylethylamine and phenylthiocarbimide, forms colourless crystals, and melts at 176' ; the corresponding pl~enylhydroxydi~henyletltylthiocarbamz'de melts at 171', and when treated with mercuric oxide yields 4 : Fj-diphenyldihydro-~-p~enyl- amido-1 : 3-azoxole, which crystallises in small, white needles and melts at 162-163' ; its platinochloride, ( C~lH18~20)2,H2PtC1, + 3Hz0 forms yellow, glistening needles, which undergo decomposition at 195-198'.Orthotolylhydrox ydiphenylethylthiocarbamide, OH* CHPh*CHPh*NH*C S*NH* CTH,, crystallises from toluene in short, white needles, which melt at 156-157'. When treated with mercuric oxide, it gives 4 : 5-diphenyl- dihydro-'2-orthotolylamido-1 : 3-azoaole, which melts at 136-138' ; its p latinochloride, (C22H20N20) 2, H2P tCls, melts at 220-225O. Aromatic Nitroso-bases. By OTTO F~SCHER (AnnuZen, 1895,286, 14!S-l86>. -In a short introduction, the author discusses the consti- tution of aromatic nitroso-bases.VOL. LXVIII. i. 2 t J. J. S.598 ABSTRACTS OF CHEMICAL PAPERS. By OTTO FISCHER and E. SCHAFFER.-The hydrochloride of para- iLitrosonniEine, c6H6Nz0,HC1, separates from alcohol in dark brown crystals ; the sulphate crystallises in yellowish- white prisms. The oxalate forms small, greenish crystals, and the picrate separates as a brown mass of crystals on adding ether to the alcoholic solution. The dibenzoyl derivative crystallises in dark brown needles or leaflets, and melts at 142'; in preparing it, it is necessary to dissolve the nitrosoaniline in a dilute solution of sodium hydroxide and agitate the cold liquid with excess of benzoic chloride ; otherwise, if strong soda is used and the mixture is allowed to get warm, benzoylnitrosophenol is formed.Orthoh ydroz y benz y ZideneparanitrosoaniEine is prepared by heating the base with salicylaldehgde for two hours at 100'; it softens at 235', and melts at 245'. Paranitraniline is formed when paranitrosoaniline is oxidised with potassium permanganate, whilst reducing agents give rise to paraphenylenediamine. By OTTC FISCHER and H. ArITscH.-The picrate of parunitrosoethy I- aniline crystallises from water in dark yellow needles, and melts at 131' ; the silver salt, which has the composition 3C8HIoNzO,AgNO3, separates in small, dark green, lustrous crystals, and melts and decomposes at 12.1'. The rnercurocltloride melts and decomposes at 142'. The nitrosamine of paranitrosoethylaniline is very stable in pre- sence of reducing agents.With acetic acid and zinc-dust, a colour- less oil is obtained, which gives Iiebermanli's reaction; on adding sodium amalgam to tho cold alcoholic solution of the nitrosamine, the liquid becomes reddish-brown, and a yellow precipitate is formed, which, when recrystallised from alcohol, melts at 171'. This corn- pound has the formula Cl6HlsN6o3, and gives Liebermann's reaction ; ou reduction, it yields ethylpaTaphenylenediamine. a-Nitroso-a-methy lnaphtk?llamine, c,0H6<<N NHMe > 0, is prepared by dissolving a-methylnaphthylamine in dilute sulphuric acid, adding sodium nitrite, and extracting with ether; the nitrosamine, which is left as a viscid oil on evaporation of the ether, is converted into the hydrochloride of nitroso me thylnap h thylamine by treatment with alcoholic hydrochloric acid ; this salt crystallises in slender, pale peen needles ; the picrate crystallises in greenish-yellow needles, and melts and decomposes a t 157'.Nitrosomethylnaphthylamine gives the indazine reaction, a blue colouring matter being produced on treating the alcoholic solution of the hydrochloride with diphenyl- metaphenylenedianiine ; this product, symmetrical anilido-n-methyl- ?-oshdzche, NMe:Cl~,~Nph>C6H,.NHPh, N- forms magnificent, golden-green crystals, and melts and decomposes at 225'. The h ydroclt loride was anal y sed . When salicylaldehyde is heated with a-nitroso-p-naphthylamine for 2-3 hours on the water bath, a compound, Cl,Hl2NZOz, is obtained, which separates from alcohol in green leaflets, arid melts at 270' on treating it with boiling acids, salicylaldehyde is formed.By OTTO FISCHER and EVIL DrEPoLDER.-O'rthonit1.obenzylidene- orthop~ratol?!Zenedictmiiie, NHEt.CgHaMeoN:CHC6~*NO2, is obtainedORGANIC OBEMISTRY. 599 by condensation of monethylorthoparatolylenediamine with ortho- nitrobenzaldehyde ; it crystallises in lustrous, reddish-brown leaflets, and melts at 80'. The metanitro-derivative crystallises in yellow needles, and melts a t 118' ; the paranitro-derivative crystallises from alcohol in long, red needles, and melts a t 143'. The orthohydroxy- derivative crystallises from light petroleum in nodular aggregates of yellow prisms, and melts at 62'. The thiocarbamide, C,,H,,N,S, ob- tained by boiling carbon bisulphide and a small quantity of alcohol with monethylorthoparatolylenediamine, crystallises from alcohol in small, white needles and melts at 163'.The benzoyl derivative of monethylorthoparatolylenediamine crystallises from light petroleum in small needles, and melts at 174O. The ncetyl derivative of trimethylmetaphenylenediamine is ob- tained by heating a solution of acetyldimethylmetaphenylenediamine in xylene with sodium, and, when the metal is dissolved, heating the liquid with methylic iodide; it separates from alcohol in large crystals, and melts at 68'. The base boils at 270°, and whenits solu- tion, in 10 per cent. sulphuric acid, cooled with ice, is treated with sodium nitrite in dilute aqueous solution, the liquid becomes deep red, and the dinitrosamine of dimethylmetaphenylenedismine is pre- cipitated ; this crystallises from alcohol in lustrous, brown leaflets, and melts at 109-110'.The quantity of this substance amounts to 5 per cent. of the trimethyl derivative employed, and on extracting the liquor from which i t separates with boiling ether, the nitros- amine of trimethylmetaphenylenediamine is obtained ; the hydro- chloride crystallises in colourless leaflets, and on treating it with boiling methylic or ethylic alcohol, a deep red liquid is obtained, and the monhydrochloride of paranitrosotrz'methylmetaphenylenediamine separat-es in dark red crystals with green lustre. The dihydrochloride crystallises in dark red needles. The base itself, paranitrosodimethyl- metap?~~yl~tLedia?~ine, NMea*C6H&N > 0, crystallises from benzene in long, steel-blue prisms, which appear red by transmitted light, and contain the solvent; it melts at 143".On adding aqueous sodium nitrite to a solution of the base in dilute sulphuric acid, a, nitro-derivative of trimei;hylmetaphenylenediamine nitrosamine is formed, crystallising from ether i n yellow needles, and melting at 15 7'. NHMe Paramitrosodimeth ylmetaphen y 1 enediamirt e, is another product of the action of nitrous acid on trimetbylmeta- plienylenediamine ; after removing the dinitrosamine of dimethyl- metaphenylenediamine, the liquid is treated with excess of potaasium carbonate, rapidly extmcted with ether to remove unaltered tri- methylmetaphenylenediamine, and then allowed to remain at the ordinary temperature for 24 hours, the base separating in quantity amounting to 40 per cent.of the substance employed. It crystallises from benzene in steel-blue needles containing the solvent; the suZphate cryRtallises from water in red needles. small bulk the liquid from which the base has been removed, para- On reducing to 2 t 2600 ABSTRAOTS OF CHEMIOAL PAPERS. nitrosotrimethylmetaphenylenediamine is obtained : the action of nitrous acid on trimethylmetaphenylenecliamine, therefore, gives rise to four products, the nitrosamine of trimethylmetaphenylenediamine, the dinitrosamine of dimethylmetaphenylenediamine, paranitrosotri- metb ylmetaphen ylenediamine, and paranitrosodimethylmetap henylene- diamine. Symmetrical dimethy lmetaphenylenediamine is obtained by heating the formyl derivative of monomethylphenylenediamine with sodinni methoxide and methylic iodide, and hydrolysing the product with dilute sulphuric acid.It is a colourless oil which, however, rapidly becomes brown ; it boils at 165--170" under a pressure of 10 mm., and art 275-280' under ;t pressure of 739 mm. The dinitrosamine (m. p. 109-110') is identical with the product of the action of nitrous acid on trimethylmetaphenylenediamine ; when it is dissolved in ether, and treated with cold, alcoholic hydrogen chloride, symme- trical paranitrosodirnethylmetaphenylenediamine is obtained in the form of the hydrochloride. This base separates from ether in rnag- nificent, steel-blue crystals, and melts at 171'. BY. OTTO FISCHER AND M. GME tIN.-Paranitrosudiphenylmeta- phenylenediamine melts at 153'.When a n alcoholic solution of the hydrochloride is heated with aqueous phenjlhydrazine hydrochloride at 50-60°, a compound, C2aH2,N5, is formed, which separates from alcohol in pale rose-colonred crystals, and melts at 260'; it is almost insoluble in acids and alkalis, and, when mixed with cupric oxide and heated suddenly, it decomposes explosively. J ' o m y lanilido-n- pheny Emetheny Ipheny lenediamine, COE*NPh*CsH,<- NPh N>CH, is obtained by heating amidodiphenylmetaphenylenedinmine (the reduction product of paranitrosodiphenylmetaphenylenediamine) with concentrated formic acid for several hours ; i t crystallises from hot, dilute alcohol in colourless needles, and melts at 124'. The acetylanhydro-base, obtained from amidodiphenylmetaphenylenedi- amine by the action of boiling acetic anhydride, has the constitution NAcPh*CsH,<- N>CMe ; it forms colourless crystals, and melts at 165'.NPh Anilido. n-pheny Eetheny lphen y lenediamiwe, is obtained by treating the foregoing compound with boiling dilute sulphuric acid ; i t crystallises in large, colourless plates melting at 1 1 5 O , and the sulphate crystallises in white leaflets. When amidodiphenylmetaphenylenediamine is heated on the water bath with salicylaldehyde, a hydroxybenzy lidene derivative is formed, which crystallises in dark yellow prisms ; on recrystallising this sub- stance two or three kimes from absolute alcohol containing benzene, annilido-n-phenylo/rthohydrox~benzenyl~hsnylenediamine is obtained, crystallising in pale yellow needles, and melting at 290'.The ortho- benzylidene derivative is brown, being converted into the anhydro-ORQANIC CHEMISTRY. 601 base on recrystdlising it from alcohol ; this crystallises in oraGge needles, and melts at 210". When amidodiphenylmetaphenylenedi- nmine is heated with carbon bisulphide and alcohol for four hours in it reflux apparatus, the compound NHPh*C6H3<Npg>C*SH - is formed ; it crystallises from absolute alcohol in yellow needles, and melts at 208". The sodium salt separates from the alkaline solution in white leaflets, and is decomposed hy water. BY OTTO FESCHER AND w. HoFMANN.-The acetyl derivative of paranitrosophenyl-a-naphthylamine crystallises from wood spirit in lustrous, reddish-gellow leaflets, and melts at 81". On reducing the base with zinc dust and acetic acid, paramidophenyl-a-naphthylamine is formed; the acetyl derivative crystallises in white leaflets, and melts at 192", the benzylidene compound, NHPh-C,,H,*N:CHPh, separates from absolute alcohol in greenish-yellow crystals, and melts at 109' ; and the orthohydrox ybenzylidene derivative crystallises in long, red needles, and melts at 155'. The metanitmbenzylider~e compound crystallises in red leaflets, melting at 269', and the para- nitrobenzylidene derivative cry stallises in very dark red leaflets, and melts at 168" ; the thiocarbarnide, cS( NH*C,,H6*NHPh),, forms white crystals, and melts at 1'36".a-Naphthaqzlinonephenyldiinde, NH:C,,H,:NPh, is obtained by agitating a, solution of amidophenyl-a-naphthylamine in benzene with mercuric oxide ; it forms lustrous, reddish-yellow crystals, and melts tit 128-129".M. 0. F. Piperonylideneacetone. By L. ROUSSET (Bull. Xoc. Chim., 1895, [ 31, 13, 3 4 8 4 5 1 ) .-Piperonylideneacetone, CHs<g> C6H3*CH:C'HAc, is formed as u, yellow precipitate when a solution of piperonal in acetone is shaken with a large excess of cold, 10 per cent., aqueous soda ; when purified by recrystallisation from alcohol, it. forms minute, yellow? prismatic needles, belonging either to the monoclinic or to the triclinic system, but the product obtained by distillation with steam is colourless ; it melts at 96.5". The oxime is colourless, and melts at about 179", at the same time decomposing. The dibromo-derivative forms colourless crystals, and melts at 76" ; it decomposes at 100'.Piperonylideneacetone is oxiclised by chromic acid mixture to piperonylic and acetic acids, and carbonic anhydride. Reducing Action of Sodium Alkylic Oxides at High Tem- peratures. By ALBIN HALLER and JULES M~NGUIN (Compt. rend., 1895, 120,1105-1106) .-Phenyl beneyl ketone, when heated in sealed tubes at 200--210° with sodium ethoxide in presence of excess of alcohol, yields stilbene. Diphenyl ketone, under similar conditions, .yields benzhydrol. Anthraquinone, with sodium ethoxide, butyloxide, or amyloxide, yields anthracene. Methyl phenyl ketone seems to yield p h eny lmethylcar binol. JN. W. C. H. B.602 ABSTRACTS OF CHEMICAL PAPERS. Ethereal Salts of Amido-acids. By HEINRICH SALKOWSKI (Ber., 1895, 28, 1917--1923).-When an attempt, is made to cyystalliee the hydrochloride of paramidophenylacetic acid from boiling alcohol, it is converted into the kydrochloyide of its ethylic .salt, NH,*CsHk* CH,*COOE t,HCl, which separates in plates, axid, on treatment with cold soda solutioo, yields ethylic parawtidoplaenykacetate, melting at 49.5'.The forma- tion of the ethylic salt does not take place at the ordinary tempera- ture, but a similar action occurs on boiling tlie hydrochloride of the acid with methylic, normal propylic, or amylic alcohol, although, in the case of the first named, the action is far from complete. The hgdro- chloride of rnetamidophenylacetic acid behaves in the same manner. In order to ascertain whether this property is characteristic of aromatic amido-acids in general, the author has examined the behaviour of a niimber of these, and finds that the hydrochlorides of ortho-, meta-, and paramidobenzoic acids undergo no etherification under these conditions, but that the amidocinnamic and amidohydro- oinnamic acids all readily undergo etherification ; the results are not altered if the hydrobromide, hydriodide, or nitrate are employed in place of the hpdrochloride, but with the sulphate no ebherification takes place.It appears, therefore, that aromatic amido-acids in which the carboxyl group is not directly combined with the benzene nucleus undergo etherificatiou by the action of boiling alcohol on their salts with hydroclloric, hydrobromic, hydriodic, or nitric acid, the relative position of the amido-group t o the side chain containing the carboxyl having no influence.This conclusion is analogous in many respects to that of V. Meyer and Sudborough (Abstr., 1894, i, 463), who have shown that diortho-substituted benzoic acids do not undergo etherifi- cation when treated with methglic alcohol and hydrochloric acid, but that etherification readily takes place in diortho-substituted acids with longer side chains. Action of Hydrazine Hydrate on Benzylidenecyanhydrin. By ATT~LIO YURGOTTI (Gazzetta, 1895, 25, i, 117--121).-0n boiling an alcoholic solution of benzylidenecyanlydrin with hydrazine hydrate and distilling off the alcohol, a residue is obtained from which a small proportion of a-toluonitrile may be separated by fractional distilla- tion ; no other product was isolated. H. G. C. W. J.P. Preparation of Thyrnolphthalide. By PTOTR JAKIMOIYICZ (Ber., 1895, 28, 1876).-The author has obtained thymolphthalide, > 0, by gently warming powdered thymol (2 mols.) co C 6 H ~ G ~ 1 ~ , , ) , with phthalic chloride (1 mol.). It crystallises in thick, colourless plates, melts at 86-85', and dissolves in concentrated sulphuiic acid, forming a dark red solution. J. J. S. Methylic Carbonates derived from Polyhydric Phenols. By VICTOR SPNIEWSKI (Ber., 1595, 28, 1874--1876).-1f quiriol (1 mol.) intimately mixed with calcined sodium carbonate, is added to a soh-ORGANIC CHEMISTRY. 603 tion of methylic chloroformate in benzene, and the mixture heated during several hours on the water bath, VnethyZic qicii~ol dicarbonate, CGH4(0-COOMe)2, is formed ; this crystallises in long, thin, colonr- less plates, which melt at 115'.Methylic resorcinol clica~bonafe forms long, white needles, and melts at 44-45'. I n preparing the corresponding catechol and pyrogallol derivatives, calcium carbonate mnst be substituted for the sodium carbonate. Methylic catechol dicarbomte crystallises in fine, colourless needles, and melts at 41'. Methylic pyrognllol tricas.bonate, c6H3( 0*C00&te)3, is a thick, yellowish oil. Metlzylic orcinol dicarbonate, C6H3Me( O*COOMe),, forms long, colourless needles, and melts at 55'. Eugenol Derivatives. By CH. GASSMAXN and EEUGEN KRAFFT J. J. S. (Ber., 1895, 28, 1870-1 872) .--Sodium eugewolacetate, CH2:CH*CH2-C,H3(OMe)*O*CH2*COONa [ = 1 : 3 : 43, is Gbtained when eugenol is heated with sodium hydroxide solution and monochloracetic acid during 20 honrs.The acid crystallises i 11 colourless needles, melts at 75', and is readily soluble in hot water, alcohol, acetone, benzene, and light petmleuni, but only sparingly in cold water ; it is only slightly volatile with steam. When this acid is heated with potassium hyclroxide and amylic alcohol during 20 houi-s. it is converted into potassiibm isoeugenolacetate. Isoeugenolacetic acid forms colourless needles, and melts a.t 92-94' ; it cannot be crystal- lised from water. When the iso-acid is oxidised with potassium permanganate i n alkaline, or, better still, in neutral, solution, the chief products arc acetaldehyde and vanilli?zacetic acid, COH*C6H,(OMe)*O*CH2.COOH [= 1 : 3 : 41, which is identical with the acid described by Elkan (Abstr., 1887, 259) as vanillinosyacetic acid.When the acid is treated with phos- phorus pentachloride (2 mols.), vanillin, trichloracetic acid, and car- bonic anhydride are formed. J. J. S. Phenylazocarboxylic acid and Tribromophenylazocarboxylic acid. By OSCAR WIDMAN (Ber., 1895, 28, 1925 -1931).-E. Fischei- has shown (Abstr., 1878, 302) that when phenylsemicarbazide is treated with sodium nitrite in acid solution, it yields a crystalline nitroso-derivative, and that this, on boiling with alkalis, is converted into diazobenzeneimide, carbonic anhydride, and water. The author 'has reinvestigated this substance, which has the constitutiou, NO*NPh*NH*CO*NH2, and melts at 126--127O, with evolution of nitrous fumes. If kept for a long t'ime, it undergoes spontaneous decomposition into yli eylazocarbamide, N P h:N*CO-NH2, which may, however, be more readily obtained by carefully oxidising phenyl- semicsrbnzide with potassium permanganate or dichromate.It crys- iallises from water or benzene in long, red needles, melting a t 1 1 4 O ,604 ABSTRACTS OF CHEMICAL PAPERS. does not reduce Fehling's solution, but evolves nitrogen on the addi- tion of copper powder to the boiling aqueous solution; it evolves ammonia on warming in alkaline solution, and forms salts of phenyl- aeocarboxylic acid, which are yellow, but have not been obtained pure ; on the addition of acids, i t decomposes, forming benzene, car- bonic anbydride, and nitrogen, together with other products. Ethylic phenylcarbazijtate, NHPh*NH*COOEt, obtained by mixing phenylhydrazine and ethylic chloroformate in ethereal solution, crys- tallises in long plates, or flat needles ; these contain 1 mol.H20, which is evolved on heatiug at 83" ; the hydrated componnd melts a t 79-80", and the anhydrous compound at 82 -S3". The solution in con- centrated sulphuric acid is coloured deep red by ferric chloride. When oxidised by potassium permanganate, it yields ethylic phenylazo- carboxylate, NPh:N*COOEt, which is a thin, red oil, and is converted into phenylnzocarbamide on treatment with concentrated ammonia. These substances are closely allied t o the azodicarbamide deriva- tives obtained by Thiele (Abstr., 1892, 1429), the additive compounds of diazocyanides and hydrocyanic acid obtained by Gabriel (Abstr., 1880, 41), and further with the substituted diaxocyanides recently described by Hnntzsch and Schultze (this vol., i, 348) which exist in two modifications, regarded by them as stereoisomerides.Theoreti- cally, the above derivatives are also capahle of existing in two stereo- isomeric forms, and the author has endeavoured to obtain evidence OIL this point, employing symmetrical tribromophenylsemicarbazide as the starting point, as this forms more stable derivatives. Symmetrical t r i b romop hen y 1 se m icar b a d s , CsH2Br3*NH*NH*CO*NH2, is readily obtained by the action of potassium cyanate and acetic acid on symmetrical tribromophenylhydrazine, and forms very sparingly soluble needles, melting at 235-236", with evoln tion of gas. When oxidised with acetic acid and potassium permanganate, it is converted into the corresponding symmetrical tribromophenylazo- carbamide, C6H2Br3*N:N*CO*NH2, which crystallises from benzene in long, flat, red needles, and melts and evolves gas at 176" ; no definile evidence of the existence of an isomeric compound could, however, be obtained. Potassium tribromophenylcarboxylate may he obtained by the action of aqueous potash on the carbamide; it crystallises in long, yellow needles, which explode on warming, or when touched with concen- trated sulphuric acid.On adding dilute sulphuric acid to the well cooled solution, a yellowish-white precipitate separateq, probably con- sisting of the free tribromophenylazocarboxylic acid, but this decom- poses in a few seconds with evolution of gas and formation of tri- bromobenzene.During the investigation, the following acetgl derivatives of symmetrical tribromophen ylh y draz ia e were prepared. p- Acet y Et 1% byomophenylhydrazine, CsH2Br3*NH*NHAc, which forms well developed, four-sided prisms, and melts at 1 8 8 O , and ap-diacetyltribromophenyl- hy&-azine, C6H2Br3*NH-NAc2, crystallising in brittle needles melting at 144-145". H. G. C.ORGANIC CHEMISTRY. GO5 Sulphur Derivatives of Imidodicarboxylic acid. By EMIL FROMM (Bey., 189.5, 28, 1%5--1940) .-The imidodicarboxylates described by the author (Abstr., 1893, i: 575, this vol., i, 418,461), amre, with one exception, not acted on by alkyl halo'ids in alkaline solution with substitution of the alkyl radicle for the hydrogen oE the imido- group.. Trithiodibenzylic imidodicarboxylate, ho werer, is acted on under these conditions forming trithiot,ribenzybic pseudoirnidodicar- hoxylate, which crystallises in spherical aggregates of needles melting a t 92'. Two forniuh are possible for this substance, namely, C7H7N<CSSC,H7 c0sc7H', and C7Hi*CO*S*N:C ( SC7H7),, as, however, it yields no benzylnmine, but considerable quantities of ammonia when distilled with aqueous potash, its constitution must be represented by the second formula. In its formation, the trithio- dibenzylic imidodicarboxylate reacts in the tantomeric form, and it is probably owing to their incapability of reacting in this form that the other imidodicarboxylates are not affected by benzylic chloride and soda. When phenylmethylthiobiuret is heated wtth benzylic mercaptan and hydrochloric acid on the water bath, it is converted into benzyZic tm'thioallophanate, C,H7S*CS.NH*CS*NH2, which forms sulph ur- yellow needles and melts at 142-143'.The actim of ammonia on this substance was investigated in the hope that the hitherto un- known dithiobiuret would be formed ; this is, however, not the case, the products of the action being benzylic mercaptan and ammonium t hiocyanate. H. G. C., C7H,S*CO*N:C (SH)*SC7H,, Pariodophenylmercapturic acid. By EUGEN BAUMANN aud P, SCHMITZ ( ( Z e i t . yhysiol. Cheiit ., 1895, 20, 586-594).--The acid was obtained from the uriiie of a dog to which iodobenzene (100 grams) had been administered during about six weeks; the yield was 20-21 per cent,. of the iodobenzene employed.The compound crys- tallises in aggregates of long needles, melts at 152-153', and de- composes at 190' ; the corresponding bromo- and chloro-derivatives melt at 152-153' and 153-154' respectively. It is decomposed by concentrated sulphuric acid, but dissolves without change in alkalis and concentrated bydrochloric acid ; tbe rotatory power [ a ] D = - 10.4' in 2.5 per cent. alcoholic solution. The silver salt. C11H11031SNAg, is amorphous ; the barium saZt crystallises with 2H20 ; the ethylic salt forms colourless needles melting at 104-105". All the salts are dextrogyrate, the rotatory power increasing with the concentration, for the sodium salt, [aID = + 8'; + 12.7; + 16.7' for solntions containing 5.327 grams, 10.654 grams and 21.306 grams per 100 c.c, respectively ; the corresponding values for the bromo-acid are + 7', + 7O, + 9.5' for solutions containing 5.362 grams; 10.724 grams; and 21-448 grams, equivalent t o 5, 10, and 20 grams of free acid respectively.When heated with moderately concentrated sulphuric acid, pariodophenylmercapturic acid is resolved into acetic acid and606 ABSTRACTS OF CBEMICAL PAPERS. iodophe?zylcystei;?ie, NH,*CMe( SC,HJ)-COOH, the hydrochloride of which is deposited in feathery iransparent crystals ; these readily dissociate in contact with water. By the action of potassium cyanate on iodophen y lc y ste'ine, the zwamid o-acid, NH&DNH*CMo ( SC6H41) COOH, is formed, and cryst,allises in small needles melting at 195-196'. With acetic anhydride, iodophenylcystehe regenerates the mer- captoric acid.When heated with potash, iodophenylmercapt.nric: acid is resolved into ammonia, acetic acid, pyrnvic acid and pariodo- phenylmercnptnn. The latter crjstallises in needles, melts at 85-86', has a characteristic odour of aniseed, gives yellow precipitates with copper, lead, and silver salts, and is rapidly oxidised by the air to pariodophenylic bisulphide, CI2H8l2S2 ; t'his crystallises in plates, melts at 124O, and gives a dark-blue solution when warmed with sulphuric acid. Both compounds were identical with synthetical preparations obtained from iodo benzenesulphonic acid, proof being thus afforded that the iodine is in the para-position. Pariodophenyl- mercapturic acid is thus shown to have the formula NHAc.CMe ( SC6H41)*C0 OH. J. B. T. Synthesis of the Diphenylic Hydrocarbons : Para- and Ortho- phenyltoluenes.By GIUSEPPE ODDO and A. CURATOLO (Gazzetta, 1895, 25, i, L26--136).-A diazotised mixture of aniline and para- toluidine is slowly added to alcoholic sodium ethoxide, gas is evolved, and, after heating on the water bath in a reflux apparatus, the solu- tion is distilled in a current, of steam. The distillate is extracted with ether and the extract evaporated ; on fractionally distilling the rcpidue, paraphenyltoluene, CsH,PhMe, is obtained as a colourless liquid, which boils at 262-268', and solidifies in LZ mixture of ice and salt ; it is accompanied by small quantities of benzene, toluene, and dipheny 1. By substituting orthotoluidine for its para-isomeride in the above process, orthophenyltoluene may be prepared ; it is an oil which does not solidify in a mixture of ice and salt, boils at 261-2264', and yields orthodipheny lcarboxylic acid on oxidation with chromic acid.It readily takes up bromine, yielding a tiibromo-derivative, C,3H9Br3, which crystallises in long, white needles melting at 167-169', and is easily oxidised by chromic mixture ; by the aid of this compound, it is shown that a very small proportion of orthophenyltoluene is formed by the action of sodium on a mixture of bromobenzene and orthobromotoluene in ethereal solution. W. J. P. Action of Hydrazine Hydrate on Benzoin and on Deoxyben- zoin. By THEODOR CURTIUS and A. BLUMER (J. pr. Ckem., 1895, [2], 52, 117-137) .--Benzoznhydrazi9le, OH*CHPh*GPh:N*NH,, ie pre- pared by warming a mixture of benzoin (40 grams) and hydrazine hydrate (11i grams) on the water bath for four hours, and then set- ting it aside for eight days. It crystallises in thick, colourless prisms, melts at 75O, and dissolves i n alcohol, ether, chloroform, and benzene, but not in water or alkalis.It; reduces Fehling's solution and ammo-ORGANIC CHEMISTRY 607 niacal silver nitrate ; acid converts it into benzoin and a hydrazine salt ; boiling water also decomposes it. When benzoynhjdrazine is kept at 110" for some hours, and the mass is then extracted with hot alcohol, whi$e needles separate from the alcoholic solution ; these have the empirical formula CIiHloN, melt at 246*, and sublime unchanged ; they dissolve in sulphnric acid with a crimson colour and are reprecipitated on diliition ether and chloroform dissolve them freely, alcohol sparinglg, water and a1 kalis not at all.&'rom the mother liquor of these crystals, bisbenzogrl- phenylazimethylene (see below) separates, and is followed by a new compound, probably < CPh:N-ll'.CPh>, which melts at 261°, sub- limes unchanged, and dissolves in strong acids without apparent change ; ether dissolves it spicringly, alcohol and chloroform easily. The same compounds are formed when an alcoholic solution of benzohhydrazine is heated for many days, or when hydrogen chlo- ride is passed into ether which contains benzoinhydrazine in SIIR- pension. AcetyZbenzoi;.nhydrazine, OH*CHPh*CPh:N*NHAc, crystallises in white needles and meits at 13'2". A monosodium and a &sodium deri- vative of benzohhydrazine are described.BenzybidenebenzoQnnzine, OH*CHPh*CPh:N*N:CHPh, obtained by adding benzaldehyde to an alcoholic solution of benzohhydrazine, crystallises in white nacreous needles, melts at 133", atnd dissolves in ether and alcohol, but not in water. Ortlioiaitrobenz.?/EidenebenzoB:- uzine forms white needles, melts at 195", and dissolves in hot alcohol and in ether. ~etanitrobeizsylidenebenzoSiiazine cry stallises in yellow needles, melts at 192", and dissolves in alcohol and chloroform, sparingly in ether, and not at all in water. CuminyZbenzoanazine crystallises in yellowish, nacreous lamin=, melts at 117", acd dis- solves freely in alcohol, ether, and chloroform, but not in water. Benzoznnketaziiie, OH*CHPh*CPh:N*N:CPh*CHPh*OH, was ob- tained by the action of benzoin on benzoinhydrazine ; it is colourless, and melts at 157'.Risbenzoy Zpheny Zazim ethy Zeite, COPh*C P h:N*N:C Ph*C O P h, prepared as described above, crystallises in yellow needles, melts a t 202", and dissolves in glacial acetic acid, ether, chloroform, and hot alcohol, but not in hydrochloric acid, caustic soda, or water; it distils un- changed. It is precipitated from its solution in strong sulphuric acid unchanged, unless the solution has been kept, in which case benzile and hydrazine sulphate are produced. Reduction with zinc dust in glacial acetic acid converts bisbenzoylphenylazimethylene into benzyl phenyl ketone and ammonia. Bsnry lphenylmetlLyZenehyd~axiiie, CI'H,PhCPh:N-NH,, is prepared by heating benzyl phenyl ketone (5 grams) with hrdrazine hydrate (1.3 grams) and a couple of drops of alcohol in a sealed tube at 140" for five hours; i t crystallises in white needles, melts at 62O, and dissolves freely in alcohol, ether, and chloroform; it distils unchanged, and reduces ammoniacal silver nitrate and Fehling'h solution.This hy drazine is a true secondary hydrazine, undergoing condensation with aldehydes in the cold and with ketones when CHPh*NH*CHPh608 ABSTRAOTS OF OHEMICAL PAPERS. warmed. bisbenz y lphen y 1 azir.net hy lene ( b e m y lph en y 1 ket azine) CH,Ph*CPh:N*N:C Ph*CH,Ph, which crystallises in small, straw-coloured needles, melts at 164', dis- tils unchanged, and dissolves in ether and chloroform, but not in water. A. G. B. When treated with iodine in alcohol, it is converted into The Induline Group.By Orri!o FisCHER and EDUARD HEW (Annalen, 1895, 286, 187-247 ; compare Abstr., 1893, i, 333, and this vol., i, 527).-The system of nomenclature already developed (loc cit.) is retained, benzeneindulines, in which the substituent radicle takes up the position R (general formula I) being referred to as meso- derivatives. The most productive source of meso-phenyliiiduline, C,,B ,sNa, is aposafranine (Abstr., 1893, i, 613). This base is characterised by its green solution in oil of vitriol, the colour of the solution in acid con- taining the monhydrate or anhydride being brownish-red ; the salts form magenta-red solutions in water. The base dissolves readily in methylal, and, on evaporation of the solvent, is deposited as a crys- talline crust, having a beautiful, dark green reflex ; when dry, it may be heated at 100' without undergoing change, but, on boiling the solution in benzene, a powder separates, forming a brown solution in concentrated sulphuric acid, and dissolving with dificulty in the dilute acid or in acetic acid, yielding reddish-violet solutions.At the same time, a small quantity of rneso-phenylinduline is formed, this being most readily obtained by heating aposafranine hydrochloride with aniline in the manner already described (Zoc. cit.). The nityate of meso-phenylinduline crystallises from alcobol in lustrous, green needles ; the platinochloride forms slender crystals having a dark green reflex, and the aurochlon'de crystallises in lustrous, green needles.The base itself, which has also been called arnidoazobenzene- induline, melts at 203-204', and not at 215' as previously stated (ibid., 33.5) ; the action of a mixture of glacial acetic and hydrochloric acids, during six hours at 160-170°, gives rise to benzeneindone hydrate, whilst treatment with alcoholic barium hydroxide for 10 hours at 140-145' converts it into benzeneindone (Abstr., 1892, 341). Phenylmesqhenyliiiduline, C2aH17Ns, has already been described as the product of the action of aniline on mesophenylinduline, and is most conveniently obtained by heating aposafranine with aniline for an hour a t 150-160' ; paratolylnzesoparatolylinduline has been prepared by a similar process, and melts at 227-228'. Phenylmesoamidophen-jlinduline (loc. cit.) is formed when azo- phenine (4.5 grams) and paraphenylenediamine hydrochloride (2 grams) are heated with aniline (10 grams) and alcohol (50 grams) for 12 hours at 140" ; this process depends on the oxidation of a mixture of paraphenylenediamine and aniline, and the same principle is pro- bably involved in an alternative method, when these bases are heated at 150' with quinonedianil.The base is primary in character, and the formy2 derivative crystallises in bluish-green leaflets, which transmit red light, and melt at 230" ; the rnonacetyl derivative softensORGANIC CHEMISTRY. 609 at 150' and melts at 160°, and yields an acetate which melts and de- composes at 183'. Unsymmetrical hydroxybenzeneindone is obtained by heating phenyl- mesoamidophenyliiiduline with alcoholic barium hydroxide for 3; hours at 180--200°, and is freed from mesohydroxyphenylinduline by treat- ment wit.h dilute hydrochloric acid, which precipitates the latter base : the crystalline substance has a bronze lustre, and the solution in concentrated sulphuric acid is brownish-red, becoming orange 011 dilution.The dilute solution in alkalis is red, and exhibits greenish fluorescence, which is also noticeable in the alcoholic solution. The hydrochloride of mesohydroxyphenylinduline, which is formed at the same time, separates from glacial acetic acid on the addition of water in lustrous, giaeen crystals ; the solution in Concentrated sulphuric acid is green, becoming brownish-red and finally red on dilution, whilst the red, alcoholic solution exhibits feeble, brown fluorescence.The benzy Zidene derivative of phenplrnesoamidophenylinduline crys- tallises from the dark red, alcoholic solution in small needles, having :t green reflex ; it melts at 261-26So, and in the finely divided stato has electrical properties and transmits red light. The orthoh ydroxy- benzy Zidene compound crystallises in dark brown leaflets transmitting reddish-yellow light. As already suggested, the mauve'ines and indazines are to be regarded as -- symmetrical indulines, having the general formula NH:C6H3<gi> C6H3*NH2. In preparing dimethylmauve'ine from nitrosodimethylaniline and diphenylmetaphenylanediamine, a buse, CzaHz7N5, is obtained; this dissolves in benzene, forming a violet solution, and, on evaporating the solvent, is deposited as a IustrouP, green, crystalline powder, which contains benzene an6 melts at 178' ; when this is heated in the vapour of boiling xylene, the benzene is removed, and the subst.ance then melts at 210-212O.The formatioii of two bases is also observed when nitrosomonomethylaniline, ni troso- mone thylnniline, or nitrosodiethylaniline is heated with diphenyl- metaphenylenediamine. Thus, phenyla~~idophen~tnzauvei'ne, is formed, together with phenylmauvehe, when nitrosodiphenylamine (28 grams) and diphenylmetaphenylenediamine (26 grams) are heated with 40 per cent. hydrochloric acid (5.5 grams) and alcohol (800 grams) on the water bath, and allowed to remain for 20 hours at the ordinary temperature; the crystals have a bronze lustre, and the Rubstance sinters at 175", and melts and decomposes at 202O.Phenylmnuveine, liquor. The solution of this base in concentrated sulphuric acid is grass green, a greenish- blue coloration being developed when phenyl- amidophenylmauveine is dissolved in concentrated snlphuric acid ; it is less readily soluble in benzene than the foregoing base, the solution being reddish-violetl, and depositing the base in crystals which610 ABSTRACTS OF CHEMICAL PAPERS, contain the solvent. 256-257". After being dried at 140', the base melts a t Symmetrical Bz-.e-anilidobenzele~~aau~i~~e (mauvindone), C6H30<&> C6H3*NH P h (Abstr., 1893, i, 464), dissolves only sparingly in benzene and toluene, but is more readily soluble in alcohol, and is deposited from a mixture of benzene and alcohol as a crystalline powder with bronze lustre ; the solution in concentrated sulphuric acid is bluish-violet, becoming red on dilution.When the base is heated with alkalis, or when phenylmauve'ine is heated with alcoholic barium hydroxide for 5-10 hours at 180°, symmetrical hydroxybenzeneindone is formed, aud this i 4 found to be identical with safranol obtained by the action of alcoholic: potash on phenosafranine, which is converted first into the sym- metrical induline, yieldirjg n?nidobenzeneindoiae, on protracted treatment with alcoholic potash. From benzene con- taiaing some alcohol, i t crystallises in magniiicent prisms, having a green lustre ; the base is somewhat soluble in water, and the solution in concentrated sulphuric acid is violet, becoming pale brown on dilution. When aposafranine is heated with alcoholic potash for 16 hours, a certain amount of benzeneindone hydrate is formed, together with a blue coloiiring matter.According to this method of preparation, safranol contains only one hydroxyl group, although Nietzki and Otto have regarded it as a dihydroxy-derivative ; moreover, the ethers contain only one ethyl group and are insoluble in alkalis. The ethyl ether crystallises from alcohol in prisms having a bronze lustre; it melts and decomposes at 265', and dissolves in concentrated sulphuric acid with a reddish- brown coloration, becoming yellow on dilution. The alcoholic solution is red, and exhibits feeble, brown fluorescsnce. The methyl ether melts at 240'. Mononitrop7Lenylro~~duline is obtained by adding potassium nitrate to a solution of phenylrosinduline in concentrated sulphuric acid and heating the liquid at 50-60° ; it crystallises in almost black leaflets witha green reflex, sinters at B50°, and melts at 270".The solution in concentrated sulphuric acid is green. Trinitrophenyl?.osdu.line is formed on adding fuming nitric acid to a solution of phenylrosinduline in glacial acetic acid ; it crystallises from nitrobenzene in red leaflets or needles. These nitro-derivatives yield rosindone and nitranilines when heated with glacial acetic acid and concentrated hydrochloric acid for some hours at 180-200'. Nononitrorosindone separates from its solution in nitrobenzene in dark red crystals, and from glacial acetic acid in bright red needles; the solution in concentrated sulphuric acid is violet.Amidorosindone crystallises from ether in lustrous, dark blue leaflets; it forms t w o series of salts, one being blue, the other reddish-yellow.ORGANIO CHEMISTRY. 611 'i\Jt,-~'-~~drozyrosindosie, C2,H,4N20,, is formed when sodium phenylrosindulinesulphonate is heated with 10 per cent. sodium hydroxide (10 parts) at 220°, the sodizorn salt separating in red leaf- lets as the liquid cools. The compound cryatallises from alcohol in prisms having a dark, brownish-green reflex ; the alcoholic solution exhibits greenish fluorescence, and the solution in concentrated sul- phuric acid is reddish-violet, becoming yellow on dilution. Nt2-2'- Hydrozy?-osincZo?ie is obtained by the same method from, the corresponding sulphonic acid, forming a sodiuln salt which crys- tallises in lustrous leaflets, and dissolves in 400 parts of water.The hydrochloride crystallises in compact, red prisms having a green reflex, 2nd the alcoholic solution exhibits greenish-yellow fluorescence. Hydroxyrosindone crystallises f Porn alcohol in yellowish-red leaflets ; its solution in concentrated sulphuric acid is magenta coloured, i n alkalis brownish-yellow, and in alcohol greenish-yellow, exhibiting fluorescence of the same tint. Symmetrical anilidophenylindzdiue is prepared by gently heating a mixture of nitrosopheny 1-a-naphthylamirie hydrochlorida, aud di- p henylmetaphenglenediamine dissolved in alcohol ; the green liquid soon becomes blue, and is then set aside for 12 hours. The base separates as a bluish-violet powder, and crystnllises from benzene in leaflets having a greenish lustre.The kydrochZoTide is deposited from the alcoholic solution as a, bluish-violet, crystalline powder. When the salt is heated with glacial acetic acid and concentrated sulphuric acid for nine hours at 200-22O0, B2-4-hydroxyrosindone is formed, this substance being also produced by the action of hydrochloric and glacial acetic acids on amidophenylrosinduline (ibid., 335). The compound obtained from nitrosodimethylaniline, a-naphthyl- amine hydrochloride, and aniliiie, which was regarded as B,-dimethyl- isorosinduline (ibid., 336), has, in reality, the constitution This view of its structure receives support from the conversion of t h e substance into Bz-4-hydroxyrosindone by means of hydrochloric acid at 180°, and also from its formation by the action of nitrosodi- met8hylaniline on P-phenylnaphthylamine, as, from the constitutional formula now put forward, it is seen to be a derivative of p-phenyl- naphthylamine.The action of nitrosodimethylaniline on p-phenyl- naphthylamine gives rise to an isomeride which forms reddish-browu crystals, the solution in alcohol being reddish-violet, and becoming magenta-red when treated with mineral acids ; the solution in con- centrated sulphuric acid is green, but neither the base nor its salts exhibits fluorescence in solution. When benzeneazo-a-naphthylamine hydrochloride is heated with phenol for an hour at 120-130°, rosirlduline, CZ2Hl5NY, and " naphthyl, red," C26H,,N4, are produced (ibid., i, 721). The former is separated by means of the ready solubility of its hydrochloride in dilute alcohol ; i t crystallises from benzene in aggregates of leaflets and melts at 198-199O.Naphtbyl-red is a brownish-red, crystalline612 ABSTRACTS OF CHEMICAL PAPERS. substance, having a green iridescence ; it is somewhat solable in hot water, and absorbs carbonic anhydride from the air. The ILydrochz,,- ride crystallises from dilute alcohol in long, golden needles ; the solu- tion in concentrated sulphuric acid is yellowish-green, becomirlg pi& and finally reddish-violet on dilution. Although not ver.y soluble iu cold water, the reddish-violet solution exhibits an intense fluorescence resembling that of Magdala red. The pZatitzochZoride is a brown, crystalline powder. Ntz-4-Am.;do?zaphthindone, C26H17N30, is obtained by heating fhe hydrochloride of naphthyl-red.with glacial acetic acid and Concen- trated hydrochloric acid for nine hours at 190-200" ; it crystallises from alcohol in beautiful, green plates. The solutions in alcohol and benzcue exhibit fiery-red fluorescence, and the solution in concentrated sulphuric a,cid is blue by reflected, red by transmitted light, becoming brownish-yellow, and, finally, red on dilution. The hydrochloride crystallises in needles with a bronze lustre. The Nt-4-hydroxy- naphthindone, obtained by decomposing anilidophenylnaphthinduline, is also formed when the hydrochloride of naphthyl-red or amido- naphthindone is heated with acetic and hydrochloric acids for about 20 hours at 200-220". When commercial Magdala red is covered with hot benzene, heated with alcoholic potash for 15 minutes, filtered, and again boiled with benzene, it is separated into two bases, one of which, CmHI9N3, remains dissolved in the benzene, whilst the residue consists of the amido-derivative, C3,,HZ0N4.The solution of the former in concentrated sulphuric acid is blue, but the addition of a few drops of water causes the liquid to appear yellowisb-green by transmitted light and pink by reflected light. The second base forms a yellowish-green scdution i n concentrated sulphuric acid, the liquid becoming brownish - pink and ultimately red on dilution, ~ d . d s t both bases exhibit fluo- rescence in alcoholic solution. The base C30HI9N3, symmetrical meso- a-na~hth!!l,7(Z23hthii~duline, crystallises from benzene in brownish-red leaflets ; when beated with glacial acetic and concentrated hydrochloric acids for 15 hours at 220°, it yields meso-naphthylnaphthindone, C,oH,O<N(C,oH,)> N-- C,oH6, which separates from alcohol in prismatic crystals, and dissolves in concentrated sulphuric acid with a bluish- green coloration.Magdala red is obtained from the residue left by the commercial substance after treatment with alcoholic potash and benzene ; when this is dissolved in alcohol with the addition of sulphuric acid, the sulphate is obtained in crystals with a bronze reflex. The base, C30H-20N4, crystallises in small prisms with a green reflex ; they con- tain ether, but this is completely removed in the vapour of boiling xylene; it dissolves sparingly in benzene and ether, but is more readily soluble in methylal. The aqiieous and alcoholic solutions do not exhibit fluorescence, but they absorb carbonic anhydride from the air, developing a vivid red fluorescence which disappears on the addi- tion of alkalis.When the alcoholic solution of the sulpliate is treated with sulphuric acid and sodium nitrite, the base, C,,,H,,N,, is formed. When heated with glacial acetic and concentrated hydro-ORGANIC CHEMISTRY. 613 chloric acids for 20 hours at 200--210°, nmido-~neso-na37A.thy~naphthilz- done is formed, and crystallises in needles; the solution of this in concentrated sulphuric acid is blue by reflected, red by transmitted light, and, when diluted, becomes violet, a.nd ultimately red. Hydrozy- Irzeso-itaphthylnaphthiiadone, CwH,8NzOz, formed at the same time, separates from alcohol in prismatic crystals having a green lustre; its solution in concentrated sulphuric acid is blue, becoming first carmine, and then yellowish-red on dilution.The hydrochloride forms red crystals with a green reflex ; the alcoholic solution is yellowish- red, and when dilute exhibits a green fluorescence. The paper concludes with a table in which tho various indones investigated by the authors are collected, together with their principal colour reactions. M. 0. F. Naphthaxarin. By THEODOR ZINCKE and M. SCSMTDT (Annaleiz, 1895,286,27-57 ; compare this vol., i, 150).--The diacetyl derivative of naphthazarin crystallises from hot, glacial acetic acid in lusti-ous, golden-yellow needles, and melts at 189' ; it dissolves in concentrated sulphuric acid with development of a red coloration, and is slowly hydrolysed by alkalis.1 : 4 : 1' : 2'-TetrahydroxynaphthaEene is obtained by reducing naphthazarin, suspended in alcohol, with stannous chloride and hydrochloric acid ; it crystallises from alcohol in yellow needles, and melts and becomes red a-t 154'. Very dilute solutions i n common solvents exhibit a greenish fluorescence, and the aqueous solution becomes red on exposure to air ; the solution in concentrated sul- phuric acid is greenish-yellow. The tetracetyl derivative has been already obtained (loc. cit.) . Tetrahydroxynaphthalene mpidly under- goes oxidation when an alkaline solution is exposed to air, treatment with aqueous sodium hydroxide giving rise to a green salt, which gradually yields a blue solution, from which the sodium derivative of naphthazarin separates in coppery leaflets.Attempts to convert tetrahydroxynaphthalene into a diquinone were unsuccessful, the mbs tance being indifferent towards nitrous acid, atmospheric oxygen, and nitric acid, whilst ferric chloride oxidises i t to naphthazarin. The dichlorinated additive compound of naphthazarin [0 : (HCI), : 0 = 1 : 2 : 3 : 41, is prepared by the action of dry chlorine on naphthazarin suspended in cold chloroform ; it ci-ystallises in dark-yellow, compact prisms, and decomposes at 220O. When treated with boiling alcohol, 1 mol. HC1 is eliminated, and alkalis and alkali carbonates convert it info the bliie sodium derivative of nionochloronaphthazarin. Monochloronaphthazarin is obtained by dissolving the dichlorinated additive compound in boiling glacial acetic acid, and heating on the water bath with aodium acetate dissolved in the niinimnm quantity of water; it crystallises from hot glacial acetic acid in greenish-black needles having a metallic lustre, and melts at l i 6 O .The diacetyl derivative crystallises from acetic anhydride in golden-yellow needles, and melts at 1 9 2 O ; it is formed when chlorine acts on the diacetyl derivative of naphthazarin. VOL. LXVIIT. i. 2 u614 ABSTRACTS OF CHEMICAL Hexlachlorotetraketohexahy dronaphthalene, PAPERS. c1, 0 by suspending monochloronaphthazarin in glacial acetic acid, satu- rating the liquid with chlorine, and vigorously agitating it in it closed vessel ; it crystallises from benzene in s m d , pale yellow needles, and from glacial acetic acid in prismatic crystals.It dissolves in hot, fuming nitric acid, from which it separates in yellow crystals; the solution in concentrated sulphuric acid is red. Tetrachloronaphthazarin is obtained from the foregoing compound by reducing it in hot glacial acetic acid solution with stannous chloride ; it is also formed when the hexachloro-derivative is heated with hydrochloric acid at 160' for 10-12 hours, dichloromaleic acid being produced at the same time. It crystallises from glacial acetic acid in dark red, lustrous plates, and melts at 244' ; the salts are deep blue, and dissolve with difficulty in water and alcohol. The com- pound is indifferent towards alkalis, this behaviour being probably due to the sparing solubility of the alkali salts ; these, however, yield naphthazarin very easily when a solution in alcohol or glacial acetic acid is heated with zinc dust.The acetyl derivative crystallises from acetic anhydride in golden-yellow needles, and melts at 244'. Anilido- trichloronaphthasarilz is formed when a solution of the tetrach1oi.o- derivative in glacial acetic acid is boiled with aniline ; it crystallises from the acid in brown needles, and melts at 224'. The alkali salts are blue, and the solution in'concentrated sulphuric acid is blue, becoming red when heated. The action of chlorine on tetrachloro- naphthazarin, dissolved in gla.cial acetic acid, converts it into the hexnchloro-derivative already described ; the same effect is produced by bleaching powder.C1 OH H()//\/\\C1 Tetrachlorotetrahydrox ynaph f hlene, 1 [I I,, , is obtained by the act~ion of stannous chloride on the hexachloro-derivative and tetrachloronaphthazarin ; the product is separated as rapidly as possible, and excess of the reducing agent must be avoided. Solutions of the compound in alkalis are green, the surface of the liquid rapidly becoming coated with n blue, coppery oxidation pro- duct. The tetracetyl derivative crystallises from acetic anhydride in slender, colourless needles, and melts at 850'. Tetrachlorotetraketotetrahydronaphthulene is formed when the hexa- chloro-derivative is cautiously melted, chlorine being evolved. It sublimes when strongly heated, and crystallises in lustrous, yellow leafiets resembling mosaic gold in appearance ; common solvents and fuming nitric acid dissolve it with difficulty. Reduction in glacial acetic acid with stannous chloride gives rise to tetrachloronap htha- earin, tetrachlorotetrahydroxynaphthalene being formed when excess of the reducing agent is employed ; tetrachloronaphthazarin is also cly&ORGANIC CHEMISTRY.615 formed by the action of hot hydrochloric acid. The qninone dis- solves in hot quinoline or phenol, giving ~ i s e to red compounds. Orthopheiiylenediamine unites with it, forming an eurltodole which is isonieric with the similar compound obtained from tetrachloro- naphthazarin, the alcoholic solution being blue, and the ammonium salt sparingly soluble. Aniline converts the quinone into the diani- lido-derivative, which cry stallises from glacial acetic acid in needles having a metallic lustre; the solution in aqueous soda is violet.Concentmted hydrochloric acid a t 1 50' removes one aniline group, which appears to be replaced by an atom of chlorine. The eurhodole obtained from tetrachloronaphthazarin by the action of orthophenylenediamine crystallises in greenish-brown leaflets and needles exhibiting a metallic lustre; it does not melt below 250', and dissolves with difficulty in common solvents. The sodium salt is violet, and dissolves sparingly in alkalis, the solution in alcohol being blue. The triacetyl derivative crystallises in yellowish, microscopic prisms, and does not melt below 250'. Another acetyl derivative is obtained by boiling the alcoholic solut,ion of diacetyltetrachloro- naphthazarin with orthopbenylenediamine ; i t yields the triacetyl derivative when treated with boiling acetic anhydride.In order to compare the properties of tetrachIoronaphthazai*in with the behaviour of a-nanhthaauinone derivatives towards ortho- phenylenediamine, the following compounds have been prepared. up-Dichloronaphthaphenazine, 8C1*c6H4*7:N>C,H,, is obtained by cc1-- C:N adding orthophenylenediamine to a hot solution of dichloro-p- naphthaquinone in glacial acetic acid ; it crystallises in slender, gellow needles, and melts a t 202'. up- H y drox~chloronavhtha~heizuzine (p-chloronapht heurhodole) , is prepared by the action of the base on dichloro-a-naphthayuinonc and hydroxychloro-a-naphthaquinone ; i t crystallises in brownish-red needles which exhibit a metallic lustre.The solution in hot, aqueous soda is red; dilute aqueous alkali dissolves it when cold, further addi- tion of soda causing separation of the sodium derivative in yellowish- red leaflets and needles having a greenish lustre. Nitric acid (sp. gr. 1.4) oxidises the eurhodole to diketonaphthaphenazine, (following abstract). M. O. F. aa-Diketotetrahydronaphthalene Oxide. By THEODOR ZINCKE and P. WIEGAND (Annalen, 1895, 286, 58-89; compare Abstr., 1893, i, 220)..-Diketotetrahydronaphthalene oiicle combines readily with bases, the compounds obtained by the action of aniline having already been described (Em. tit.). 2 u 2616 ABSTRACTS OF OHEMICAL PAPERS. /3-Naphthylarnido h y d ~ o x ~ d i l ~ e t o t e t .r ~ a h y ~ ~ ~ o r ~ a ~ ~ l ~ t l ~ a l e t ~ P , CO QH*OH C " H , < ~ ~ ~ ~ ~ o ~ ~ o ~ , ~ ~ , ( B ) , crystallises in needles with a golden lnstre ; when heated alone, or when treated with boiling glacial acetic acid, it is converted into l3-nal3hfl8ylamidohydr~xy- a-naphthapzcinone, which crystallises ia dark blue leaflets, and melts at 178'. ParntolwXohydroxy-a-,naphthaquinone crj-stallises in deep blue, lustrous leaflets, and melts at 188' ; the odour of isocyanide becomes perceptible on dissolving it i n aqueous alkali. The ortho-derivative melts at 172'. 01- Naphthylamidohydroxy-a-naphthaquinoue cry stallises from glacial acetic acid in bluish-black leaflets, and melts at 174" ; bromine con- rerts it into the tetrabro?iro-derivative melting at 1 1 4 O ; a small quantity of isonaphthazarin is formed at the same time.When an alcoholic solution of diketotetrahydronaphthalene oxide is heated on the water bath with orthophenylenediamine, a mixture * co*C6H4*c=N-- of three products is obtained. The compozcd I >c6& CH( OH I ~ H ~ N H heparates from the liquid in brownish-red needle; after a few hours ; at 150' i t becomes blue and decomposes, yielding up-dihydroxy- uaph t haphei8azine (a@ h ydyox ynaplbtt~ez~rhodole), a deep blue, crystalline powder which melts at 241'. This substance is formed when an alcoholic solution of diketotetrahydronaphthalene oxide is heated with orthophenylenediamine for half an hour, and can also be prepared from the foregoing compound by treatment with boiling glacial acetic acid, and by the action of aqueous soda or con- centrated sulphuric acid; the sodium derivative is green and the sulphate red.The diacetyl derivative crystallises in white, lustrous needles, and melts at 208", a red monacetyl derivative being produced when the action of boiling glacial acetic acid is interrupted before the formation of the diacetyl compound. up-Dihydroxynaphthaphena- zine is converted into ap-naphthaphenazine by cautiously heating it with zinc dust in an atmosphere of hydrogen. ap-Diketonaphthapherbazine (naphthaphenaxinep~cinone) , YO C,H4*7: N co-- (-4-l,r>C6H4 is prepared by oxidising dihydi*oxynaphthaphena,zine in glacial acetic acid clolution with nitric acid of sp. gr. 1.4 ; it crystallises in golden- yellow needles, and melts and decomposes at 265".On reducing i k kith stannous chloride, the dihydroxg-derivative is regenerated. l'he monoxime cr-yst?llises in yellowish-green needles, and melts and decomposes at 219". >C6H4, is the third pro- C:N < N: N:C CaH4*7:hT Naphth adiphmakt i e,ORGANIC CHEMISTRY. 617 duct of the action of orthophenglenediainine on diketotetrahydro- na.phthalene oxide ; it crystallises from glacial acetic acid in slender, white needles, and does not melt below 275'. Mineral acids yield yellow or yed salts which are decomposed by water and on exposure to air. (1 : 3 : 4 - b e n x e n e n z o d i h y d i . o ~ ~ j ~ ~ ~ i ~ ~ ~ lene), I I or I , is obtained by treating . a solution of diketotetrahydronaphthdene oxide in hot, glacial acetic acid with phenylhydrazine in the same solvent ; it is also formed on adding the theoretical quantity of diazobenzene chloride to a solution of P-naphthaquinol in alcohol.The substance is dayk red; i t melts and froths at 214'. The solution in alkalis is blue, rapidly becoming brownish-red, whilst concentrated sulphuric acid dissolves it? developing a deep blue coloration. The hydrochloride separates from the blue solution in lustrous, green needles, which closely remmble magenta ; it is rapidly decomposed by alcohol, and less easily by water, undergoing but slight change on exposure to air. The monacetyt derivative crystallises from hot benzene in retl, lustrous needles, and melts at 133"; it is insoluble in cold aqueous alkali, undergoing hydrolysis when heated, this result being also produced by hydrochloric acid.The diacetyt derivative is formed when sodium acetate is employed ; it crystallises from hot alcohol i n orange plates, and nielts at 153". It is easily reduced in alcoholic solution by treating i t with zinc dust and glacial acetic acid, the diacetyl derivative of benzenehydrazo-&naphthaquinol being formed ; this crystallises in colourless needles, and melts at 178'. It is insoluble in aqueous alkalis, but is converted into benzeneazo-13- naphthaquinol by alcoholic potash. When benzeneazo-/%naphtha- quinol is reduced, in alcoholic solution, with zinc dust and glacid acetic acid, it is resolved into aniline and amidodihydroxynaphtha- lene, the latter being immediately oxidised to hydroxyimidonaphthol, Beneeneazo-P-nalslLthaqlLilzoZ C(OH)*C6H,*$*N:NPh CO*CsH,*F:N*NHPh C(0H)--CH C(OH)=CH aQO*CeH,*Q:NH , is obtained by allowing an alkaline aolu- yO*C6HI*s*N:NPh Shale fie) , CO - CH tion of benseneazo-p-naphthaquinol in alcohol to remain in an atmo- sphere of oxygen ; the deep blue liquid becomes brown, and the product separates in long, yellow needles. When recrystallised from et,her, it melts and evolves gas at 250O.The qninol is regenerated when the alcoholic solution is heated with alkali. The phenylhydrazone of hydroxynaphtlia,quino tie has been already investigated by Zincke and Thelen, and more recently by Kostanecki ; the monacetyl and diacetyl derivatives melt at 173' and 123' respec- tively. On reducing the diacetyl derivative in alcoholic solution with zinc dust and glacial acetic acid, 1 : 2 : 4-amidodihydro~yntrh- thalene is prodaced, forming aggregates of colourless crystals ; it becomes violet at 130', and melts to a blue liquid at 162".It becomes blue on exposure to air, and the solutions in common solvents rapidly618 ABSTRACTS OF CHEMICAL PAPERS. acquire +he same colour. The hydrochlol-ide crystallises in nacreous leaflets, and forms a green solution in alkalis, ammonia being evolved ; on exposure to air, the solution becomes brownish-red, and yields hydroxynaphthaquinone when treated with acids. Acetanilide is a product of the reduction of the diacetyl derivative, whilst aniline is formed, togekher with amidodihydroxynaphthalene, when the mon- acetyl derivative is reduced. Azo Colouring Matters. By EUGEN BAMBERGER and FRANZ MEIM- BERG (Ber., 1895, 28, 1887--1897).-Bamberger’s statement (this vol., i, 352) that normal and iso-diazo-compounds yield identical products, is now shown to be true for the products obtained by the action of methylaniline and of ethylaniline on sormal and iso-para- nitrodiazobenzene.The authors confirm Hantzsch’s statement (this vol:, i, 418) that the two isomeric paranitrophenylazo-a-naphthols, obtained by treat- ing paranitrodiazobenzene hydrate with a-naphthol, are position isomerides, being respectively para- and ortho-derivatives of naph- thalene. M. 0. F. The following new compounds are described. Orthonitrophenylparazo-a-naphthol, OH*C,,H6*N2*c6H4*No2, crystal- lises in dark red needles, which have a bronzy lustre. It decomposes and melts a t 244-245’, and is readily soluble in hot xglene and xmylic alcohol.When reduced, and then treated with ferric chloride, it gives a-naphthaquinone. OH* CloHs*N2* C6H4*N02, is (1) @,2) (1) formed, together with the above para-compound, when orthonitro- dinzobenzene methyl ether is treated with a-naphthol. It crystallises in brownish-red, glistening needles, melts at 215-21 6’, and is soluble in conce;itrated sulphuric acid. It does not yield a-naphthaquinone. Both the ortho-compouxd and the para-compound are aoluble in itqueous alkalis. Paranitrophenylazodiethylorthotoluidine, NOz.C6H,*N2*C6H,D/Ie*NEf2, forms dark orange-red needles, which have a brilliant lustre, and melt at 107.5-108’. Diethylorthotoluidine, however, gives no dye with paranitroisodiazobenzene.When paranitrophenylazomethylaniline, dissolved in acetic acid, is added to a-naphthylamine and the mixture is allowed to remain, Meldola’s paranitrophenylazo-a-napht hylamine (m. p. 851-252O) separates. a- and /3-naphthol are also capable of replacing the miline group from both paranitrophenylazo- me thy laniline and -ethyl- aniline. It is also shown that when diazobenzene chloride reacts with alkaline a-naphthol, 33 per cent. oE bisphenylazo-a-naphthol is formed ; this fact has been overlooked by previous investigators. The compound melta at 190-191’, whereas Krohn (Abstr., 1889, 152) gives 183’ as the melting point. Bispa.ratolylaso-ar-naphtho1 is formed, together witah paratolylazo-a- naphthol, by the action of diazotoluene chloride on an alkaline (1) (4, 2) ( 1) Orth onitrophen y lor thaso-a-naph t ho’l, (1) (2)ORQANIC CHEMISTRY.619 solution of a-naphthol. I t is insoluble in alkalis, and crystallises in dark violet needles which melt at 205-206'. Bispayabromophenylazo-a-naphthol, OH*C,,H,(Nz*C,H4Br)z, crystal- lises in green, glistening needles, which melt at 23.3-235". It is sparingly soluble in alcohol, ether, and chloroform, but readily in hot benzene or toluene. According to the authors, parabyomophenylazo-a-lzaphthl crystal- lises in dark brown needles with a greenish iridescence, and melts at 237-238', and not at 185' or 195-196', as Margary (Abstr., 1885, 546) states. 3. J. S. Naphthylindoxazen. By R. J. KKOLL and PAUL COHN (Ber., 1895, 28, 1872-1873) .-The oxime of orthobromophenyl naphthyl ketone (this vol., i, 477) is obtained when an alcoholic solution of the ketone is heated for 196 hours with an excess of hydroxylamine hydrochloride and a few drops of hydrochloric acid in a soda-water bottle ; the yield is not good, as a considerable portion of the ketone remains unaltered.The oxime, which crgstal!ises in small needleu, melts at 165O, and is only sparingly soluble in alcohol or light petro- leum, but readily in ethylic acetate. It is not soluble in alkalis, and does not reduce Fehling's solution. When the oxime is heated with alcoholic potash, naphth y linaoxazen, formed ; this crystallises in small needles, which melt sharply at 98-93'. Terpenes and Ethereal Oils. By OTTO WALLACH (Annalerb, 1895, 286, 90-118 ; compare Abstr., 1894, i, 46, also Semmler, ibid., 339).By OTTO WALLACH and 0. SCHARFENBEltG.-The authors enu- merate reasons for regarding thujone, tanacetone, and salvone as chemically identical, and attribute the difference in their physical properties to admixture with foreign substances. For the purposes of this investigation, thujone has been prepared from oils of thuja, tansy, wormwood, and sage ; the ethereal oil of Artenaisia Barrelieni is also a profitable source of the ketone. Three isomeric thujonoximes have been prepared, and the respective amines obtained on reduction are found to be individual substances. Thujonoxime, melting at 90°, is obtained by treating the isomeric oxime (m. p. 54-55') with phosphorus pentnchloride (Zoc. cit.) ; itl crystallises from light petroleum in large, transparent, monoclinic prisms; a : b : c = 1.285 : 1 : 1.377, /3 = 116' 28'.The alcoholic solution is feebly dextrorotatory . Unlike the isomerides, the o+me is not volatile in an atmosphere of steam. When thujonoxime, melt- ing at 54-55", is dissolved in concentrated sulphuric acid maintained at a temperature below 50--60°, it is converted into an optically inactive isorneride, which crystallises from methylic alcohol in long needles and melts at 119-120° ; i t dissolves readily in water, and is volatile in an atmosphere of steam, slowly becoming hydrolysed when treated with boiling dilute acids. Thujonamine, obtained by reducing with sodium and alcohol the oxime melting at 54-55', boils at 195', has a sp. gr. of 0.8735 and a refractive power [nID = 1.4608 at 20': being identical with tanacetyl- J.J. S.620 ABSTRACTS OF CHEMICAL PAPERS. amine obtained by reducing tanacetoxirne (Semmler, Abstr., 1893, i, 107). It absorbs carbonic anhydride with great readiness, foyming the carbonate, which melts at 106-1 07' ; the nitrafe and hydrochZoride melt at 167-168' and 260-261' respectively. The phenylcarbamide crystallises i n white prisms and melts at 120°.. The isomeride obtained from the oxime melting at 90" boils at 193', and has a sp. gr. of 0.875 and a refractive power [nID = 1.4625 at 20': i t absorbs carbonic anhydride slowly. The nitrute and hydro- chloride melt a t 184' and 216' respectively, and the phenylcarbarnide melts at 110'. The isomeride (isothzljonamine) obtained from the oxime melting at 119-120', boils at 200-201', and has a sp.gr. of 0.865 and a refrac- tive power = 1.468 at 20' ; it absorbs carbonic anhydride very feebly. The nifrate and hydrochloride melt, at 163' and 180-181' respectively ; the curbarnide, NH2*CO*NH*CloH17, melt5 at 158-159', the phenylcadmwiide crystallises in white needles and melts at 178", and the phenylthiocai.bamide crystallises from methylic alcohol in needles and melts at 152-153'. Thujene (Abstr., 1'893, i, 1061, obtained by distilling the hydro- chloride of thujonamine (from thujonoxime, m. p. 54-55'), is identical with tanacetene prepared by a similar method from tan- acety lamine (Semmler, Zoc. cit.). Is0 thujonamine hydrochloride, when submitted to dry distillation, also yields thujene, which boils at 170-172', has a sp.gr. of 0.836 and a refractive index [nID = 1.47145 at 22' ; the identity of this hydrocarbon with thujene ob- tained from the sources already mentioned has not, however, yet been established. T hujene contains two ethylenic linkings, and differs from all other terpenes in developing an intense, red colora- tion when a drop of concentrated sulphuric acid is added to its solution in glacial acetic acid. Isothujone, CloH,,O, i R obtained by heating thujone with a mixture of concentrated sulphuric acid and water (2 parts) for 8-10 hours in a, reflux apparatus, the product being subsequently carried over in a current of steam. The points of difference between thujone, iso- thujone, and carvotanacetone (Semmler, Abstr., 1894, i, 339) are collected in the following table.B. p. sp. gr. [12]D. M. Thujone . . , . . . . . . -200-201' 0.9175 1.45109 45.20 Isothujone . . . . . . . 230-231 0.9285 1.48227 46.69 Carvotanacetone . . 228O 0.9573 1.4835 46.96 Isothujone immediately reduces a cold solution of potassium per- manganate; the oxime melts at 119-120', being identical with the oxime obtained by treating thujonoxirne (m. p. 54-55') with concentrated sulphuric acid ; this oxime is invariably obtained from isothujone prepared from oils of thuja, tansy, wormwood, and sage. The ready conversion of thujone into isothujone by means of sulphuric acid suggests a method of separating laevo-fenchone from thujone, as the boiling point of the former is considerably below that of iso- thujone. Dihydroisothjole or thujameidhole, C,,H2,0, is obtained by reducingORGAN10 CHEMISTRY.621 isothujole with alcohol and sodium ; it is a viscous liquid, having the odour of terpineol. It boils a t 211-212', has a sp. gr. of 0.9015 and a refractive power [ n ] D = 1.46306 at 20'. Thujamenthone, CI0Hl80, is obtained by oxidisinp the foregoing alcohol in glacial acetic acid solution with chromic anhydride; i t boils at 208-211', has a sp. gr. of 0.897, and a refractive power [nID = 1.4541 a t 20". The ketone is isomeric with mentbone; it is optically inactive, and bas the odour of methone. The oxime melts at 95', and the semicarbnzide derivative crystallises in needles ant1 melts at 178'. Whilst endeavouring to identify thujamenthole and thujamenthone with an alcohol and ketone already known, i t was found that tetra- hydrocarveol and dihydrocarvotanacetol are identical, but diffei- from thujamenthole, whilst tetrabydrocarvone is identical with dihydro- carvotanacetone and differs from dihydroisothujole.When thujone is heated in acetic acid solution with feri*ic chloride, carvacrol is formed, and the same compound is procluced, together with carvotanacetone, when thujone is heated alone a t a high tem- perature. By OTTO WALLACH and JAMES T. CONROY (Absti-., 1893, i, 598).- When tribroniothujone is treated with sodium and methylic alcohol, it yields the compound OH*CloHllBr*OMe, which forms colourles5 crystals and melts atD 166-157' ; it is phenolic in character, forming a niti-o-derivative, and the acetyl compound crptallises from methylic: alcohol, and melts at 63-64'.The dimethyl ether, which melts a t 42-43', is insoluble in alkali, and yields a nitro-derivative by the action of strong nitric acid. The cornpowad, OH*CloHIIBr.OEt, is formed when tribromothujone is dissolved in ethylic ahohol a d treated with sodium; it melts a t 14-145', and resernbles the methylic compound in geneleal behaviour. An attempt was made to determine the relative position of the oxygen atoms in these com- pounds. Tribromothnjone W B F , dissolved in glacial acetic acid, and heated on the water bath with sodium acetate; on removing the acetic acid, acidifying, and extracting with ether, a product was ob- tained, which, when oxidised with ferric chloride, yielded a yellow oil having a pronounced odour of quinone. It is, therefore, probable that the hydroxyl groups are in the para-position, and the authors regard the methylic compound (m.p. 156-157') as having the constitution C Pr<d OMe). CBr>CMe. Terpenes and Ethereal Oils. Brominated Derivatives of the Carvone Series. By 0. WALLACH (Anualen, 1895, 286, 119- 243).-Racemic carz'one fribromide, CloHla0,HBr,Br2, is obtained by dissolving a mixture of equal quantities of d- and I-carvone in glacinl acetic acid saturated with hydrogen bromide, and having cooled the liquid, adding a solution of bromine in glacial acetic acid ; it separates from ethylic acetate in magnificent, monoclinic crystals, and melts at 74-76". Limo- and dextro-carvone tetrabromides melt at 129-122O ; the racemic tetrabromide melts at 107-109O (compare A4bstr., 1894, i, 538). By the further action of bromine on the liquid from which ('H-C(0H) M.0. F.622 ABSTRACTS OF CHEMICAL PAPERS. the tetrabromides are removed, the a-peiatabromide is formed ; the active modifications melt and decompose at 142-143', and the isacemic at 124-126', the latter being obtained by mixing the laevo- and dextro-pentabromides in equal proportion, and also by the action of bromine on the racemic tetrabromide (m. p. 107-109"). On bro- mination, dextro-carvone tetrabromide yields the /3-psntabromids, which is dextro-rotatory, and melts at 86-87" ; the derivative from lavo-carvone tetrabromide has the same melting point, and the racemic P-pentabromide melts at 96-98'. When the carvone bromides are reduced with zinc dust and glacial acetic acid, carvone is regenerated ; carvone tetrabromide dissolves in fuming nitric acid, undergoing moderate oxidation when the solution is heated, and yielding a nitro- genouti acid, which is decomposed by alkalis with formation of nitrous acid.On submitting a solution of racemic carvone tribromide in ethylic or amylic alcohol to the action of a current of dry ammonia, an un- htable base is formed, of which the salts in aqueous solution yield crystals of a compound having the composition C,oEI,40, ; it separates from alcohol in well-defined crystals, melts at 69-70", and boils at 123' under a pressure of 10 mm. The substance is insoluble in boiling aqueous soda ; it is unsaturated, and the dibromide melts at Dihydrocurvone tribromide is obtained by the action of bromine on the d- or Z-dibromide ; it melts at 88-89", and the racemic modifica- tion at 65'.The ketonic compound, C1,,H160, obtained by heating trihydroxy- hydrocymene with dilute sulphuric acid (Abstr., 1894, i, 44), the author calls carvenone ; on bromination, it yields racemic dihydro- carvone dibromide. The author has already shown (this vol., i, 59) that terpineol may be converted into carvone, and the forrna- tion of carvenone from an oxidation product of terpineol affords a, means of transforming the alcohol into dihgdrocarvone. When di- hydrocarvone is heated with dilute sulphuric acid i n a reflux apparatus f o r 10 hours, carvenone is formed, and the production of this substance when trihydroxyhydrocymene is heated with dilute acid depends on the intermediate formation of dihydrocarvone. The abnormal re- fractive power of carvenone and isothujone has as yet received no explanation, the properties of the substances leaving no doubt as to their ketonic character.Carvacrol is prodaced when dihydrocarvone and carvenone are oxidised with ferric chloride. The author discusses the conditions affecting the formation of a, racemic compound on mixing d- and I-modifications ; it is found tha6 such combination is almost invariably accompanied by contraction. I n connection with this subject, the following crystallographic in- formation has been supplied. Inactive carvone dibromide crystallises in the triclinic system, a : b : c = 0.5057 : 1 : 0.5492; a = 90" 16', p = 107' lS', y = 76" 50'. The crystals of i-carvone tribromide are monoclinic, a : b : c = 0.7154 : 1 : 0.7459; 13 = 98' 58'.Dextro- and lavo-carvone tribromides form rhombic hemihedral crystals ; Q : b: G = 0.4729 : 1 : 0.7939. The d- and Z-carvone tetrabromides also form rhombic hemihedral crystals ; a : b : c = 0.7078 : 1 : 0.8704. The inactive 94-9 6'.ORQANIC CHEMISTRY. 623 tetrabromide forms monoclinic crystals ; a : 6 : c = 0.7091 : 1 : 0,4605 ; B = 100' 32' 45". The d- and l-cai-vone tetrabromides form monoclinic hemimorphic crystals; a : 71 : c = 0.7842 : 1 : 0.6006; /3 = 98' 6'. M. 0. F. Essence of Cannabis Indica. By G. VIGKOLO (Ga,zzetta, 1895, 25, i, 110--114).-The essential oil of Cannabis indica, purified by distillation in a current of steam and extraction with ether, is a mobile liquid boiling at 248-268' ; after repeated distillation from metallic sodium in order to remove a stearoptene, i t yields a, sesqui- terpene, C,,H,,, as a.mobile, colourless oil of aromatic odour, which boils at 256', and has a density of 0.897 at 15*3', and is slightly laevo- rotatory. This soon resinifies on exposure t o air, and on adding con- centrated sulphuric acid to its chloroform solution the liquid becomes first green, then blue, and red on heating. The author concludes that the " cannabene," prepared from this essence by Personne, was a mixture. Constitution of Isonitrosoketones. By GIUSEPPE ODDO (Ber., 1895,28, 1925-1916).-I~onitrosocamphor, whether obtained by the method of Claisen and Manasse, by the action of sodium ethoxide and amylic nitrite on camphor (Abstr., 1889, 619), or by the author's method of treating camphorcarboxylic acid with sodium nitrite (Abstr., 1893, i, 660), behaves in most reactions in the same manner.Both products are converted into camphorquinone by nitrous acid, and into camphorimide by sulphuric acid, and with ethylic iodide the salts yield the same ethylic salt, melting at 73', and crystalli- sing with Q mol. H,O ; benzok chloride also converts them into the same benxoyl derivative, melting at 127-1S8'. Towards acetic chloride, however, the two behave in a totally different manner, the isonitrosocamphor obtained from camphorcarboxylic acid always yielding the anhydride, ( CsH,4<8G):, which melts at 172', and yields a monozinze and a rnonohydp.azone; the product obtained by Claisen and Manashe's method, on the other hand, is converted into a substance of unknown constituiion melting at 2 1 2 O , if treated directly with acetic chloride ; if, on the other hand, the reaction takes place in ethereal solution i t is converted into an isomeride melting at 151', which dissolves readily in alkalis, and yields liquid methylic and ethylic derivatives boiling at, 270' and 278' respectively.It is no longer converted by nitrous acid into camphoi.quiuone, and has HN C*HM probably the constitution b>C<bo . This difference in tha behaviour of the isonitrosocamphor obtained by different methods is probably due to the fact that the two com- pounds are stereoisomerides, the one obtained by the author's method being anti-nitrosocamphor, whilst Claisen's is syn-isonitrosocamphor.Campholenic Derivatives. By AUGUSTE BPHAL (Conipt. rend., 1895, 120, 1167-1170) .-The results described by Tiemann (this vol., i, 426) agree in general with those obtained by the author. The inactive amide prepared by Tiemann b j boiling isoamidocam- W. J. P. H. G. C.624 ABSTRACTS OF CHEMICAL PAPERS. phor with acids, has been prepared by the author by the action of hydrochloric acid or hpdriodic acid on the active amide. Tiemann's statements, that hydrochloric acid is without action on camphoroxime. and that the production of carnpholene when campholenic acid is heated with traces of sodium is due to the presence of campholenolactone, do not, agree with the author's results (this vol., i, 240 and 241), and it would seem that Tiemann has not distinguished between t.he two distinct lactones described by the author (this vol., i, 552).The con- stitution attributed by Tiemann to the active campholenic acids is not in accordance with Guerbet's results (Abstr., 1894, i, 254), nor even with his own observations. C. H. B. Pyrazolone. A Reply. By FRI EDRICH STOLZ (J. p r . Chew.., 1895, [ Z ] , 5 2 , 138-14l).-The author replies to v. Rothenburg's recent statements concerning the pyrazolone controversy (thi8 vol., i, 571). Chlorophyll. Part V. By EDWARD SCHUVCB (Proc. Roy. Soc., 1894, 55, 351-3Fi6 ; compare Abstr., 1893, i, 41 ; 1889, 279 ; 1g87, 972).-The author gives the results of the analyses of some of tlhe substances previously described. Phyllocynnin cupric acetate appa- rently has the composition C,Hj,N50,Cu2 ; pure phyllocyanin could not be obtained from this compound.Analyses of pure phyllotaonin, methyl- and ethyl-phyllotaonin, and phyllotaonin acetate are given. Several formulae are mentioned which agree with these analyses. A. G. B. J. J. S. Benxylcysteyne. By P. SUTF:~~ ( Z e i t . physiol. Ohem., 1895,20,562- 563).-BenzyZcysteie, NH,*CMe( SCsH7)*COOH, is formed by the interaction of cystejine hydrochloride, benzylic chloride, and soda at ,ordinary temperatures. It crystallises in pearly, lustrous plates, and melts a.nd decompeses at 315'. The compound reacts with alkaline copper solution like ethylcystei'ne (Abstr., 1892, llll), and evolves ammonia when boiled with soda. J. B. T. Pyridine produced during Coffee Roasting. By ADOLFO MONARI and L. SCOCCIANTI (Gwzetta, 1895, 25, i, 115--117).--On heating Mocha coffee at 260', a distillate is obtained which yields an oil when treated with potassium carbonate solution ; the oil consists o€ gyridine and a small proportion of homologues of this base. Neither ethylarnine nor trimethylamine could be detected.Synthesis of Isoquinoline Derivatives. By PAUL FRITSCH (Anwalen, 1895, 286,l-26 ; compare Abstr., 1893, i, 366 and 427).- I : 3- Hydroxy benz ylideneainidoacetal, 0 H*C6H4*CH:N* C H2*C H (OE t) ?, crystallises from light petroleum in snowy needles and melts at 71'. 1 : 3-Methoxybenzy lideiaeamidoacetal, boils at 2 2 2 O under a pressure of 50 mm. ; under the same pressure, 1 : 3-ethonybenzylidenenm~do- acetal boils at 228.5", and piperony lideneamidoncetul at 258.5'. 2-H~droxyisoqzcinoline is obtained in a quantity approaching 80 per cent.of that required by theory when 1 : 3-hydroxybenzylidene- amidoncetal is heated for 5 hours with a mixture of concentrated W. J. P.ORGANIC CHEMISTRY. 625 sulphuric acid ( 5 parts) and water (1 part) ; after remaining for several hours at the ordinary temperature, the liquid is diluted with water and added to a dilute solution of sodium carbonate (compare Pomeranz, Abstr., 1894, i, '552). The base crystallises from alcohol in lustrous leaflets and melts at 226-227' ; it dissolves sparingly in organic solvents, but is readily soluble in adds and alkalis, although insoluble in alkali carbonates. The hydrochloride crystallises from alcohol in prisms, and melts at 181-190'; the platiizochloride forms reddish-yellow needles, and melts and de- composes at 252' when rapidly heated.2-MethoxyisoquinoZine is prepared from 1 : 3-methoxybenzylidene- amidoacetal and sulphuric acid of the concentration already mentioned, the liquid being extracted with ether after treatment with alkali. The base melts at 43O, and boils at 194-195' under a prcssure ot 50 mm. ; it dissolves readily in common solvents, and crystallises from light petroleum in small needles. The hydrochloride, which tastes bitter, crjstallises from alcohol in prismatic needles, and melts at 221' ; the szdphate crystallises from alcohol in prisms, and the dichnmzate separates from hot water in small needles. The platinochloride melts and decomposes at 235-236', and crystallises in delicate neetiles ; the picrate crystallises in small, lemon-yellow needles, and melts at 19P-195'.The tartrate is obtained as a powder on treating an acetone solution of the base with tartaric acid dissolved in 8 mixture of acetone and alcohol ; the salt separates from an aqueous or alcoholic solution in a gelntinons condition. The nzethiodide crystallises i u deep yellow prisms and melts at 196-197'; the ethiotlide forms pale yellow prisms and melts at 178-179'. 2 - E t h o z y i s o q ~ i n o l e melts at ?'-go, and boils at 199' under a pressure of 50 mm., its sp. gr. is 1.0768 at 2Oo/4O, and its refractive power [ n ] D = 1.6062, or M = 55.5. The hydrochloride crystallises from alcohol in slender needles, and melts at 223'; the sulphate forms prisms, and the dichromnte crystallises from hot water in lustrous, yellowish-brown prisms which darken on exposure to air.The pZati9ochZoride separates in slender needles, and melts at 245'. The picrate crystallises from hot water in slender, yellow needles, and melts at 202'; the methiodide and ethiodide melt at 193-194O and 122-123' respectively. 2 : 3-&tethylenedioxyisoquinoliue, CH,:O2:C9NH5, is prepared by dis- eolving piperonylideneamidoacetal in sulphuric acid (5 parts) mixed with water (1 part), saturating the liquid with hydrogen chloride at O', and allowing it to remain iu a closed vessel a t this temperature for 10 days, and subsequently for four days at the ordinary temperatnre. The base crystallises from light petroleum, melts at 124O, and boils at 214-216O under a pressure of 50 mm., a portion becoming decom- posed.The hydrochloride crystallises from alcohol in needles, and melts and decomposes at 650' ; the platinochloride forms lustrous, gold-coloured needles, and melts at 243', uiidergoing decomposition, The picrate crystallises in yellow needles, and chars when heated ; the methiodido separates from alcohol in yellow prisms, and melts at 244O. The foregoing quinoline derivatives, in dilute acid solution,626 ABSTRACTS OF CHEMICAL PAPERS. 184-186' 11 '0987 1'79' 1 -0603 188-189' 1 '0352 194-195" 1 '0916 187-188' 1 -0255 exhibit fluorescence, bluish-violet in the case of inethoxy- and ethoxy- isoquinoline, whilst solutions of methylenedioxyisoquinoline show green fluorescence ; hydroxyisoquinoline exhibits bluish-violet fluor. escence only in concentrated sulphuric acid solution.Tetrahydro-derivatives have 'been prepared by reducing methoxy- isoquinoline and ethoxyisoquinolinc in alcoholic solution with sodium, and also from the methiodide and ethiodide of these com- pounds by means of tin and hydrochloric acid. The physical properties of the tetrahydro-derivatives, together with the melting- points of their salts, are collected in the following table :- 1 -5638 49 -41 1 *5481 53 -60 1'5415 58 '08 1 *5523 51 '90 1 '5389 58 '40 --- 2-Methoxytetrahydroiso- quinoline . . . . . . . . . . . 2 : 2'-Methoxymethylte- tmhydroisoquinolinc. . 2 : 2'-Methoxyethyltetra- hjdroisoquinoline . . . . 2-Ethoxytetrahy droiso- quinoline. . . . . . - . . . . . 2 : 2'-Ethoxymethyltetra- hydroisoquinoline . .. . 2 : 2'-Ethoxyethylteti-a- hydroisoquinoline . . . . 197-198' 1 '0309 1 '541'7 / I B. p. (under/ 'tp' 1 [n]D I xm 50 mm.). 1 2oo,40. at 20'. I 62 -63 ----- i l l Hydro- chloride. In. p. 228-229' 201-202= 219-220' -- 256' 196-197" 21 0-21 lo Platino- chloride. ni. p. 202' 206' -- 184-185Q 218' 209" 170- 1'71' 2 : 3-Methylenediozy-2'-nzeth~ltet~~uhydroisoquinoline (hydrohydras- tinine) is obtained by reducing the methiodide of methylenedioxy- isoquinoline in alcoholic solution with tin and hydrochloric acid ; after removing the metal in the form of sulphide, the liquid is rendered alkaline and extracted with ether. It separates from light petroleum in tabular cr~ystals and melts a t 60-61'. Careful comparison of the base and its derivatives with hydrohydrastinine (Freund) and its salts establishes their identity, and the product of oxidation of methylene- dioxymethyltetmhjdroisoquinoline iR identical in every respect with hydrastinine obtained from hydrastine.In order to show that condensation of meta-substituted derivatives of benzylideneamidoacetal takes place in the para-position with regard to the suhstituent, the oxidation of 2 : 2'-ethoxymethyl- tetra.hydroisoquinoline was undertaken. The action of a 3 per cent, solution of potassium permangnnate in presence of alkali gives rise to an acid, C12H,3N05 + H20, which crystallises from chloroform and nielts at 100' ; the barium salt has the composition (C,2H,2N05 + H20)2Ba. Chromic acid oxidises this acid to ethoxymethylphthali- mide, OEt*C,H3<CO>NXe, which crystallises from alcohol in prismatic needles, and melts at 110-111 '.Ethozyphthnlic acid [COOH : COOH : OEt = 1 : 'L : 5j is obtained from the foregoing sub- stance by treating it with a boiliiig solution of potash (33 per cent.) for 15 minutes ; it crystalliaes from hot water in leaflets, containing coORGANIC CHEMISTRY. 627 1H20, and becomes anhydrous at loo', melting at 163". If kept for &I. 0. E'. some time at 220°, the substance melts at 80'. Phenylpyrroline and Pyridylpyrroline ; Constitution of Nico- tine. By AMS PICTET and PIERHE CR~PIEUX (Ber., 1895, 28, 1904- >NPh, is obtained by the distil- QH:CH CH:C€I 19 1 2) .-1 - Phen y lp y rroline, lahion of normal aniline mucate, the yield being fairly good. It has all the properties described by Kottnitz (this Journal, 1873,163), boils at 234O, is very volatile i n a, currcnt of steam, and colours pine-wood violet in presence of alcohol and hydrochloric acid.When distilled through a tube heated to dull redness, it is, to a large extent, con- verted into an isomeric pheuyl derivative, in which the latter group is combined with carbon. It can be separated from unaltered 1-phenylpyrroline by fractional crystallisation from light petroleum, in which. the latter is more readily soluble. It forms nacreous plates, which become pink on exposure to air, melts at 129', boils at 271-272' under 726 mm. pressure, volatilises in a current of steam, and sublimes in broad plates. It colours pine-wood violet, and, 011 oxidation, yields benzoic acid, proving that the phenyl group is corn- bined with one of the carbon atoms ; i t is, as yet, uncertain whether it is a 2- or 3-phenyl derivative, although, as Ciamician and Silber (Abstr., 1887, 59'7) have shown that 1-acetylpyrroline under similar conditions passes iuto 2-acetylpyrroline, it is probable that in the case of the phenyl derivative the 2-phenylpyrroline is also formed.1 : 3-PyridyZpyrroZine, CH<N-Hc>C*N<CH:l,H, is obtained in a similar manner to the phenyl derivative by distilling a mixture of 3-amidopyridiue and mucic acid; the product contains large quantities of unaltered amidopyridine, which may be partially re- moved by treating the product with water ; the residual oil is then boiled with acetic anhydride, and the 3-acetamidopyridine thus formed separated from the pyridylpyrroline by fractional distillation.The former crystallises in lustrous plates, melts at 131', boils at 326-327', and, like amidopyridine, colours pine- wood orange- yellow. 1-Pjridylpyrroline boils at 250.5-251' under 730 mm. pressure, has a sp. gr. of 1.044 at 24'/4O, and an odour somewhat resembling that of benzaldchyde ; i t colours pine-wood blue. The picrate crystallises in yellow needles, melting at 178' ; the platino- chloride i n pale yellow plates, melting and decomposing at 190" ; the mercurochloride in long, white needles, melting at 189'; and the nzethiodide in small, white needles, melting at 241". On heating, it undergoes intramolecular change even more readily than the phenyl derivative, yielding a c-phenylpyrroline, which is separated from the unaltered base by washing with light petroleum, and then dissolving the residue in benzene and precipitating with light petroleum.It forms a crystalline mass of microscopic, white needles, melting at 72', gives an orange-red coloration with very dilute ferric chloride, and a dark blue pine-wood reaction. The picrafe crystallises in well- developed yellow prisms, melts at 182', and is much less soluble in CH*CH CHXH -628 ABSTRACTS OF CHEMICAL PAPERS. boiling water than the picrate of the 1-pyridyl derivative ; the platiuocldoride, ( C9N2H&,H2PtC1, + 2Hz0, forms golden-yellow needles, and decomposes at 150" without melting ; the mercurochlor- ide crystallises in small, pale yellow needles, melting at 178-179O; and the nzethioditic in similar crystals, melting at 1$0-171°.The potassi,zwa derivative, obtained by the action of metallic potassium at the melting point, is a light grey, crystalline powder. The rccent investigations of Piiiner and others have shown that nicot,ine is probably a 1 : 2 : %methylpyridylpyrrolidine, By careful oxidation, nicotine loses 4 atoms of hydrogen forming nicotvrine. which, if' the above constitution of nicotine be correct. CH* CH . I ' >C*C<NMe.dH, or is the 1-methyl derivative CHXH must be CH< N-CH of the authors' synthetical pyridylpyrroline, if the pyritlyl group really occupies the 2-position. When the potassium salt oE the synthetical base is heated with methylic iodide, the potassium is displaced by methyl, but at the same time, it combines with methylic iodide, yielding the mathiodide of 2 : 3-pyridylpyrroline ; this crystal- lisee in long, yellow Iieedles, melts at 807", and colours pine-wood green.A direct comparison of this substance with the methiodide obtained from nicotyrine has shown that in all probability they are identical, but to prove this definitely, it is necessary to obtain larger quantities of the syiithetical compound. Nicotine. By ADOLE' PINNER (Ber., 1895, 28, 1932--1935).-A criticism of the recent paper of Oliveri (this vol., i, 4333, in which it is shown that the compounds obtained by the latter by the action of bromine on powdered nicotine hydrobromide have not the con- stitution assigned to them, but are in reality mixtures. The con- stitutional formula suggested by Oliveri, which had already been considered by the author, is quite incompatible with the recent results of the chemical and physical investigation of nicotine.H. (3. C. E. G. C. Action of some Inorganic Cyanides on Chlorocaffeine. By 31. GOMBERG (Amer. Chem. J., 1895, 17, 403420).-The product obtained by beating bromocaffeine with an alcoholic solution of potassium cyanide is identical with that previously obtained by similar treatment of chlorocaffeino (Abstr., 1893, i, 375), and is shown to be c~~e~necurbozylamide. When heated at 250" with phosphoric anhydride, it yields cyawca$ei'ne, C8H9Na02*CN, which crystallises in small prisms, melts at 151", and freezes at 109--110°; it sublimes unchanged, and dissolves in hot water, hot alcohol, methylic alcohol, chloroform, and hot benzene, but not i n ether.CyanocaBeine is only slowly converted into the amide when boiled with water or dilute alcohol, unless a little potassium cyanide is present, when the conver- sion is rapid and complete. Chlorocaffeine was heated with a solution of potassium cyanide inORGANIC CHEMISTRY. 62 9 (1) absolute alcohol ; (2) water ; (3) metliylic alcohol ; also with mer- curic cyanide in alcohol, and with potassium mercuric cyanide in alcohol; furtliermore, chlorocaffeyne was fused with potassium cyanide. It was found, however, that none of these methods yields so large a proportion of cyanocaffeine as that obtained by dehydrating the carboxglamide with phosphoric anhydride. By treating cyanocaffeine with sodium in amylic alcohol, crystals of an organic base, probably caff eylmethylamine, CsHgNIO2*CHZ*NH2, were prepared, but were not fully identified.Cafleinecarbozylic acid, CeH,N,O2*COOH, may be prepared from the amide by dissolving it in sulphuric acid (1 : 1) and passing a stream of nitrous anhydride through the solution until a few drops give no immediate precipitate OIL the addition of water ; water is then added to precipitate the carboxylic acid. I t forms silky, acicular crystals of sour taste and bitter after taste, and melts and decomposes at 225-226'; i t dissolves in hot water and hot alcohol, but not in chloroform, carbon bisulplzide, or benzene. The sodium salt, with 2H,O ; potussium, with 2H,O ; calcium, with 5H,O ; barium, with 5H,O ; coppey, with 4H,O ; arid the silver salt are described. The methylic salt melts at 201.5' (uiicorr.), and sublimes unchanged ; the ethylic salt melts at 207-208", and also sublimes unchanged.The author concludes by pointing out that the above compounds are the first compounds of caffeine in which the carbon of the CH- group has been liuked t o a new carbon atom. The ease with which caffeinecarboxylic acid loses carbonic anhydride when heated is in accord with the general nature of many acids in which the carboxyl group is attached to an unsaturated carbon atom. Thus the position of the carboxyl group is, to a certain extent, established and E. Fischer's formula for caffe'ine confirmed. A. G. B. New Alkaloi'd contained in Coffee. By PIETRO PALLADINO (Gazzetfcc, 1895, 25, i, 104--11@).-The author extracts the bases from ground coffee berries by repeated boiling with milk of lime, filters, treats the liqiior with lead acetate, and repeatedly extracts with chloroform to remove the caffeine.The aqueous liquor is then concentrated with the addition of sulphuric acid, and, after dilution and filtration, is precipitated with Dragendore's reagent ; a well- crjstallised double iodide of bismuth and caffearine (Abstr., 1894, i, 214) is thus nltimately obtained. Cafeurine hydrochloride, ClrH16N204,HC1 + H20, crystallises in small, colourless needles, loses water at 110", and melts at 180' with decomposition; it is very soluble in water, a.s is also the platlizochloride, C,4H16N,04,H2PtC16, which crystallises in long, red prisms. Caffearine, Cl4HI6N20,, crystallises in colourless, deliquescent needles, which slowly turn red in dry air, and melt and decom- pose at 140'; it does not sublime, has a feebly alkaline reaction, but no circular polarisation in solution.Its physiological action has not yet been fully investigated, but it seems to act as a narcotic poison. W. J. P.680 ABSTRACTS OF OEIEMICAL PAPERS. Narcei'ne. By MARTIN FREI:ND and Huno MICHAELS (Annalen, 1895, 286, 248-255) ; compare Abstr., 1894, i, 58 and 477),- Narceineamide, C23H26N207 + HzO, is the substance specified in D.K.P. 58,394, under the name of methylnarcotamide; it is obtained by allowing narcotine metbiodide to remain in contact with alcoholic ammonia for several days. It crystallises from dilute alcohol, and contains lHzO, which is removed at 100"; the substance, when anhydroug, melts at 78", and in the hydrated condition at 125", becoming solid above this temperature, and finally melting a t 178".Narceinei-mide, C23H26N206, crystallises from alcohol in small. yellow needles, and melts at, 150" ; its Irydrochloride melts at 239-240" ; the nitrate at 224-225@ ; the hydrogen sulphate a t 194-195"; and the rnethiodide a t 244-245'. Narceonimide, C21H19N06, is obtained by heating the methiodide of narceyneimide with 30 per cent. aqueous potash, trimethylamine being eliminated ; i t crystallises from glacial acetic acid in slender, yellow ncedles, and melts at 177.5-178.5". Thephenylhydrazide anhydride of nameonic acid, C2,H2,N206, is formed when the alcoholic solution of the acid is boiled with phenylhydrazine ; it crystalIises from a mixture of alcohol and glacial acetic acid inwhite prisms, andmelts at 181-182'. The oxims anhydride, C21H,gN07, crystallises from glacial acetic acid in needles and leaflets, and melts at 201-202'.Monobromonarceonic acid, Cz,Hlg13rOe, is obtained by adding bromine (1 mol.) to narceonic acid in glacial acetic acid ; it separates from alcohol in white crystals, and melts at 171-172". Tribromonarceonic acid is formed when excess of the halogen is employed ; it melts at Z31-252". Hydrocinchonine, Hydrochlorocinchonine and Hydrochlor- apocinchonine. By OSWALL) HESSE (Ber., 1895,28,14'24-1426).- The author criticises some of the results published by Konek (this vol., i, 579). It is shown that commercial cinchonine always contains more or less hydrocincbonine, and that this is beyond doubt identical with Zorn's crystalline hydrocinchonine.When, however, pure cinchonine is rediiced with sodium amalgam, an amorphous hydrocinchonine, ClgH26N20, is obtained. According to David Howard the same product can be obtained from cinchonidine, and it must therefore be a tetrahydrocinchonicine. As v. Miller and Rohde (AnnuZen, 276, 109) have shown that cinchonicine has a very different molecular structure from cinchonine, it follows that this amorphous reduction product cannot be a simple hydro- cinchonine. If cinchonine is heated with concentrated hydrochloric acid during 48 hours at 8S0, or for a shorter time at loo", the chief product is hydrochlorocinchonine. As this compound is not acted on by t i n and hydrochloric acid, it follows that it, and not hydrocinchonine, is the chief product obtained on treating cinchonine with these reduc- ing agents. This hydrochloro-base is identical with the hydro- chlorocinchonine of Comstock and Konigs (Abstr., 1887, 1124) ; but is not, as Konek states, identical with Zorn's chlorocinchonide and The AydrochZoride melts at 236-237". M. 0. F.ORGANIC CHEMISTRY. 63 1. Hes se'2 hydrochlornpocinchonine ; Zorn's chlorocinchonide is really an additive compound formed by the addition of hydrogen chloride to apocinchmine, and is, therefore, hydrochlorapocinchonine. It is doubtful whether Konek's chlorocinchonide is hydrochlorocinchonine or hydrochlorapocinchonine. The two hydrochloro-bases may be dis- tinguished by means of their behaviour with alcoholic potash ; when treated with this reagent, hydrochlorocinchonine gives a-isocinchon- ine, which is dextro-rotatory, whereas hydrochlorapocinchonine gives ,%isocinchonine, which is laevo-rotatory. Action of Sodium and Amylic Alcohol on Cinchonine. By FR. KONEK Edler vox NORWALL (Ber., 1895,28, 1637-1641 ; compare this vol., i, 579) -When cinchonine is treated with sodium in boiling amyl alcoholic solution it takes up four atoms of hydrogen ; and the product, when treated with potassium nitrite and sulphuric acid, yields teti-nhyc~rocisacho1Li.)re ?Litrite, NO*C19H25N20,HN02, which crystallises in silky, yellow needles. The free base instantaneously yields a colourless additive compound with methylic iodide, from which fact the deduction is drawn that the four hydrogen atoms attach themselves to the quinoline ring, that nitrogen atom remain- ing unaffected which, in cinchonine itself, readily takes up mefhylic iodide, &c., to form colourless derivatives. J. J. S. C. F. B. Constitution of Aconitine. A Reply.-By WTNDHAY R. DUN- STAN and FRANCIS H. CARR (Bey., 1895, 28, 1379--1382).-A reply to Freund's criticisms (Bey., 1895,28, 192) on the autliors' work. Chrysanthemine. Rr FRANCESCO MARIKO-ZUCO (Gaxzetta, 1895, 25, i, 255--262).-0n heating chrysanthemine at 150--160" with concentrated hydriodic acid, decomposition suddenly occurs and methylic and ethylic iodides distil over ; the residue in the retort con- tains no chrysanthemine, but on dissolving it in m-ater, decolorising with sulphurous acid, and adding potassium bismuth iodide solution, tetramethylammonium bismuthiodide separates. From the mother- liquor, after precipitating the bismuth and iodine, a methylpiperidine- carboxylic acid, C5NH,Me*COOH, may be separated as its ascrochloride, C7Hl30,N,HAuCI,, which crjstallises in hard yellow prigms melting at 130" ; the acid itself is a syrupy liquid which ultimately solidifies to a hygroscopic crystalline mass. This decomposition of the aikalo'id supports the constitution previously assigned to chrysan- themine by the author (Abstr., 1892, 84) but in view of the optical inactivity of the alkaloyd he considers that the constitution J. J. S. is t,he more probable. w. J. P. The Alkaloids of Cannabis Indica and Cannabis Sativa. By FRANCESCO MARINO-ZUCO and G. VIGKOLO (Gazzetta, 1895, 25, i, 262-268) .-Various parts of the common hemp (Cannabis sativa) and of the Indian hemp (Cannabis indica) were exhaustively632 ABSTRACTS OF CHEMICAL PAPERS. extracted by boiling with water acidified with sulphuric acid, and the extract evaporated until it acquired a syrupy consistency, any inorganic salts being removed as they separated. I t was then diluted with water, decolorised with animal charcoal, treated with soda, and precipitated with potassium bismuth iodide, the double salt de- posited being subsequently converted into the hydrochloride of the alkalo'id in the usual way. The salt obtained from both varieties of Caiaiznbis forms a colourless, crystalline, deliquescent mass ; that from Cannabis mtim is physiologically almost inactive, but gives rise in the frog to temporary cardiac depression ; the hydrochloride from Cannctbis indics is, however, highly toxic and causes far greater depression OE cardiac activity than the preceding. By W. LUBOLUT (C'laenz. Ceiztr., 1895, i, 61 ; from Apoth. Zeit., 1834, 9, 8GS).-SalicSlscopole'ine is best prepared by Liebermann and Limpach's method of heating scopolin with salicy- Xde a t 230", and extractiq the base .with dilute hydrochloric acid ; it crystallises in white needles melting a t 105'. The hydrochloride, hgdrobromide, sulphate, and aurochloride are described. The plajino-- chloride crystallises with 2H,O in orange leaflets melting a t 205' and with 1H20 in red needles melting a t 212' ; numerous analyses show that the base has the composition Cl5HI7NO4. The acetyl and bencoyl derivatives of scopole'ine are described. Senecionine and Senecine. By ALEXANDRE GRANDVAL and HENRT LAJOUX (Compt. rend., 1895, 120, 1120-1123).-Se~ecio vulguris con- tains small quantities of two alkalo'ids, which the authors call sene- cionine and senecine. Both are precipitated by mercuric potassium iodide, and both crystallise readily from chloroform, in which they are easily soluble ; senecionine, however, is less soluble in alcohol than senecine, and is only very slightly soluble i n ether, which dissolves senecine readily. Senecionine, CleH2sNOs, crystallises in small, rhomboidal tables ; it has a feebly bitter taste, and a strongly alkaline reaction, neutral- ising acids with formation of salts, which do not crystallise readily. I t s rotatory power is [ a ] , = -80*49°. With a mixture of ferric chloride and potassium ferricyanide, i t yields a precipitate of Prussian blue, and with acidified potassium permanganate, it gives a violet coloration. Senecine has a very much bitterer taste than senecionine. It crystallises from ether in silky tufts, and forms a hydrogen tartrate, which crystallises readily from water in efflorescent needles. No crystalline hydrogen tartrate of senecionine could be obtained. Senecine yields a, precipitate of Prussiari blue with a mixture of ferric chloride and potassium ferricysnide, and a violetl coloration with acidified potassinm pernianganste. With sulphuric acid, a yellowish coloration, changing to reddish-brown wit11 a violet tint is obtained ; with nitric acid, a violet-red coloration, and a deep violet precipitate ; with sulphovanadic acid, a violet-brown coloration. W. J. P. Scopolelne. W. J. P. C. H. B.
ISSN:0368-1769
DOI:10.1039/CA8956800581
出版商:RSC
年代:1895
数据来源: RSC
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Index of subjects |
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Journal of the Chemical Society,
Volume 68,
Issue 1,
1895,
Page 600-719
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INDEX OF SUBJECTS. ABSTRACTS. 1895. PartsI&II. And also to Transactions 1895 (marked TRANS.) ; and to such papers as appeared in the Proceedings during the Session 1894-1895 (Nos. 142 to 154; Nov. 1894 to July lS95) but not in Trans- actions (marked PROC.). A. Abietic acid i 384. Acacia decuwem carbohydi*ates of the gum of ii 285. Acetal amido- phthalyl compounds of i 90. Acetaldehyde action of nitrometliane on i 638. - amido-derivatives of i 89. - chlor- heat of forniation of the - chlor- dichlor- and t,richlor- heat - dibrom- hydrate of i 317. - rate of oxidation of ii 213. Acetaldehydehydroxyfluorone i 47. Acetaldehydetetramethylamidofluorim- ium hydrochloride i 47. Acetamide action of nitrosyl chloride on TRANS. 489. - electrolysis of i 209. - heat of formation of ii 483.- preparation of the sodium cleriva- tive of i 289. Acetanilide action of on mercuric ace- tate i 357. Acetanilide and m-dinitrobenzene melt- ing points of mixtures of TRANS. 331. - and a-dinitrophenol melting points of mixtures of TRANS. 331. - and rn-nitraniline melting points of mixtures of TRANS. 330. - chlor- action of phenylhpdiazine on i 521. - heat of formation of ii 483. Acethydrszide i 263. Acetic acid affinity constant of ii 253. - - and its chloro- and bromo- crystalline polymeride of ii 307. of formation of ii 306. derivatives compariaon of the pro- perties of TRANS. 66.4~ Acetic wid and it0 halogen derivatives rate of etherification of ii 159. - chlor- isomeric modifications of TRANS. 665 669. - influence of electrolytes on the conductivity of ii 68.- moleculai* complexity of ii 41. - thio- as a substitute foi- hy- drogen sulphide in qualitative analy- sis ii 84. Acetic anhydride chlor- i 17. Acetic chloride cl11oi.- and trichlor- heat of formation of ii 254. Acetins ainorphous and crystalline forms of i 409. Acetoacatic acid excretion of in dia- betes ii 281. Acetobenzoic anhydride i 593. Acetol ethylic ether and its derivatives i 5. Acetone action of boron fluoride on i 453. - action of ethylic chlorocarbonate on the sodium derivative of i 201. - action of hydrogen peroxide on i 644. - action of nitric acid on i 201. - amido- action of nitrous acid on i 328. - condensation of with ethylic malonate i 410. - condensation of with methylethyl- acraldehgde i 64%. - condcnsation of with propttlde- hyde j 643.- condensation of Tvith im-valeralde. hyde i 645.ISDES OF SUBJECTS. 601 Acetone contraction in the formation of aqueous solutioiis of i 15. - detection of in urine ii 537. - diamiclo- preparation of i 496. - estimation of i n urine ii 407. - excretion of in diabetes ii 281. - peroxide triiiiolecnlar i 644. - unsymmetrical tetrachlor- i 259. Acetonebenzoylliy drazines o - +a- and Aceton ebenzojlhy drazoiie i 35. Acetone-2 4-dinitrophenylhydi*azone Acetoneglycerol i 441. Acetonehpdrazonediphenyl i 97. Acetoncpicrylhydrazone i 30. Acetone-rhamnoside i 440. Acetones amido- disubstitut ed i 681. Acetonitrile compounds of aluminium - physiological action of ii 238. Acetonuria ii 407. Acetophenone action of aminoiiiuin sul- phide on i 363. - p-ainido- i 177.- tliio- i 362. Acetophenonebenzoylhydraziae i 35. Acetophenoneglycolylliydl.azine i 332. Ac.etoplienonehydrazonedipheny1 i 97. Acetophcnonesuccin.x lhydrazine i 264. Acetopropionpldinitrile i 584. Acetot hienone bromo- i 509. Acetovaleric anhydride i 552. Acetoxime action of nitric peroxide on - henzyl ether of i 461. - nitro- i 685. Acetoxymethyleilecam~~llor i 64. Acetox~-iiietliyleiieme~~tlio~~e i 65. Acetoxyniethgleneprop~l plieiiyl ketone Acetoxy~~l~en~lcouilllliin i 110. Acetylacetonc i 501. - action of sulphur chloride on the - oxidation and electrolysis of i 208. Acetylalaiitolamide i 555. m-Acetylamidoazobenzene TRANS. 926. o-Acetylnmidobenzylio bisulphide - snlpliide i 191. Acetylaniillocarvacrol i 546. - methyl ether i 546. Acetyl-a-ulllidocinnamic acid i 281.2 1 4-Acetglamidodimethylnaphthal- Ace tylamidodipheiiy lenepyrodiazoline Acetylamidohydroxymet hyl-m- diazine Acctylarnictoh~dl.oxyp3eliyl- siz-diazine p- i 276. i 29. chloride with i 636. i 446. i 65. copper derivative of i 163. i 432. ene i 424. i 213. i 266. i 266. -~cetylamiclomille’imide i 336. dcet~-lamidonaphthaplie~iazine i. 151. 4-Acetaiiiido-1 2-naphthaquinol i 151. 2-AcetyT-lamido-1 4-naphtliaquinol 4- hcetylamido-1 2-naphthaquinoae - condensation of with pliengl-o- 2-Acetylamido-l 4-naphthaquinone 4-dcetylamido-1 2-naphthaquinosime 2-Acetylamido-l 4-naphtIiaquinoxime 4-Acetylamido-l-naplitlionitrile i 670. Scetyl-p-aniidophenyl- a-naphth y!- 2’-AEetjlamidoquinoline ineth iodide Acetylaniidotliyluol i 547. - methyl ether 547.Acetylamidoveratric acid i 367. Acetlylamidraxonehydrazone isomeride Acetyl-B-nnhydrodigitic acid i 66. Acetylanilidocollidine i 562. Acetylaniline di-o-brorn i 594. Acetyl-m-azo-o-toluidide i 520. Bcetyltmmmide nitro- i 266. Acetylbenzeneazo-8-naphthaquinol Acetylbenzenc-p-rtzonaplithylarnine AcetplbenzoInhydrazine i 607. Acetylbenzo~lhydrazine i 34. Acetylbenzoylmethane electrolysis of “ dcetyl-~-benzylenimide,” i 523. Acetyl-n- benzylideneamidoplienyllnctic Acetjl- 1-benzyl- 2- tolylnaphthylenedi- Acetyl-p-iso-butjlsalicylonitrile i 222. Acetylcarbamide metallic derivatives dcetylcarbinylic cthglic ether and its Acetjlcarvacrol bronio- i 547. Acetylcinchotiniiie i 403. Acetyl-mat i-cinnamaldoxime i 139. Acetylciiinarnylideneacetoxime i 562. Acetjldecarbusnei’ii i 299.Ace tyldiamido-m- toluoyl- o-uramide Acetyldif ui*furyltriazolc i 271. Acet-y ldihyclroplienonapht hacridine i. 151. i 151. phenylenediamine i 148. i 151. i 151. i 151. aaiine i 601. i 156. of i 573. i 617. i 669. i 209. acid i 281. amine i 59. of i 269. derivatives i 5. i 524. i. 107. Ac1kyl-3 2’-dihydr~xybenzophenone Acety l-+-dihydroxy uaphthaphenazine i 233. i 616.602 INDEX OF SUBJECTS. Acetyldimetl~ylbutvric acid i 67’7. Acety ldimethy ldiplienyldisulphone-p- Acetyld imethyletlioxyainidodiphenyl- phenyleiiediamiue i 144. nmine i 27. Acetgl-1 4-dirnethylnaphtli~lamine i 424. Acetyldimetli-jlthiophen brorno- i 509. Acetyl-2 4-dinitrophenylhydrazine Acet~ldiphen~llietipamidoniirile i 101. Acety 1- 1 5 -di plieny 1-3 -OXJ triazol e. Acetyldiphenylthiocsrbamide i 461.Acetyldiresorcinolacetic acid i 367. Acetyldithiourazole i 401. Acetyldi-p-toljltriazole i 138. Acetylene cotilpound of with mercnric chloyide and oxide i 5. - explosion of with oxygen j 2. - flame of TILANS. 1059. - hydrate i 636. - hydration of i 197. - incomplete combustion of PROC. - occurrence of in flames TRANS. - physical properties of i 635. - prepared from calcium carbide re- moval of phosphine from i 635. 7 theory of luminous hydrocarbon flames TRANS. 1049. Acetylene-hydrocarbons disubstituted action of hypochlorous acid on i 496. 2 1-Acet.ylethoxynaphthalene i 668. - phenylhydrazone of i 668. a-Acetpl-,3-etlioxypropylene i 501. Acetylethyleuxanthone dibromo- i 554. Acetyleth j 1-0- toluidine p-nitro- Acetylfluoresceln ethylic ether i 183.Acetji-p-hydrazidodiphcnyl i 97. Acetjlhpdrognlalic acid i 180. 3 1 6-Acetylhydrox~nietliglhexa- 8-Acetyl-8- hpdroxy v-iao-propylvaleric Acetglisatic acid nitro- i 288. Acetyl-+-isatin nitro- i 288. Acetylieatinphenylhjdrazone i 288. - brom- i 288. Acetylisatin-o-tol~lhydrazone i 288. Acetylketohydro<ystearic acid i 82. Acetyllaudanidine i 117. Acetylluteol i 573. Acetylmalic acid rotatory powers of Acetylraaltose rotatory power of Acetylmetanicotine i 116. 2 l-9cet.ylmetliosynaplithslene i 66s. i 27 29. TRAM. 1066. 1894 180. 1057. T‘RAXS. 247. methylenc i 674. acid lactone of i 508. ethereal salts of ii 251. i 260. Acet j-lmetliplclibenz~llieto~ie i 375. Acetyl-p-methylisatic acid i 398. Acetylmethylnitrolic acid i 201. 1 3-Acetjlmetliylpy1-azolone i 2%.Acetylmethylthiophen bromo- i 509. Acetylnaphthalphenylliydrazone i. 240. a-Acetylnaphthalide dichlor- i 106. - 4 2-iodonitro TRARS. 912. Acetylnaphtl~aquinone chlorimide Acetj-ln aphtbazarin tetrachloro- i 614. 2 1-Acetylnaphthol 4-amido- i 668. - 4-nitro- i 668. - phenylhjdmzone of i 668. 2 l-Acet~-lnaphthol-4-sulphonic acid Acetjlnsyhthoresorufin i 246. Acetyloxalyldibenzyl ketone i 374. Acetyl-iso-oxdyldibenzyl ketone i 375. 1-Acetylphenopyridazolone i 308. Acetylphenyl-p-amidopll enylinduline Acetplphenylditliiourazole i 402. Ace tyl-cyclo-phenyleceben xylidene A cetp 1 phenylglycoline i 155. - ethyl ether i 155. Acetylphenplhydrazine action of mag- nesium on YROC. 1895. 10. a-Acetylphenylhydrazine i 31. @-Acetylphenylliydrazine tribromo- Acetylplien yl-a-naplithylunline 1 -Acetyl-3-plienylpheiiop~ridazolonc Acety1phenylp~-razolineclicarbox~lic 1 3-Acetylplienylp~razolo11e i 687.4 3-Acetylphenylp~razolor:e i 247. 1 3-Acetylplienglpyrazolone-4-azoben- Acetyl-4’-phenyltetrali~droq~unoline Acetylpicrylhjdrazine i 28. 30. Acetylpil~erylcarbaniide i 36. Acetylpropionitrile iniido- i 581. 1-Acebjlpyrazole i 397. Acetylsarcosinr i 176. Acetylscopolei’ne i 632. Acetylsordidin i 388. Acetylsuccinoresinol i 385. Acetyltetrethylquercetin dibromo- Acetylthebaol i 402. Acetyl t hebaolquinone i 402. Acetyltliymoquinoneoxirne i 529. Acetyl-nt-toluidine 2-chloro- PROC. - 5 6-dichloro- PROC. 1895 152. Acetyl-o-toluidine chloro- PBOC. i 668. i 668. i 608. oxide i 537. i 604. p-nitroso- i 601. i 303. acid i 250. zene i ti87.i 431. i 554. 1895,152. 1895,152.IXDES OF SUBJECTS. 603 Ace tyl -p-tol iiicliiie 2 - cli loro.. PROP. Acety ltoluquinol nitro - i 5 13 Acety ltolui*esiiiotannol i 189. Acetyltrimetlirlcjnnopropionic acid Acetyltrimethgldihyciroquinoliiie i 69. Acetyltrimethpl-nt-phengleiit.dinmine 1-Acetjl-3 4 4-triinethylpyi.azolone AcetSl-iso-unclec3,1umine i 324. ~cetyl~erati~ylpseudaconiiie PROC. Achroocellulose i 166. Achroodextrin I i 492. Achroodextrin 11 i 492. Achroodextrin a second foriiied by the action of diastase on starch i 4.09. Acid COHBOP from hesachloroketopen- tene i 510. - CllH 1602 from fenchocarboxylic acid i 381. - Cl0HI6O3 from the oxidation of fenchone i 381. - C;H1204 from rhodinol i 78. - CSH1,O4 from the oxidation of camplioric acid i 552 679.- CioH,,O.I ,. from hy d roxypen ta- decoic acid 1 120. - CsH1204 from the oxidation of camphoric acid i 552 679. - C10H1404 derived from rr-bromo- camphoric acid PBOC. 1895 88. - C8H1205 from the oxidation of camphoric acid i 532 679. - C'loHls05 derived from rr bromo- camphoric acid PROC. 1896 88. - C1;Hls05 dibasic from iso-oxalyl- dibenzyl ketone i 376. - CloHl~06 derived from rr-bromo- camphoric acid PBOC. 1895 88. - Cl4HI6O6 obtained by oxidation of filicic acid i 68. - C26H28016 from sordidin i 388. - H2Sz02 salts of the i 258. - of ni. p. 180" from ainidolauronic Acid solutions standardising ii 368. Acid-amicles aromatic hydrolysis of Acid-hjdrazides i 32. - action of nitrous acid on i 33. Acidimetiy precautions in ii 134. Acid-imides behaviour of in the animal organism ii 280.Acids C1~H3,~COOH from ricinole'ic acids i 126. Acids action of on the gastric secretion ii 77. - alcohols and aldehydes thermo- cheniical relations beta-een ii 435. 1895 152. TRANS. 426. i 599. i 687. 1895 155. acid i 296. TRARS. 601. Acid? aniido- ethereal salt? of i 602. - aromatic etherification of i 93 228 466. - ortliosubstitut,ed diagnosis of by means of the iodoso-reaction i 158. - the law of etlierification of i 93. - unsaturated spthesis of i 542. - dcteriuiuation of the affinities of colorimetricall)- ii 386. - dibasic affinity constants of ii 310. - dissolved inolecular refraction of TRANS. 831. - fatty decomposition of by oxida- tion at orclinarj temperatures in the absence of ferments i 125. - iso-nitramine and oxazo-de- rivatires of i 502.- phen yl-subs titnted antiseptic action of ii 58. - relation between tlie constitu- tion of and the solubility of tlieir salts ii 7. - saturntecl affinit? constants of ii 253. - soluble in water containing sulphuric acid estimation of in butter ii 539. -. - volatile periodic estimation of in the butter produced during a year ii 95. - hydroxy- action of acidic oxides on tlie salts of TRANS. 102 1030. - inorganic complex ii 18,112,229 2i4. - imidic i 648. - organic azides and hydrazides of - electro-sptheses by the direct - formation and decomposition - reduction of the chlorides of - 05s- constitution of ii 499. - trihydroxy from ricinole'ic acid i 126. - unsaturated i 16. - dicarboxylic synthesis of from ethylic succinate and ketones i 142.-__. intramolecular changes in i 204 533. - u8c of zone reactions in testing for ii 135. - volatile estimation of in wines ii 538. Acidyltartrates aromatic i 267. Acidplthiocarbimides TRANS. 1040. i 32. union of anions of feeble i 208. of in higher plants ii 127. PROC. 1804,216.604 INDEX OF SUBJECTS. Aconic acid i 128. Aconite alkaldids TRANS. 450 ; PEOC. Aconitic acid configuintion of i 157. Aconitine met71 derivatives of TRANS. - aurochlorides PROC. 1895 27. - constitution of TRANS. 459 464 ; - history of i 254. Aconitoxalic acid ammonium triethylic Acridine formation of from n-niti-odi- Acridone sviithesis of. i. 147. 1896 154 459. i 254 631. salt of i 335. phenylmethane i 476. Actinolite &om Our0 ' Preto Bmzil ii 116. Adelite ii 22. Adenine sepamtion of hypoxanthine and uric acid from? ii 94.Adipic acid preparation of TRANS. 155. - .- bi*omo- TRANS. 159. Adsorption in dilute solutions ii 39. Bgii*ine from Greenland ii 23. Affinities of feeble basee TRANS. - relative of o+ganic bases in alco- Affinity constants calculation of - - of dibasic acids ii 310. - of the saturated fatty acids - of ureides and isonitroso- -4.9are dmericalaa the sugar of the Agavose real nature of ii 363. Air bactericidal action of ii 57. - estimation of carbonic anhydride in ii 32. - liquid absorption spectrum of ii 471. - phosphorescence and photo- graphic action a t the temperature of boiling PROC. 1894 171. - spectiwm of the electric dis- cliarge in ii 34. Air-bath made of aluminiuiii ii 9. Alantolactone (helenin) i 555. - hydrocarbons from i 556.- suits of i 555. Alantolamide i 555. Alantolic acid i 555. Albumin ash free i 196. - colour reaction for ii 376. - detection and estimation of in - estimation densimetric of ii 300. - estimation of in presence of pep- 676. liolic solution ii 259. ii 490. ii 253. derivatives ii 308 310. ii 363. urine ii 543. tone ii 375. Albmnin estimation of in urine ii 190 - iron compounds of. i 196. - pancreatic digestive products of ii 233. - relation of fat and carbohydrates to the decomposition of in the human body ii 4.04. - serum- crystallisation of i 255. - state of combination of sulphur in i 255 691. Albuminous liquicls determine.tion of the osmotic pressure of by the cryo- scopic method ii 7. Albumins colour reactions for ii 36 376. - sulphur derivatives of i 691.Albuminuria ii 52. Albumoses in serous effusions ii 81. Alburnus Izrcidas silvery substance in Alcaptonuria ii 83. Alcohol from essence of cananga i 426 - methylated purification of with - secondarj from pinole tribromide Alcohols action of inagnesium on the - aldehydes and acids theimoche- - compounds of' sugars with i 437. - fatty condensation of formtllde- - saturatecl and Trouton's law -- heat of vaporisation of - nitro- i 637. - oxidation of by E'ehling's solution - polyhTdric combination of with - puritication of i 260. - reducing action of at high tem- - secondary action of chlorine on Aldehyde. See Acetaldehyde. Aldehyde from rhodinol i 78. Aldehydecollidine substituted amido- derivatives of i 562. Aldehydes action of nitromethane on i 637.- alcoliols and acids thermochemi- cal relations between ii 435. - aliphatic oxidation of by nitric acid i 201. - aromatic condensation of with cyanacetamide malonamide and ma- lononitrile i 651. 543. the skin of ii 279. 552. carbon tetrachloride i 488. i 60. vapoiirs of i 4.05. mica1 relations between ii 435. hyde with i 14. ii 101. ii 101. i 197. ketones 1 441. peratures i 538. i 259.INDEX OF SUBJECTS. 605 Aldehydes condensation of giutwic acid with i 12% - condensation of ketones xvith i 643. - of the acetic acid sepies properties of i 446. - unsaturated action of 11-drocyanic acid on i 16. Alder composition of the root nodules of the ii 523. - influence of the root nodules of the on the fixation of nitrogen ii 522. Aldoxinie salts i 657. Aldoximes action of thionyl chloride Alga? fixation of free nitrogen' by - sea colouring matters of ii 27.- - formation of substance in ii 27. Alizarin analysis of cotton dyed with alizarin i 108,671. - synt.liesis of. from hernipinic acid i 545. Alkachlorophyll i 296. Alkali hydroxides and carbonates esti- mation of in presence of alkali cyanides ii 185. on ii 44. ii 58,59. - metals preparation of ii 389. Alkalimetry precautions in ii 134. - sources of error in ii 290 410. Alkaline solutions preservation of che- mically pure ii 108. Alkalinity of r a w sugars estimation of ii 532. Alkalis action of on the gastric secre- tion ii 77. - caustic and carbonates estimation of in mixtures ii 63 64. - potassium hydrogen tartrate as a material for sbandardising ii 289. - titration of with potassium tetr- oxalate ii 532.AlkaloYd new contained in coffee i 629. AlkaloYds examination of corpses for ii 465. - of Cacti i 120. - of Cttlabar beans i 436. - of Canaabis indica and C. sativa - of Corydalis cava TRAM. 23. - of Funaariacete and PnpareTacece - of &upinus albus i 311. - of the rind of pomegranate root - of Xeitecio vulgaris i 632. Alkylammonium salts velocity of form- a- Alkylcinchonic acids i 71 72. i. 631. i 689. i 160. ation of ii 385. AlkFl-groups attached to nitrogen. de- Alkylic diszo-salts i 215. - iodides and sulphides velocitF of reactions betweell ii 8. - nitrosobutyrates i 330. - sulphates and sulphonates separa- tion of i 258. - normal formation of by washing tar oils with sulphuric acid i 258. - sulplionates and sulphates separa- tion of i 258.Alkylidenernalonic a i d s and their ethe- real salts action of bromine on i 2di. a-Alkplquinolines i 71 72. Allingite i 385. Alloxan behaviour of in the animal Alloxantin behaviour of in the aiiinial Allosazine i 688. Allosuric bases ii 94. Alloys formed a t temperatures below the melting points of the component metals ii 37. tection and estiination of ii 296. organism ii 280. . organism ii 280. Allylacetaniide i 567. v-Allyl-aS-diphenylglyoxaline p-hydro- bllylene hydration of i 197. Allylformamide i 567. Allylic alcohols secondary i 198. - iodide action of hydrazine hpdrat.e ab-AUylphenylcarbainide TRANS. 564. Allylphenylsulphone i 229. ab-Allvl phenylurea TRANS. 564. AllylGhosphoric acid i 638. Allyl-p-tolylsulphone i 229. ab-Alljl-o-tolyltliiocarbamide TRANS.Allyltriacetoiiamine i 328. Alitus glutiaosa influence of the root nodules of on the fixation of nitro- gen ii 522. sulphide i 305. on i 250. 559. Alumina in plants ii 284. - reduction of by carbon ii 226. Aluminates lowering of the freezing Aluminiuni action of on carbonland its - amdgamstod as a reducing agent - carbide ii 167. - carbonate basic ii 354. - chloride combination of with borneol camphor and chlorocaimpl~or i 61. - - conipounds of with nitro- derivatives of the benzene series i 510. crystalline ii 447. point by ii 156. compounds ii 167. i 437 684 ii 394. -606 INDEX 03” SUBJECTS. Aluminium detection and estiination of - estimation of in phosphates ii 140 - freezing point of TRANS. 187. - hydroxides ii 35.1.. - reduction of by carbon ii 226.- separation qualitative of chro- - silicates action of dilute salt solu- - sulpliate basic ii 353. - thiohypophosphate ii 13. - titration of with sodium sulphide - use of in the synthesis of aromatic Alnminium-chloride-reaction nature of Aluminium-copper alloys 5 351 392. Aluminosilicates constitution of ii 358. Amber i 384. Amides action of niti*osyl chloride on TRANS. 489. Amidoazobenzeneinduline i 608. Amidochroniates non-existence of ii 272. Aniidochroniic acid salts of ii 450. Amidohy droxypicoline TRAN s. 223. Amidoximes action of halogens and thiocarbonyl dichloride on i 661. Aniines. action of formaldehyde on i 641. - aromatic prcpamtion of the formyl derivatives of TRASS. 829. - fatty action of inorganic chlorides on i 430. - new series of sulphur deriva- tives of i 200.- hdogenised i 190 432. - pi*imttry interaction of 1 2-di- ketones with TRANS. 32. - secondary new formation of i 292. - velocity of formation of ii 385. Amnionia bye-products formed in the action of ozone on ii 74. - concentrated aqueous action of hydrogen sulphide on TRANS. 283. - estiniation of in tobacco ii 541. - formed during the combustion of - presence of in zinc powder ii 109. - rate of escape of from solutions of varying concentration TRANS. 871 878 879 984. - solution oxidising action of on some metals PBoC. 1895 9. - use of for standai-dising acids ii 134. Ammoniocupran~monii~ni acetobromide i 329. - acetoiodide i 330. in oils ii 463. 246 293 533. mium from ii 88. tions on ii 358. ii 64. hydrocarbons i 412.i 129. some fuels in air ii 62. Siiiiiionioiiiercuric cyanide i 381. Ammonio-inetallic compounds constitu- dmmonioplatinosopyridine chloride dmmonioplatosothiocthylamine chlo- - platinochloi*ide i 489. Ammonium amalgam influence of cer- tain metals on the stability of ii 109. - smidochromate non-existence of ii 272. - antimoniocitrate TRANS. 1031. - arseniocitrate TRANS. 1034. - arseniotartrate TR-4Ns. 104. - arsenites ii 218. - chloride action of phoepliorus pentachloride on ii 217. - molecular refraction of dis- solved TRANS. 836 844 865. - cobalt dichromate ii 355. - copper dichromate ii 355. - cupriferrocyanide i 407. - cuproferrocyanide i 4.07. - cuproinanganocyanicle i 486. - cyanate transformation of into - dicupric acetate i 330. - dinilrosoferrothiosulphonate - enneasulphide TRANS. 305.- ferric bromide ii 165. - chloride ii 165. - chromate ii 227. - fluoroxymolybdate ii 19. - formate heat of formation of - heDtanitrosoferrothiosulphonic - heptasulphide TRANS. 306. - hydrogen ethoxysuccinates active - hydrosulphide oxidation changes - preparation of TRAKS. 283. - solid attempts to prepare - iodide molecular refraction of dis- - lead iodide ii 268. - manganese pyrophospllomolybd - mangenic chloride ii 46. - manganous sulphate ii 394. - molybdosulphite ii 18. - orthophosphate ii 64 109. - pentosulphide TRANS. 295. - phosphoduodecimolybdate ii 113. - phospholuteomolybdate ii 112. - platinornolybdates ii 230. - salts fused action of metals on tion of ii 225. i 557. ride i 489. urea TBANS. 746. ii 318. ii 4.83. acid ii 452.TRANS. 966. of TRANS. 277. TRANS.. 286. solved TRANS. 837 845. ii 230. PROC. 1895 114.INDEX OF SUBJECTS. 607 Ammoniuiii sodium auiopyrophospho- - mail ganese pyropliosphotung- - tartrates transition tempera- - tungstates ii 503. - sulphide attempts to prepare in - crystals preparation of - solctioii (reputed) action of - sulphides and polysulphides - tartrarsenite TR~xs. 104. - tetrasnlphide TRANS. 301 302. - trisulphide attempts to prepare TRANS. 303. - zinc lactates active preparation of TRANS. 617. - sulphate molecular refraction of dissolved TRANS. 838. Amorphous condition of fused sub- stances i 4438. dmphoterolites ii 23. Amygdalin i 553. - amorphous i 554. Amylacetic acid active and its deriva- tives i 203. - rotatory power of ii 149. Amylase i 692.iso-Amylcarbamide TRANS. 564. Amylene action of boron fluoride on -.- magnetic rotation of TRANS. 256. Amylic acetate i 202. - - rotatory power of i 318. - alcohol active ethereal salts from - - (fermentation) heat of vapo- - [so-amylic ether b. p. sp. gr. and - benzoate b. p. sp. gr. and rota- - benzylic ether b. p. sp. gr. and - butyrate i 202. - - rotatory power of i 318. - cumpholate i 293. - caproate i 202. - caprylate i 202. - cetylic ether b. p. sp. gr. and rotatory power of i 318. - cyanacetoacetate i 649. - derivatives optical activity in the liquid and gaseous states ii 473. - ether action of bromine on in presence of sulphur i 317. - ethers and ethereal salts active i 317. molybclate ii 175. state ii 230. ture of ii 380. solution TRANS. 288.TRANS. 292. sulpliui- on TRANS. 297. TRANS. 277. i 453. i 202. risation of ii 101. rotatory power of i 318. tory power of i 319. rotatory power of i 318 Amyllic formate i 202. - rotatory power of i 318. - heptoate i 202. - a-hydroxybutyrate physical pro- perties of i 410. - lactate actire and its rotatory power i 333. - laurate i 202. nonylate i 202. Aniylic palmitate i 202. - rotatory power of i 318. - phenylacetate b. p. sp. gr. and rotatory power of i 319. - phenylpropionate b. p. sp. gr. and rotatory power of 1 319. - propionate i 202. - - rotatory power of i 318. - pyruvate active and its rotatory - salts rotatory power of ii 149. 7 steai’ate i 204. - valerate i 202. - valerates rotatory powersof ii 196. - valerylhydroxybutyvrtes rotatory iso-Amylic a-brornopropionate i 16.sec-Amplic acetate b. p. sp. gr. and - butyrate b. p. sp. gr. and rota- - caproate b. p. sp. gr. and rota- - propionate b. p. sp. gr. and rota- - Talerate b. p. SP. gr. and rotatory iao- Amylideneacetone i 645. iso- Arnylideneacetoneainidogu~nidine iso-Amylglutaric acid broin- i 128. - - ditrom- i 128. Amylmalonic acid rotatory power of Amylold i 255. iso- Amylphenol Liebmann’s identity of Aniylpiperidine rotatory powerof,ii 149. iso-Amylthiourea TRANS. 559. iso-Amylurea TRANS. 564. dnacylus Pyrethrum active constituent Anemia the blood in ii 24. Analyses volumetric notes on ii 134. Analysis. Correction in the determina- tion of the titre of a liquid holding a precipitate in suspension ii 135. - elementary absorption apparatus for ii 417. - indirect methods of ii 32.-4nataae preparation of artificial ii 21. Andorite a Hungarian silver ore ii 21 AnethoYl i 341. - power i 333. power of ii 472. rotatory power of i 318. tory power of i 318. tory power of i 318. tory power of i 318. power of i 318. i. 643. ii 159. with tertiary amyl phenol i 273. of TNANS. 100.608 INDEX OF SUBJECTS. acid on PRpc. i8Qs 109. - di-o-bronio- i 594. I Anethoil action of bromine on i 341. - dibromide brom- i. 341. - crude eetimnt.ion of paraffin in ii 423. Angelic acid intrarnolecklar change in i 205. - oxidation of i 205. Angliceric acid i 205. Anhaline i 120. Anhydrides mixed i 592. Anhydro-a-amido-acids ethereal salt1 Anhydrocamphoronic mid brom- i 242 - anilide i 242. - chloride i 242. - brom- i 242. " a-Anhydrocamphoronic acid," i 242.a-Anhydrodigitic acid i 66. B-Anhpdrodigitic acid i 66. Anhydrodimethyltricarbtlllylic acid Anhydromorin sulphate TRANS. 649. Anhydrotriacetophsnone bisulphide Anilidoacetanilidedicttrboxrlic acid. of i 284. i 478. i 362. i 144. B0-4-Anilidobenzeneinduline. i. 610. y-knilidobutprolectam i 177. ' Anilidocaffeidine i 117. Anilidocaffe'ine i 116. - nitroso- i 117. Anilidocollidine i 561. Anilidoethylenedicarboxylic anilide Anilidomalelnanil chloro- i 177. Anilidome th ylenecamphor i 63. Anilido-n-methylrosinduline i 598. Anilidomethyltriazolecarbamide i 573. Anilidomet,hyltriazolethiocarbamide Anilido-8-naphthalene-m-azobenzoic - - ammonium base and bets'ine Anilido-p-naphthslene-o-azobenzoic - - ammonium base and beta'ine Anilido-p-naphthalene-p-azobenzoic - ammonium base and betajine Anilidonaphthazarin trichloro- i 614. Anilido-n- phenylethenylphenylenedi- Anilido-rt-phenyl-o-livdroxybel7eellyl- Anilidophenylinduline symmetrical Aniline action of nitrosobenzene on - 2 5-dibromo. action of nitroas i 561.i 574. acid i 238. from i 239. acid i 238. from i. 239. acid i 238. from i 239. amine i 600. phenylenediamine *i 600. i 611. TRANS. 928. Aniline 2 4-dinitro- reduction of - h~ypochloritc reaction with i 24. - influence of temperature on the specific beat of ii 199. - m-nitro- and acetanilide melting points of mixtures of TRANS. 330. - and m-dinitrobenxene melt- ing points of mixtures of TRANS. 330. Aniline ni-nitro- preparation of i 657. - o-nitro- manufacture of i 413. - p-nitro- preparation of i 657.- p-nitroso- salt? of i 598. - organo-mercuric compounds de- - o-sulphanilidobenzoate i 414. - o-sulphobenzoate i 473. - sulphur in i 24 - 2 3 5 6-tetrahroni- i 345. - the bleaching powder reaction for - thio- i 132. - 3 4 5-tribrom- i 212. Aniline-aposafranine i 528. Aniline-iz-oxychlorophoJp hine Aniline-n-phosphinic acid p-chloro- Anilines nitro- action of phthalic rhlo- - o-nitro. preparation of i 657. Anilphenylglyoxylic acid i 594. Anilpyruvic acid i 594. Animal matter estimation of iron in the __. organum. See Organism animal. - substances examination of for - t'issue change of cyanogen com- - oxidising action of ii 234. Animals hybeinating heat regulation - regulation of heat production in Anisenylamidoxime ethylic ether i 41. Anisic acid thermochemistry of ii 102.hniso'il p-chlor- i 511. - dichloroseleno- i 341. - o-nitro- compound of aluminium chloride with i 510. - p-nitro- compound of aluminium chloride with i 510. - selenium derivatives of i 341. - seleno- i 341. Inisplamidottcetal i 89. Lnniversary meeting TRANS. 1105. Lntholite from Elzivir Colorado ii,416. Lnthracene and picric acid solubility relations of a mixtruure of. ii. 71. i 514. rived from i 358. i 132. p-chloro- i 364. i 364. ride on i 414. ash of ii! 89. argon ii 516. pounds by ii 238. in ii 452. ii 332.INDEX OF SUBJECTS. 609 Anthracene synthesis of f roiu ethylic tricliloracetate and benzene i 379. - testing of ii 332. dnthracenecorhoxylic acids etherifica- -4nthracsne-B-sullihinic acid i 6’71 Anthracene-,kl-sulphonainide i 671. An thracene-B -s ulphonanilide i 671.Anthracene-8-sulp honediniethylanilide 4nthracene-~-sulphonophenylhydraz- Anthracene-P-sulplionic acid i 671. - chloride i 671. - tetrabromo- i 671. Anthracrl liydrosulphide i 671. Anthagallol dimethyl ether from chay root TRANS. 819 824. Anthranil derivatives of i 524. - 1 4-dichlor- i 524. a-Anthrapyridine i 567. $-Anthrappridine i 567. dnthraquinone reduction of by sodium - urei’de from i 425. 1 2-Anthraquinone (d-anthraquinone) - coiistitution of i 544. Antimonic acid solutions action of hydrogen sulphide on TR-~NS. 515 Antimoniocitric acid salts of TRASS. 1030. dntimonious oxide action of on citratee TRANS. 1030. - - action of on lactates TRANS. 1036. - action of on mnlates TRASS. 1035. - 7- action of on mucates TRANS. 1036.- salts action of oxidising agents on TRANS. 516. Antimony chloride and hydrogen sul- phide reaction of in the gaseous state ii 225. - estimation of as tetroxide ii 372. - freezing point of TRANS. 186. - pentasulphide action of heat on TRANS. 529. - action of light on TRANS. 528. p phenomena observed in the pre- cipitation of from solutions of tartar emetic ii 399. - potassium bromide ii 114. - - chloride TRANB. 517; ii 114. - separation of copper and lead from ii 922. - separation of lead copper silver cadmium cobalt nickel &c. from ii 89. VOL. LXVIII. ii. tion of i 228. i 671. ide i 671. ethoxide i 601. i 5.M. 527 634. Antimony separation of mercury from ii. 532. - rermilion ii 114. Antimony-gold alloy ii 392. Antimony-palladium alloy ii 398. Antimouy-platinum alloy ii 391.Antipgrine i 394 571. - derivatives i 482. - patents i 432. Antiseptic action of phenyl substituted fatty acids ii 58. Apatite in a laminated graphite from Ceylon and its estimation ii 22 30. Aphthalose from Vesuvius ii 115. Apocinchonine hydrochloro- i 630. Apopliyllite from Grgngesberg ii 276. Apoquinine and its rotatory power i 688. - salts i 436. Aposafi.anine i 608. - action of aniline on i 527. Apovellosidine and its salts i 195 - metliiodide i 195. Apovellosine and its salts i 195. - methiodide i 195. Apovelloeol hydrobromide and hy driocl- ide i 195. Apparatus volumetric instruments for the calibration and graduation of ii 134. Apples cider oxidation of the tannin of i 386. Aquotetraminexanthocobalt hydroxide ii 47. - salts ii 47. Arahan i 322.a-Arabinochloral i 321. S-Arabinochloral i 321. Arabinose action of hpdrazine hydrate - condensation of with aniidoguani- - condensat,ion of with nitrobenzoyl- Arabinosediacetone i 440. Arabinoseliydrazonediphenyl i 97. habinosenitrobenzoylhydrazide i 276. Arginine formation of from keratin Argon action of on carbon biaulpliide - and helium type gases of the - attempts to combine with other - combination of with the elemsnts - compound of ii 498. - demonstration of the presence of - examination of animal and vege- - fluorescence of ii 4.69. on i 409. dine i 409. hydrazine i 409. i 160. ii 498. ii 347. elements ii 388. of benzene i 412 ; ii 469. in the atmosphere ii 347. table substances for ii 516. 4561 0 INDEX OF SUBJECTS. - Schuller's yellow modification of - separation of copper from ii 462.- eeparation of iron from ii 462. - separation of lead from ii 89,462. - separation of lead copper silver cadmium cobalt nickel,&c.,from ii,89. -separation of mercury from ii 533. - separation of molgbdenum tung- sten and Fanadium from ii 416. - separation of other elements from by means of methylic alcohol andhy- drogen chloride ii 415. Arsenic acid action of hydrogen sul- phide on solutions of TRANS. 527 533. Arsenical pyrites chemiczl behaviour of ii 17. Arsenious wid titration of with per- manganate ii 531. - anhydride action of on citrates TRANS. 1033. - action of on lactates THANS. 1036. - -action of on mucntes TRANS. 1038. -action of on potassium malate - sdphide solutions coagulation of TRANS. 63. -- phjsical properties of TRAKS ,63.-- sp. gr. of TRANS. 71. Araenites ii 217. - aromatic i 340. -4rtocal~yus integrifotia (jack fruit tree) constituents of the wood of TRANS. 937. Asbestos and associated minerals ii 116. Ash of animal or vegetable matter esti- ii 44. 1 1 lRAYS.. 1036. mation of iron in ii 89. Argon fluoreacence spectrum of ii 337 1 Asparagine action of nitros~l chloride - m. p. of ii 379. Aspartic acid action of nitrosyl chloride on TRANS. 494. Asphaltum analysis of ii 233. Asaimilation and transpiration in plants of lime in the body during disease of proteids influence of fats on 469. on TRANS. 491 494. occurrence of in the gases e?- closed in rock salt PROC. 1895 143. - spectrum resemblance of under certain conditions to that of the I - - m. p.of ii 379. Aurora borealis ii 387. Awow poibons ii 12% Ai*se?iio chloride and hydrogen sdphide ii 175. reaction of in the gaseous state ii 225. - detection and estimation of small quantities of in copper ii 31. - effect of on ~egetaticm ii 410. ii '78. - estimation of ii 184 329 370 I - vegetsble ii 520. - estimation of by means of thio- 1 .- estimation of in organic matter - estimation of small quantities of - 415 631. I Association hypothesis of clieniical acetic acid ii 370 415. j Asymmetry product of Guye's formula ii 329. I Atmosphere attempts to estimate the ii 531. Atmospheres extinctive produced by action TRANS. 1124. for ii 473. sulphur in PROC. 1894,218. flames comDosition of. ii. 494. - which eGtinguish flame composi- Atomic heat r61e of in the periodic - solution volumes ii 70.- volumes ii 107. Atomic weight of bismuth ii 114. _I- of cerium ii 352 353 393. - of cobalt ii 167 318. - - of molybdenum ii 356. - of nickel ii 167 318. - of oxygen ii 261. - of strontium ii 314. -__. of tellurium TRANS. 549 - of thallium ii 166. - of tungsten ii 230. - of yttrium ii 269. - relation of to colour ii 442. - weights of hjdrogen and oxygen - prediction of ii 257 440. Atoms ions and molecules colour of a-iso-Atropic acid i 225. p-iso-Atropic acid i 225. Atropine discrimiuatioii of from strych- Augelite from Machacamarca Boliria Aukylostomiasis percentage of iron in Auramine action of bromine on i 53. - derivatives of i 184. - pyrophosphomolybdate ii 275. - sodium pyrophosphate ii 274. Auramineallylthiocarbimide i 185. Aummineethylthiocarbimide i 185.Auraminemethylthiocarbimide i lS5. Auraminephenylthiocarbimide i 185. Aurin action of bromine on i 56. tion of ii 443. series of the elements ii 198. ratio on the ii 9. ii 441. nine ii 467. ii 507. the liver in ii 56.ISDES OF SUBJECTS. 611 Azides of organic acids i 32. Azimidocaffei’ne i 116. Azimido-compounds i 520. Azimidoles i 136. Azimidolesulphonic acid i 136. Xzimido-xylene i 520. Azobcnzene m-amido- TRANS. 928. p- Azobenzoylamidoacetnl i 89. o- Azobenzyl-o-toluidine i 307. Azocamphanone-hydrazone i 382. Azocamphene i 61. Azo-colouring matters i 618. Azo-compounds TRANS. 9J5 ; i 520. - alkylated and the theory of - - reduction products of i 26. Azodicarbonanil i 253. 2 1 4-A~odimethylnaphthalene~ i 425. Azodithiourazole i 4.01.Azoethyldithiourazole i Pol. Azoimides of organic acids i 32. Azonium bases from 1-acetylamido-2 4- mphthaquinone and phenyl-o-phenyl- enediamine i 148. Azophcnyldithiourazole i 402. Azo-series isomerism in the i 351,418. o-dzoxybenzamide i 213. Azoxybenzene preparation of i 214. Azoxybenxoic acid dinitro- i 580. p-Azoxybenzoic acid i 214. o-Azoxybenzonitrile i 213. p-Azoxybenzoplamidoacet.al i 89. Azoxystilbenedisulphonic acid i 287. dyeing i 135. B. Bacteria in the intestines action of ii 453. - poisonous action of the hydroxy- benzenes on ii 130. - thermophilic ii 58. Bactericidal action of light and air ii 57. Baddeleyite from Rakwana Ceylon ii 505. Balance sheet of the Chemical Society from March 16 1894 till March 16 1895 TRANS. 1120. Balance Sheet of the ReRearch Fund from March 16 1894 till March 16 1895 TRANS.1121. Balsam of Tolu i 188. Baybatin i 299. Barium antimoniocitrate TEAKS. 1031. - arsenites ii 218. - chloride m. p. of ii 36 339. - - mol. refraction of dissolved TRANS. 836,844. - vapour pressure of the com- bined water in ii 486. - cupriferricyanide i 407. Barium cuproferrocyanide i 4hW. - iodide heat of formation of - nitrate mol. refractioll of dissolved - nitride heat of dissolution of ii,255. - oxide action of dry hydrogen - compound of with alcohol - oxybromide ii 500. - oxyiodide ii 501. - phosphoduodeciniolybdate ii 112. - bpropoxysuccinate TRANS. 956. - rottlerin TRANS. 235. - salts poisoning by ii 322. - separation qualitative of calcium and strontium from ii 461. - specific ionic velocity of ii 477. - sulphate the inclusion of barium - tartrarsenite TRANS.105. - triphosphate ii 446. Barley experiments on a t Chignon in 1894 ii 179. - grain effect of various phosphates on ii 181. - meal effect of the degree of ripe- ness and of manures on the physical and chemical properties of ii 61. -variations in the sugars duriog the germination of ii 363. Barometer new form of TRAKS. 129. - new laboratory ii 162. Basanacantha spinosa var. ferox. c r p talline constituent of ii 408. Base from piperidylacetal alkyliodide3 i 479. - CSHl,N from the action of ethpl- enediamine on phorone i 328. - C9HT16N3 from triethylic cyanuride i 161. Bases aliphatic nitration of i 261. - aromatic nitroso- i 597. - sulphides and hydrosulphides - complex metallic i 199. - from coal-tar i 390.- metallic affinity of TRANS. 585. - organic affinity of TRANS. 583. - lead double salts of i 390. - nitration of i 2’73. - of some agricultural seeds oil cakes tubers and some seedlings ii 364. - relative affinities of in dco- holic solution ii 259. - weak affinities of TRANS. 576. Basswood oil ii 285. Bath air- made of aluminium ii 9. - water- ii 163. - - constant level ii 216. ii 342. TRANS. 838 846. chloride on PROC. 1894 240. ii 342. chloride by ii 370. of i 300. 45-2612 XNDEX OF SUDJECTS. Battery gas ii 150 251. - thermochernical carbon ii 302. Baumann-Schotten method modifica- Bauxite new element from ii 313. Bay oil constituents of ii 540. - detection of adulteration of Beer wort amorphous nitrogenous con- - estimation of cane sugar in Beeswax free acids from i 81.Beet sugar- changes in when attacked - - digestion of ii 462. Beetroot. effect of various phosphates - occurrence of oxalic acid in Behenic acid oxy- constitution of Behenolic acid action of fused potash Belienoxylic acid i 208. Benzacetodinitrile action of carbunil on i 584. - nitrite i 584. Benzaconine acetyl derivatives of TRANS. 459. Benzrtldehyde action of a-phenylsemi- cartazide on TRANS. 1063 ; Paoc. 1895 124. - addition of hydrogen cyanide to i 464. - m-bromo- oxime and phenyl- liydrazone of i 282. - 3 6-bromonitro- and its oxime and phenjlhydrazone i 282. - combination of with hydrogen cyanide in dilute solution i 419. - condensation of with glutaric acid i 141. - freezing point of i 272 ; ii 207. - sulplione of i 285.Benzaldehydomethylcarbamide i 433. Benzaldehydo-o-oxamic acid i 251. Benzaldoxime action of thionyl chloride - benzyl ether i 461. - m-bromo- i 282. - 3 6-bromonitro- i 282. Bcnzaldoximes action of pl tosphorus pentachloride on PROC. 1895,149. - &hers of PBOC. 1895 149. - isomerism of PROC. 1895,149. Benzamide action of nitrosyl chloride - 2 4-dibromo- TRANS. 603. - 2 6-dibromo- TRAXS. 595 603. - - liydrolgsis of TRANS. 603. - 3 5-dibromo- TRANS. 594. tion of i 461. ii 540. stituents of ii 428. ii 93. by Eeterodera Schachtii ii 524. on ii 180. ii 177. i 16. on i 126. on ii 44. on TILANS. 490. Benzamide electrolysis of i 209. - heat. of formation of ii 483. - m-nitro- i 3441. - o-nitro- i 345. - preparation of the sodium deriva- - syntheses with the sodium deriva- - 2 4 6-tribromo- TRANS.59’7. - 3 4 5-tribromo- TRANS. 596. Benzamidine amido- salts of i 266. Benzaniidinediazobenzene amido- 7 m-nitro- i 266. Benzamidinediurethane aniiclo- i 266. Benzamidineurethane m-nitro- i 266. Benzanilide heat of formation of - preparation of i 360. Benzene action of camphoric anhydride on in presence of aluminium chloride i 108. - p-bromonitroso- i 459. - chlor-p-iodo- iodouium bases from i 221. - condensation of with benzglidene chloride TRANS. 829. - condensation of with chloroform TRANS. 829; i 2’18. - condensation of with glyoxylic acid i 526. - derivatives solubility of in water ii 489. - p-dibromo- reaction of with p- toluidine i 292. - m-dinitro- action of alcoholic potassium cyanide on i 654. - and acetanilide melting points of mixtures of TRANS.331. - and m-nitraniline melting points of mixtures of TRANS. 330. - compound of aluminium chloride with i 510. - estimation of thiophen in i 411 ; ii 372. - formula of i 339. - hexchloro- p-dichloride i 24 - molecule configuration of i 53. - nitro- compound of aluminium chloride with i 510. - nitroso- action of on aniline and on phenylhydrazirm TRANS. 928. - 2 3 5 6-tetrabromonitro- i 345. - tetramido- condensation of with benzile i 477. - t r ibromo-un sy mme trical i 2 1 2. - 1 3 5-trinitro- additire com- - - colouring matter formed by tive of i 289. tive of i 289. i 266. ii 483. 652. pounds of with bases i 652. the action of alkalis on i 653.IXDEX OF SUBJECTS. 61.3 m-Benzeneazo-o-acctyltoluidide TRANS. p-Bcnzeneuzo-o-acetyltoluidide TBANS.Benzeneazocyauomacluin TRANS. 942. 1 3 4-Benzeneazodihydroxynaphtha- 1 3 4-Benzeneazodiketodihydronaph- Benzeneazodiphenyltetrazolium chlo- Benzenea,zomaclurin TRANS. 933. - dyeing properties of TBANS. 936. - p-nitro- TRANS. 934. Benzeneazo-8-naphthaquinol i 617. Benzeneazo-P-naphthaquinone i 617. Benzene-y-azonapiithyllamine i 669. Benzeneazo-8-naplithy lphenylamine Benzeneazophenol m-bromo- i 353. - m-chloro- derivatives of i 353. - o-chloro- derivatives of i 353. - m-chloronitro- i 353. - o-chloronitro- i 353. Benzeneazophenols halogenised i 353. Eenzeneazophenylmethane nitro- Benzeneazo-l-phenylpyrazoline i 249. Benzeneazosalicy licacid m- chloro-,i 353. p-Benzeneazotoluene TRANS. 929. - m-amido- TRANS. 932. p-Benzeneazotoluenesulphonic acid - chloride TRANS.930. Benzeneazoxindone amido- i 220. Benzenediazocarboxylamide p-cliloro - p-nitro- i 658. Benzenediazocarboxylic acid p-chloro- - --nitro- potassium salt of - acids derivatives of i 658. Benzenediazocarboxjlimidoethyl ether nitro- i 658. Benzenediazocarboxylimidoniethyl ether chloro- i 659. - nitro- i 659. Belizenediazonium bromide p-broiiio- - - o-chloro i 519. - y-nitro- i 519. Benzenediazonium mercurochloride - -p-chloro- i 517. Benzene-anti-diazosulphonic acid o- chloro- potassium salt of i 181. - p-chloro- potassium salt of i 1S1. Benzene-syn-diazosulphonic acid p-bromo- and p-chloro- potassium salts of i 181. 932. 931. lene i 617. thalene i 617. ride i 75. i 288. i 455. TRANS. 930. i 658. potassium salt of i 658. i 658. i 519.i 517. Benzene-spa-diazosulplionic acid o- chloro- potassium salt of i 181. Benzenediazoaitlphonic acids salts of etereoisomeric i 25 26. Benzenehydrazocarbamide chloro- i 659. Benzenehydrazot.hiocarbamide chloro- i 659. Benzeneindone amido- i 610. Benzeneinduline hydrochloride real nature of i 528. Benzenesulphodiamidodi- o-toluidide i 593. Benzenesulphodinitro-o-toluidide i 595. Benzenesulphonic acid m-iodo- i 230. - 0-iodoso sodium salt of - chloride m-iododichloride i 230. - o-iododichloride i 230. - - p-iododichloride i 230. Benzenesulphonic ether of ethylnitrolic Benzenesulpho-o-toluidide i 595. - dinitro- i 595. Benzenyl-o-amido-p-cresol m- and p- amido- i 415. Benzenylamidophenols aniido-deriva- tives of i 415. Benzenylamidothiophenol i 347. - nitro- i 347.Benzenplamidoxime di-m-nitro- i 662. - methylic ether i 41. - o-nitro- i 88 21%. - p-nitro- i 88. - propylic ether i 41. Benzenybmidoxime-iso-butyric acid - esoanhydride i 521. a-Benzenylatnidoximepropionic acid - esosnhydride i 125. Benzenylazoximethiocarbinol i 662. a-Benzenylchloroximepropionic acid i 125. a-Benzenylchloroxime-iso-butyric acid i 522. Benzenjldiphenyldiurei’de m-nitro- i 266. Benzcnylhy drazimidobenzylidene hydrobromide i 661. - hydrochloride i 662. Benzenylhy drazoximido-m-nitrobenzyl- idene hydrobromide m-nitro- i 662. - - dibromide i 662. Benzenylpiperidoxime m- o- and p- nitro i 88. Benzethylacethydroxylamine i 40. Benzethglcarbethoxyhydroxy lamine Benzethylphthalylhydroxglamine i 41. Benzethy1succinylhydroxylamine i 41. Benzethyl-p-toluhydroxylamine i 41.i 231. acid i 456. i 522. i 125. i 41.61 4 ISDEX OF SUBJECTS. Benzhydroximic chloride m- o- and p- Benzile action of benzylamine on - action of ethylamine on TRAXS. - condensation of with ethylic aceto- - condensation of with ethjlic - condensation of with tetramido- Benziledibenzoylhydrazone i 35. Bcnziledioxime peroxide m- and p-di- a- Benzileosazone T'RANS. 61 1. - convcrsion of into the p-moclifica- @-Benzileosazone TRANS. 6 14. Benzimidomethyl ether i E22. - action of on aromatic o-com- Benzimidophen ylthiocarbamide Benzimidophenylureide nitro- i 266. Benzoic acid o-amido action of on qui- - p-amido- reduction of i 91. - p-bromo- salts of i 150. - - ti 2-chloronitro- i 228. - p-chloro-in-sulpho- deriva- - - 3 5-diamido i 531. - - 2 ti-dibromo TRANS.603. --m p. of. i 466. - - 3 5-dinitro- coloured tllka- line solutions of i 530. - di- and tri-nitro colour reac- tion of i 91. - -p-nitro- i 178. -- electroll tic reduction of i 178. Benzoic acids amido- action of pyruvic acid and benzaldehyde on i 71. -_I- reactions of i 280. - - diortho-substituted TRANS. - isomeric substituted velocity - - nitro- reactions of i 364. nitro i 88. TRANS. 35. 43. acetate PROC. 1895 146. malonate TRANS. 132. benzene i 477. nitro- i 88. tion TRANS. 612. pounds i 522. m-nitro- i 266. none i 466. tives of i 181. 587 601. of etherification of i 467. -- thermal properties of ii 202. Benzoic anhydride preparation of i 139 178. Benzoic chloride tn-bromo- and it3 stability towards bases TRANS. 590. - - o-bromo- and its stability towards ba,ses TRANS.589. - - p-bromo- and its stability towards bases TXAXS. 591. - - 2 4-dibromo- and its sta- bility towards bases TRANS. 592. Beuzoic chloride 2 6-dibromo and its stability towards bases TRANS. 594. - 3 5-dibromo and its sta- bility towards bases TRANS. 593. - 2 6-dinitro- and its sta- bility towards bases TRANS. 599. - freezing point of ii 207. - - o- and p-nitro- action of amidoacetal on i 88. - reduction of PROC. 1894 216. - - 2 3 4 6-tetrabromo- and its stability towards bases TRANS. 597. - - 2 4 6-tribromo- and its sta- bility towards bases TRANS. 596. 7- 3 4 5-tribronio- and its sta- bility towards bases TRANS. 596. - 2 4 6-trinitro- i 91. .- - - and its stability towards bases TRANS. 600. - chlorides substituted TRANS.587. o-Benzoicsulphinide crystallography of TRANS 985. Benzoin action of aniline bases on i 46. - condensation of with monosubsti- tuted derivatives of carbamide and thiocarbamide i 305. - condensation of with thiocarba- mide ammonium thiocyanate or car- bamide i 304. Benzolnhydrazine i 606. Benzoi'nketazine i 607. Benzonitrile o-amido- i 212. - p-chloro i 343. - compounds of aluminium chloride - o-nitro- i 212. Benzonitriles nitro- attempts to poly- - substituted i 344. Benzophenacetonitle i 585. Benzophenone o-amido- preparation - constitution of isomeric symmetri- - 2 2'-diamido i 147. - 2 3'-diamido- i 233. - 4 2'-cliamido- i 233. - labile i 476. - nitramido- (2 3' or 3' 2) Benzophenonedicarboxylic acid i 422. Benzophenoneoxime oxidation of in air Benzopropiodinitrile action of hydroxyl- Benzotrichloride freezing point of Benzoxymethylenecamphor i 64. Benzoxymetliylenementhone i 65.with i 636. merise i 344. of i 147. cal di-derivatives of i 232. i 233. i 475. amine on i 584. i 272 ; ii 207.INDEX OF SUBJECTS. 615 Benzoyldimethylthiophen i 509. Benzoyldimethylthiophen bromo- and its oxirne i 509. Benzoylacetone action of sulphur chlo- - p-aniside of i 431. - dithio- i 169. Renzoylaldehyde condensation of with hydrazine i 395. ! Benxoylethyl-op-tolylenediamine Benzoylamidoacetal o-amido- i 88. j i 599. - o-nitro- i 83. I Benzoylformic acid p-brorno- i 218. -p-nitro- i 89. ' -- hydrazone of i 218. o-Benzoylamidoacetalcarboxylic acid - - - ureide of i 218. Brnzoylamidobenzaldehyde i 250. Benzoylglyoxalinc new synthesis of o-Benzoylamidobenzylaniline i 191.I i 568. o-Benzoylamidobenzylic chloride Benzoylhydrazine i 34. - m-nitro- i 276. p-Benzoylamidobenzylic alcohol i 344. - o-nitro- 4 276. Benzoylamidocinnamic acid lactimide - p-nitro- I 276. Benzoglhyoscyamine i 158. Benzoylamidodipheny1enepyrodiazoline Benzoylimide di-m-nitro- i 344. o-Benzoylamidodiphenylmethaiie i 53. Benzoylluteol i 573. o-Benzoylamidophenylauramine i 185. Benzoplmaltol i 80. Benzoylamylnitrolic acid i 456. Benzoylmethanehydrazomethane i 263. Benzovlanilidoca5e'ine. i 117. 1 3-Benzoylmethyl-5-dimethylpyrazo- Benzoyldiphen~lketipamidoni trile ride on the copper derivative of i 102. i 168. I Benzoyl-1 5-diphenyl-3-097 triazole TRANS. 1066. smidophenol 1 147. Benzoylethylidenetetramethyldi-in- i 90.- - phenylhydrazone of i 687. i 191. of i 281. i 213. ' Benzojlimidoacetylpropionitrilc i 534. line i 249. i 431. i 347. Benzoplphenyl-p tolylbenzenplamidine BenzGlatropine i 158. Benzoylauramine i 185. Benzoylazimidotoluene i 520. Benzoil-m-azo-p-tolnidine i 520. Benzoylazo-xylidine i 520. Benzoylbenzcne-2-azonaph thylamine o-Benzoylbenzenesulphonic acid i 4.75. Benzoylbenzylamine synthesis of Benzoylbenzylidenetoluidine i 666. - oxime of i 666. Benzoylbromophenylcyste'in i 284. Benzoylcarbamide behaviour of in the Benzoylcarbinol methylation of Benzoylcarvylamine i 152. Benzoyl-a-chloro-/3-naphtliyl methyl Benzoylcinchonine i 483. Benzoylcinchotenine i 403 483. /?-Benzojlcinnamic acid TRANS. 137. Benzoylcoto'in i 110. Benzoyl-p-diamidophenylic sulphide i 669.i 269. animal organism ii 280. i 440. ether i 511. i. 87. Benzoyli4 l-methylethylglSoxalidine i 483. Benzoyl-p-methylisatic acid i 400. - amide i 400. Benzoyl-p-methylisatin i 400. Benzoyl-2 6-methylpheriylpiperidine Benzojlmethylsulphone-ethylamine Benzoylnaph thylidenephenylhydrazone Benzoplnorgranatanine i 160. Benzoy l-o-p henol benzylaniine Benzoyl-p-phenylauramine i 184. 8-Benzoyl-a-phenylbenzoic acid i 179. Benzoylphenylcarbamide i 289. Benzoylphen yl-o-cresolamine Benzoylphenylcyunamide i 462. Benzoyl-8-phenyl-ay -diketohydrindene Benzoyl-cyclo-pheny lenebenzylidene i 563. i 85. i 24.0. i 372 537. i 372 537. i 536. ' f oxide i 537.616 IAX13EX OF SUBJECTS. Benzoyl phen yl-p-tolylethenylsmidine Benzoylphyscion i 299. Benzoylpropionic acid products of the reduction of i 533.1-Benzoylpyrazole i 397. Benzoylquinine i 118. Benzoylsarcosine i 176. Benzoylscopolamine i 158. Benzoylacopole'ine i 632. Benzoylsordidin i 388. Benzoyl-p-tolenylhydrazidine i 137. Benzoyl-p-toluacetodinitrile i 585. Benzorltoluresinotannol. i. 189. i 34'7. BenzGl-P-m-toljl-ary-dikebhydrindene i. 535. Beizoyl-iso-undecylamine i 324. Benzoylrestrylamine i 153. Benz-iso-thiazole i 432. Benz-p-toluhydroxamic acid i 3'3. Benzyl ethers of oximes i 461. Benzylacetamide o-chloro- i 308. Benzylacetoacetamide i 141. w-Benzylacetophenone B-bromo- i 361. - @-chloro- i 361. - - action of aniline and p-tolu- BenzF1-o-amidobenzylaniline i 133. -action of carbonyl chloride on - hydrazine and bydrazone of i 133. - nitroso- i 133. Benzyl-p-amidocrotonbenzylamide Benzylamine action of benzile on - action of on ethylic acetoacetate - action of on phenanthrequinone - o-amido- i 306 307. - derivatives of i 414.- hydrogen oxalate i 457. Benzylammonium benzyloxamate i 457. Benzglanilidophenylsulphone o-amido- - o-nitro- i 307. Benzylbenzamide i 53. - 0-bromo- o-chloro- and o-iodo-. icline on i 361. i 134. i 141 TRAKS. 35. i 140. TRANS. 46. i 307. i 308. Benzv1carni)hor. oxidation and nitration of,"& 678 . Benzylcystei'n i 624. Benzyldiphenylhydrazine o-nitro i 354. o-Benzylene-\C.-thiocarbamide i 432. "p-Benzylenimide," i 523. Benzylethylamine o-amido- salts of Renzylformamide i 457. Benzylglutaric acid bromo- and di. i 306. bromo- i 142. Benzylglutaric acids i 141. Benzylglycolylhydrazine i 332. Benzylhrdrazines o-amido- i 31.Benzylid alcohol p-amido- i 343. - arsenite i 340. - \C.-benzylimidodicarboxylate tri- - bisulphide o-amido- i 432. - bromide o-amido-hydrobromide - carbaminthiolate o-nitro-. i 432. thio- 1 605. i 190. - chloride o-amido- hydrdchloride i 190. - 8s a desulphurising agent - - freezing point of i 2'72. - chlorides; nitro- reduction of - hydrosulphide o-amido- i 432. - imidotrithiodicarboxylate i 419. - nitrite i 455. - quinaldine-p-carboxylate and its - quinoline-1-sulphonate i 111. - sulphide o-amido- i 191. - - p-bisazo-a-naphthol i 457. - p-bisazo-P-naphthol i 457. - p-bisazoresorcinol i 457. - - di-p-arnido- i 343 457. -- phthalide of i 457. - - di-p-nitro- i 457. - thioallophanate i 462 605. - thiocyttnate o-nitro- derivat,ives Benzylideiie bromide sulphone of - chloride freezing point of ii 207.- cyanhydrin action of bydrazine Benzylideneacethydrazide i 268. Benzylideneacetone dichloro- i 529. Benzylideneacetobenzoy lhydrazone i 35. Benzylideneacetoneoxime action of phosphoric anhydride on i 392. Benzylideneacetoxime chloro- i 529. Benzylideneacetophenone nitro- i 422. - o-nitro- i 422. Benzylideneacetophenoneoxime i i361. - bromo- i 361. Benzylideneacetophenoneoximes i 422. Benzylideneacetylacetone i 50. Benzylideneacetylcreatinine i 310 Benzylidene-p-amidobenzylic alcohol - sulphide p-nitro- i 457. Benzylidene-o-amidophenylmethane Benzylideneamidophen j1-a-naphtli pL- - m-nitro- i 601. i 461. i 344. methiodide i 113. of i 432. i 235. hydrate on i 60'2. i 344. p-nitro- i 53. mine i 601.INDEX OF SUBJECTS.617 4-Benzylideneam ido-3-phenylp~-razo - Beiizylidenebenzacetodinitril~ i 584. Benzylidenebenzo’inazine i 607. - na-nitro- i 607. - o-nitro- i 607. Benzylidenebenzoylhydrazine i 35. - m-nitro- i 35. Benz-ylidenebenzylglycol~lliydrazinc 4-Benzylidenebis-3 4-dimethylpyrazo- Benzylidenebis-3 1 5-methylphen~l- Benzylidenebiuret behwiour of in the Benzylidenecamphor oxidation and ni- Benzylidenecarbohydrazimine i 30. Benzylidenediacetylacetone i 50. - action of hydrogen chloride on i 50. Benzylidenedicarbamide i 12. Benzylidene-3 5-dimet~yl-A,-ketotetra- hydrobenzene i 52. Benzylidene-2 4-dinitrophenglliydraz- ine i 27 29. - rn-nitro- i 28. - o-nitro- i 27. Senzylidene-4’-o-ethoxyphen~lquinal- Eenzylideneformyllrydrazine i 263. Benzylidenefurfurylhydrazidine i 270.Benzylideneglutaric acid i 141. Benzylideneglycolylhydrazine i 332. Benzylidenehydrazidocaffe‘ine i 116. Benzylidenehydrazidodiphenyl i 97. Benzylidcne-4’-m-hydroxyquinaldine- Benzjlidenic chloride freezing point of Benzylidenemitlonamide i 651. Benzglidenemalonic acid action of bro- Benzylidenemalononitrile i 651. Benzplidenemalonylhydrazine i 263. 4 3-Benzylidenemetlrylpyrazolone Benzylidenenitrile glucoside i 554. Benz ylidene-na-nitrobenzoylh ydrazine Benzylidene-o-nitrobenzoylhydrazine Bcnz ylidene-p-nitrobenzoylhydrazine Benzjlideneoxalylhydrazine i 2M. B enzylidenephenyl-p-amidoplienylindw- line i 609. Benzjlidenephenylhjdrazone action of iodine and sodium ethoxide on YRANS. 606 611. lone i 686. i 332. lone i 687. pyrazolone i 395.animal organism ii 280. tration of i 678. dinesulphonic acid i 114. sulphonic acid i 114. i 272. mine on i 227. i 246. i 2’76. i 276. i 276. Benzylidenephenylliydrazone oxidation of with amylic nitrite TRANS. 615. Benzylidene-l-phenylpyrazoline i 249. Benzylidene-1 5-phenylpyrazolone 4-Benzylidene-3-phenylpjrazolone 1 2-Benzylidene-3-phenylp~razolone- Benzylidenepicrylliydrazine i 28 30. - nz- and o-nitro- i 28. Benzylidenepyridazolone-4- carbonylhy- Benzylidenesemicarbazide 0- gn- and Benzylidenesuccinylhydrazine i 261. Benzylidene-p- tolenylhydrazidine i 137. Benzylidene-p-toluacetodinitrile i 585. Benzylidene-oip- tolylenediamine rn-nitro- i 599. - 6-nitro- i 598. - p-nitro- i 599. B enzplidenetrimethyldihydroquinoline Beiizylidene-iso-undecylamine i 321.Benzy l-/3-imidobutyro benzylamide Benzyllophine TRANS. 38. Benzylnaphthalimide i 239. Benzyl-o-nitrobenzylideneaniline Benzylnitrosoaniline o-nitro- i 31. o-Benzyloxy-p- iso- butylbenzaldehy de Benzyloxymethylenecamphor i 64. Benzyl-r,-phenetyIhydi~azine o-amido- - o-nitro- i 32. /?-Benzylpheno-mdiazine i 251. Benzylphenylhydrazine o-amido- i 31. - - action of phosgene and of carbon bisulphide on i 31. Benzylphenylnitrosamine o-nitro- i 31. Benzylquinoline i 481. Benzyl-o-toluidine 0-amido- i 307. Benzyl-p-toluidoplienylsulphone ab-Benzyl-m-tolylcarbamide TRANS. ab-Benzyl-o-tolylcarbamide TRANS 1 n-Benzyl-2 n-toljldihydronapht!i- l-Benzyl-2- tolylnaplithylenediamine Benzyl-o-tolylnitrosaNine o-amido- - o-nitro- i 308. ab- Benz y 1- m- to1 ylurea TRAKS .563. ab-Benzyl-o-tolylurea TRANS. 562. BenzFltriacetonamine i 328. i 195. i 686. 4-azobenzene i 687. drazine i 302. p-nitro- i 251. i 69. i 141. o-amido- i 134. i 222. i 32. o-nitro- i 307. 563. 562. imidazole i 59. i 58. i 308.618 INDEX OF SUBJECTS. Benzyltripiperidine-n-phosphonium Beryl from Pisek ii 173. Beryllium acetylacetonate ii 224. - valency of ii 224. Bessemer process spectroscopic phe- nomena and thermochemistry of ii 432. Beta’ine occurrence of in agricultural seeds &c. ii 364. Betula lenta gaultherin a new glucoside from i 109. Biatora lucida pigment from i 298. Bile pigment detection of in urine Bisbenzoylphenylazimethylene i 607. Bis-p-dimethylamidobenzylidene-p- phenylenediamine i 213. Bisdimethylamidophenyl-acetic acid i 171. Bisethylphenylsulphone i 286.Bishydrazicarbonyl (dicarbamide) i 12. Bishydroquinoline nitrosa-mine from 4-Bis-5 2 l-methoxymethylphenyl- 4-Bis-3-methylp~razolone i 247. Bismuth arsenite ii 218. - atomic weight of ii 114. - bromide action of hydrogen sul- - chloride action of hydrogen sul- - compound of with nitric - creaotatee i 92. - halokl compounds action of hy- - hypophosphite TXANS. 227 229. - liquation caused in standayd gold - nitrosalicylates i 179. - potassium sulphide ii 273. - selenide crystallisation of ii 391. - separation of cadmium from - separation of cobalt from ii 422 - sepaltation of lead from ii 536. - separation of mercury from - separation of nickel from ii 422. - silver sulphide ii 391. - sulphide ii 273. - action of bromine on TRANS. - action of chlorine on TRAKS.- - crystdlisation of ii 391. - - solubility of in potassium sulphide ii 273. 7 tartrate i 92. chloride i 683. ii 336. i 69. pyrazole i 397. phide on TRANS. 91. phide on TRANS. 91. oxide ii 495. drogen sulphide on TRANS. 90. by the presence of TRANS. 552. ii 331. 4.23. ii 332 533. 92. 92. Bismuth thiobromide TRANS. 91. - thiochloride TRANS. 91. ,- thiohalo’id compounds analysis of - thioiodide TRANS. 92. Bismuth-gold alloy ii 392. Bismuthinite from Rosario District Sinaloa Mexico ii 511. Bismu~l~-pallrtdium alloy ii 392. Bismuth-platinum alloy ii 392. Bisphenylazo-a-naphthol di-p -bromo- Bisphenylbenzylazimethylene i 608. Bisphenjlpyrazoline i 249. Bis-1 5-phenylpyrazolone-4-~-pro- Bisphenylsulphone-propane i 230. Bis-iso-propylphenylsulphone i 286.Bispyrazolone from ethylic ket,ipate Bis-p-tolylazo-a-naphthol i 618. Bis-8-m- tolyl-ay-diketohydrindene Bis-p-tolylsulphone-propane i 230. “ Bisuiphazolidine,” i 576. Bitumens origin of ii 115. Biuramine i 418. Biuret behariour of in the animal organism ii 280. Biuretdimethylcne i 446. Bleaching powder detection and esti- mation of chlorate in ii 527. Blende cadmiferous from Mies Bohe- mia ii 505. Blood action of intravenous injection of sodium chloride on the composi- tion of ii 173 362. - action of on starch ii M3. - alkalinity of ii 121. - arterial and venous urea in - coagulation of the ii 52. - corpuscles estimation of ii 122. - red percentage of nitrogen in in iieaith and disease ii 24. - defibrinated amount of nitrogen in ii 123 - disappearance of leucocytes from after the injection of peptone ii 79.TRANS. 93. i 619. pionic acid i 395. osazone i 173. i 536. ii 236. - estimation of fibrin in ii 300. - estimation of urea in ii 299. - gases exchange of in brain and muscle ii 231 435. - influence of the intravenous injection of d-glucose on ii 76. - - of brain and muscle in rest and activity ii 231. - d-glucose in ii 405. - glycogen in the ii 233. - glycolysis in ii 361. - human in disease ii 123.INDEX OF Blood in anomia ii 24. - in cancer ii 280. - influence of carbonic anhydride and oxygen on the coagulation of ii 78. - leuceemic ii 128. - neurine in ii 454. - serum determination of the osmotic pressure of by the cryoscopic method ii 7. - preaence of saccharifying en- zymes in ii 53. - stains medico-legal detection of ii 376.- sugar in after bleeding ii 24. Bocconia fmctescens alkalo’ids of i 689. Bocconine i 689. Boiling point apparatus for the deter- mination of iuolecular weight ii 479 480. - melting point and solubility change of ii 107. - points deterniimtion of by the dynamical methocI ii 379. - law of corresponding ii 37 70 154. Boleite ii 115. Bone-black analysis of ii 416. Bones of a mummy analysis of ii 456. - of wild and tame rabbits ii 519. Borates lowering of the freezing point Borax as a standard alkali ii 368. Boric acid action of thionyl chloride Borneol combination of with aluminiulu - from d-eucalyptene i 674. Boron diethoxyfluoride i 452. - dimethoxyfluoride i 452. - displacement of cerbon from fused cast iron by ii 220 270. - estimation of in organic fluorine compounds i 453.- ethoxydifluoride i 452. - fluoride action of on organic com- pounds i 451. - methoxjdifluoride i 452. - steel ii 269. Boxwood action of nitric acid on Brain blood gases of the in rest and - calcareous concretions in the - exchange of blood gases in the “ Brazilite,” ii 505. “ Brilliant-green,” action of bromine on “ Brilliant-yellow,” constitution of deri- by ii 156. on ii 43. chloride i 60. i 323. activit.y ii 231. ii 53. ii 231 4 5 . i 56. vatives of i 135. SUBJECTS. 61 9 Bromal hydrate thermal behrtviour of Bromine atomic refraction of ii 430. - chlorine and iodine estimation of in their admixed silver salts ii 459. - edimation of in orgmic com- pounds ii 326. - estimation of in presence of chlo- rine ii 289. - rate of escape of from aqueous solutions of wrying co=lcentration TRAKS.874 879. - solubility of in carbon bisulphidc a t low temperatures ii 489. Brown-coal tar i 258. -- quinoline bases in,& 244. Brucine compound of with 1 3 5- - hydropolysulphide i 443. Burner for monochromatic (sodium) Butanetetracarboxyltimide i 335. Butanetetracmboxylimide i 336. Butane tetracarboxyldiphenylimide Butanetetracsrboxylic acid diamic acid - - dianilic acid of i 336. - acids i 335. B u tau ete t racarbox ylphen y lh y drazid e i 336. Butinenecarboxylic acid i 510. Butter detection of margarine in ii 145. - effect on of feeding with sesanie and cotton cakes ii 299. - estimation of fatty acids soluble in water containing sulphuric acid ii 539. - modification of the Reichert-Meissl method of analysis of ii 95.- of southern and mid-Sweden “ baryta number ” of ii 374. - testing for foreign fats ii 145. - volatile fatty acids in periodic estimation during a year of the ii 95. iso-Butylacetic acid affinity constant of ii 253. iso-ButyIalIylcai~binol i 198. iso-Butylallylcarbinylic acetate i 198. iso-Butylamyl rotatory power of ii 97. iso-B utylanhydrodibenzilacetoacetic acid PBOC. 1895 147 Butylbenzene amido- i 633. - nitro- i 633. iso-Butylbenzene amido- i 683. - nitro- i 633. iso-Butjlcarbamide TRALNS. 559. sec- B u t y lcarbamide Titans. 560. iso-Butylcitraconic acid i 207. - anhjdride i 207. on solidification ii 378. trinitrobenzene i 653. light ii 345. i 336. of i 336.620 INDEX OF SUBJECTS. iso-Butylenediphenyldisulphone i 286. $-Butylenediphenyldisulphone i 286.iso-Butyleneglycollic nitrite i 23. Butylenic dibromide bromo- i 16. Butylic acetylhydroxybutyrate rotatory - acetylmalate rotatov power of - alcohol heat of vaporisation of - diacetyltartrate i 174. - dipropionyltartrate i 174. - 'divrtleryltrtrtrate i 174. - I-ethoxysuccinate TRANS . 973. - a-hydroxybutyrate physical pro- perties of i 410. - malatc rotatory power of ii 251. - Z-me thox y succinate TR AN s . ,971. - tartrate i 174. ko-Butylic acetylhydroxybutyrate rota- - aciciyltartrates rotatory power of - alcohol heat of vaporisation of - amjlic ether b. p. sp. gr. and - a-bromobutyrate rotatory power - butyrylhydroxybutyrate rotatory - carnyholate i 295. - caproylhydroxybutyrate rotatory - a-chlorobutynte rotatory power - cyanacetoacetate i 649.- diacetyltartrate i 211. - dibenzoyltartrate i 268. - dibutyryltartrate i 211. - di-iso-butyryltartrate i 211. - dicaproyltartrate i 211. - dipropionyltartrate i 211 - divaleryltartrate i 211. - di-iso-valeryltartrate i 211. - d-ethoxysuccinate TRANS. 974. - I-ethoxysuccinate TRANS. 974. - a-hydroxybutyrate physical pro- - nitro-iso-butyrate rotatory power - nonanog Iliydroxybulpate rotatory - d-phenjlbromacet.ate i 461. - propionylhy droxybutyrate rota- - valerylhydrosybutyrte rotatory sec-Butylic alcohol nitro- i 638. -I bromide TRANS. 265. to-Butylideneacetone i 643. iso-Butylidenephenylhydraeine i 475. power of ii 471. ii 251. ii 101. tory power of. ii 371 472. ii 195. ii 101. rotatory power of i 318. of ii 472. power of ii 472. power of ii 472.of ii 472. perties of i 410. of ii 472. power of >i 472. tory power of ii 472. power of ii 472. iso-Eutylideneacetoxime i 643. Butylnitramine i 589. iso-Butylnitramine i S89. aec-Butylnitramine i 589. p-iso-Butylphenol bromo- and dibromo- i. 273. ab-sec-Butylphenylcarbainide TRANS. 561. ab-sec-Butylphenylurea TRANS. 56 1. p-iso-Butylsalicylaldehyde and its de- rivatives i 222. - o-bromo- i 222. p-iso-Butylsalicy!aldoxime i 222. - o-bromo i 223. p-iso-Butylsalicylonitrile i 222. sec-Butylthiourea TRANS. 559. iso- Butyltripiperidine-1-phosphoniuni Butylurea TRANS. 560. iso-Butylurea THANE. 559. Butyramide heat of formation of iso-Butyramide hea! of formation of Butyranilide heat of formation of Butyric acid affinity constant of - anhydride a-bromo- i 17.- chloride reduction of PROC. iso-Butyric acid affinity constant of - anhydride a-bromo- i 1'7. Butyronitrile physiological action of Go-Butyro-m-toluidide i 572. But,yrjlbutyric acid i 479. Butyrylphenylhydrazine i 649. iso-Butyrylphenylhydrazine i 649. iodide i 683. ii 483. ii 483. ii 483. ii 258. 1895,216. ii 253. ii 238. C. Cactus alkaloyds i 120. Cadaverine from putrid horseflesh Cadmiferous blende from Mies Bohe- Cadmium action of nitrous acid on - action of on moist nitrous oxide - arsenite ii 218. - diammonium chloride ii 11. - dichromate mercury cyanide i 196. mitt ii 505. ii 316. ii 495. " Y ii 356. - isomomhiam of with met.als of the zinc series' ii 309.' - d-la.ctate TRANS. 626. - potassium dichromatte ii 355.INDEX OF SUBJECTS. 621 Cadmium salicplate i 281.- ualts refractive indices of aqueous - separation of arsenic antimony or - separation of bismuth from ii 331. - separation of copper from ii 21.6 - separation of lead from ii 332. - separation of mercury from,ii 532. - thiohypophosphates ii 389. - titration of with sodium sulphide Caesium bromide heat of formation of - cobalt bromides ii 166. - chlorides ii 166. - - iodide ii 166. - dinitrosoferrothiosulphonate - ferric hromides ii 165. - - chlorides ii 165. - heptanitrosoferrothiosulphonate - iodide heat of formation of - - m.p. of ii 36. - - molecular volume of ii 264. - nickel bromide ii 166. - - chloride ii 166. -oxide action of hydrogen on - preparation and sp. gr. of ii 389. - sulphate mol. refraction of dis- - thallium bromides ii 398 399. - - cldorides ii 398 399.- iodide ii 399. Ceffearine i 629. Caffei’ne chloro- action of metallic cy- - physiological action of - derivatives of i 116. Caffe’inecarboxylamide i 628. Caffebecarboxylic acid i 629. Caffeylmethylamine i 629. Calcium arsenites ii 218. - bromide alcoholat,e of ii 390. - carbide action of absolute alcohol - heat of formation of ii 341. - properties of ii 265. - carbonate estimation of in soils - chloride m.p. of ii 36 339. -.- - mol. refraction of dissolved TPAhh’B. 836 844 864. - - solutions freezing points heat of dissolution and densities of solutions of ii 33. tin from ii 89. 371. ii ,64. ii 265. ii 451. ii 451. ii 264. ii 265. solved TRANS. 838. anides on i 628. ii 238. on i 259. ii 245. ii 208. Calcium chloride Solutions volumes of - citrate presence of in plants - cupriferrocyanide i 407.- cuproferrocyanide i 407. - effect of on the development o€ the organised structures of the cell ii 457. between 100” aud 150’) ii 307. ii 27. - estimation volumetric of ii 327. - ethoxide i 259. - Z-lactate TRANS. 626. - oxide action of dry hydrogen - assimilation of in the body - - compound of with alcohol - - estimation of in quicklime - oxybromide formation and thermo- - thermal constants of ii 301. - oxyiodide thermochemistry of - phosphate and carbonate effect of - effect of the addition of to - - in milk ii 122. - removal of the phosphoric acid from as alkali phosphate ii 112. - plumbates ii 14. - rottlerin TRANS. 235. - salts action of on the animal - - action of on the herbage of - separation qualitative of barium - silicate heat of formation of - specific ionic velocity of ii 477.- sulphate anhydrous solubility of - tartrarsenite TRANS. 103. - triphosphate ii 446. Calculi uric acid piperazine as a solvent Calibration of measuring vcssels appa- Callopisma vitellinum ethylic pulpah Calomel electrode (cell) ii 377. Cdorimetric behaviour of saline solu- CaZyeium chlorinum vulpic acid from CaZycium Stenhammari calycin from Ctlmphane series action of nitrous wid chloride on PBOC. 1894 240. during disease ii 120. ii 341. ii 186. chemistry of ii 45. ii 45 304. on live weight ii 173. food ii 121. organism ii 53. meadows ii 458. and strontium from ii 461. ii 306. ii 350. for in urine ii 56. ratus for ii 368. and calycin in i 298. tions ii 255. i 298. i 298. on the oximes of i 426.622 INDEX OF SUBJECTS.Camphene constitution of i 428 675. - a-dichloro- PROC. 1895 57. Camphenesulphonamide a-chloro- - +hloro- PROC. 1895 58. Camphenesulphonic chloride a-chloro- - - /I-chloro- PROC. 1895 57. Camphenone i 61 382. - bromo- i 382. Camphenoxime action of nitrous acid on i 426. - action of phosphorus pentachloride on i 382. Camphenylnitramine i 426. Camphocarboxylic acid action of phe- nylic isocyanate on i 679. iso-Campholactone i 296. a-Carnpholenamide i 6i6. Campholenamides i 241 552. Campholene i 140,240. - derivatives i 675. iso-Campholene i 240. Campholenes i 240. Campholenic acid action of heat on - constitution of i 240. - - heat of formation of ii 436. - -- nitroso- constitution of i 677. - acids i 241 552. - - heat of dissolution and neu- tidisation of ii 434.- derivatives i 623. - lnctone heat of formation of a-Campholenic acid i 676. - - constitution of i 4.28 675. @-Campholenio acid i 676. - constitution of i 428 675. @-Campholenonitrile preparation of Campholic acid action of phenylic iso- - constitution of i 428,675. - ethereal salts of i 295. - - heat of formation of ii 436. - - metallic salts of i 295. - preparation of i 241. - reduction of i 241. - anhydride i 383. - anilide i 383. - cyanide i 383. - yhenylhydrazide i 383. iso-Campholic acid i 61. is0 Campholimide i 62. Cuinpholytic acid dibromide i 187. allo-Campholytic acid TRANS. 341. -7 dibromide TRANS. 343. cis-Campholytic acid i 295. cistrans-Campholytic acid derivatives PROC. 1895 57. PROC. 1895 57. i 240 624.ii 484. 1 427. cyanate on i 679. of i 296. iso-Campholytic acid i 295. - identity of camphothetic acid Camphor i 426. - amido- action of nitrous acid on - iso-amido- i 427 - constitution of i 428 675. --.rr-bromo- dextrorotatory TBANS. - mcemic TRANS. 387. - bromonitro- PRO~. 1805 34. - chloro- combination of with alu- - r-chloro- dextrorotatory TRANS. - inactive TRANS. 378. - chlorobromo- action of nitric acid - ar-chlorobromo- TRANS. 393. - ra-chlorobronio- TRANS. 397. - combination of with aluminium - constitution of i 240 428 675. - conversion of into an isomeric un- - a-dibromo- action of nitric acid on - derivatives of PBOC. 189S,4 - ar-dibromo- TRANS. 391. - ar-dichloro- TRANS. 389. - whalogcn derivatives of TRSKS. - isomeric sulphonic chlorides derived - nitro- i 60. - iso-nitroso- i 623.- anhydride of i 623. - eeries action of nitrous acid on - bromine derivatives of the - sulphonic derivatives of TRANS. Camphor from d-eucnlptene i 674. Camphoraldehyde i 62.- Cainphoranic acid i 243. d- Camphor-p-bromophenylhydrazone Campharic acid i 187 295. - r-bromo- derivatives of - - - from the oxidation of r-di-bromocampbor PROC. 1805 33. - constitution of TRANS. 345 ; i 188,428 552 675. - oxidation of i 678. - - oxidution products of i 553. Camphoric amide action of potassium Camphoric anhjdride action of on with TRANS. 347. i 61 382. 382. minium chloride i 60. 377. on Paoa. 1895 6. chloride i 60. saturated compound i 426. PEOC. 1805 5. 371. from PROC. 1895 57. the oximes of i 426. i 382. 354. i 675. PROC. 1895 88. hypobromite on i 383.lNDEX OF WBJECTS.623 benzene in presence of aluminium chloride i 108. Camphoric anhydride action of hydro- xylamine on i 382. - - bromo- i 154. -.- - - preparation of i 154. - ?r-bronio- PROC. 1895 34. Camphoric dionilide i 296. Cainphorimidazolone i 440. Camphorimine i 426. - nitrate i 426. Camphoronic acid i 242. - - and its optical isomerides - constitution of i 679. - chloride acid formed by the action i-Ca.mphoronic acid barium and calcium Camphoroxinie i 427 624. - action of nitrous acid on i 426. d-Camphorsemicarbazone i 675. Camphorsulphonic bromide bromo- - chloro- TRANS. 369. - - dextrorotatory preparation - optically inactire prepara- - chloride dextrorotatory prepara- - - optically inactive prepara- p chlorides chloro- and bromo- pre- Camphorylhpdroxamic acid i 383.Camphorylhydroxylamine i 382. Csrnphothetic acid i 295. - identity of with wo-campho- lytic acid TRANS. 34’7. Camphylic acid bromo- PROC. 1895,Z I.. - sulphochloride Pn~c. 1895 Cananga essence of i 425 551. Cancer the blood i i ii 280. Candelaria concolor calycin from,& 298. ‘‘ Cannabeae,” i 623. Cannabis indica alkaloyds of i 631. - - essence of i 623. Cannabis satwa alkaloids of i 631. Capillarity chnnges of with teinpera- Capric acid affinity constant of ii 253. Caproic acid P-bronio- i 206. - ap-dibromo- i 806. Capronitrile physiological action of Caprylic acid affinity constant of - - amido- i 82. Carbamidc acetate i 270. i 188. of bromine on i 188. salts of i 188 242. TRANS. 367. of TRANS. 364. tion of TBANS. 359.tion of TRANS. 358. tion of TRANS. 357. paration of TRANS. 356. - sulpho- i 154. 24. ture ii 40. ii 238. ii 653. Carbnniide action of nitroeyl ch?oride on TRANS. 490. - amidoacetate i 270. - conversion of into cyanamide i 411. - glycollate i 270. - hydrogen malonate i 270. - substitution derivatives of TRANS. - transformation of ammonium cya- - See also Urea. Carbamidoazo-iso-butpmide i 252. Carbamidoazo-iso-butyronitrile i 252. Carbamidohgdrazo-iso- butyramide Carbamidohydrazo-iso-butyronitrile Carbaminazoimide i 252. Carbazole a colour reaction of; i 422. Carbodiphenylimide action of sodium ethoxidc on i 277. - dihydrochloride i 277. Carbodiphenylimides space isomerism of i 42. Carboditolylamides space isomerism of i 42. Carbohydrates and fat relation of to the decomposition of albumin ill the human body ii 505.- effect of on the production of sugar in the urine ii 406. - estimation of ii 94. - from fungi i 323. - mehbolism cf; and the liver - of normal urine ii 83. - of the gum of Acacia decurrens - of yeast i 166. - prepared from formaldehyde - sparing influence of on protei‘ds Carbohydrazirnide i 30. Carbon alleged separation of in the cyanogen flame TRANS. 1061. - and its compounds action of alu- minium on ii 167. - and sulphur combination of ni- trogen with ii 495. - atomic refraction of ii 48 430. - atoms asymmetric in the same molecule superposition of the optical effect-s of ii 149 195. - biaulphide action of argon on ii 498. 556. nate into TRANS. 746. i 252. i 252. ii 360. ii 285. i 44.4. ii 78. action of heat on ii 312.action of nitrogen on ii 495. solubility of substances in a t - - - magnetic rotation of ii 474. - bivalent in isocyanides i 9. - low temperatures i; 489.624 INDEX OF SUBJECTS. Carbon displacement of from fused cast iron by boron and silicon ii 220 270. - electrodes variations observed in the spectra of ii 432. - estimation colorirnetei-s for ii 416. - estimation of in iron i& 330 531. - estimation of in steel ii 86 292. - monosulphide ii 222. - sesquisulphide ii 313. - tetrabromide i 123. - tetrachloride i 128. - tetriodidu i 123. - volatilisation of ii 164. Carbonates and caustic alkalis in mix- tures estimation of ii 63 64. Carbonic acid imido-derivatives of i 277. Carbonic anhydride absorption roeffi- cient of in water a t the freezing point ii 104.- - apparatus for the estimation of ii 31. - electrical conductivity of aqueous solutions of ii 100. - - estimation gravimetric of ii 460. - estimation of in the air ii 33. - exchanges of plants ii 520. - - hydrate of ii 44. - in the critical state ii 71. - - influence of on the coagula- - liquefied analysis of ii 532. - rate of escape of from aque- ~ U S solutions of varying concentra- tion TRANS. 874 879. - reduction of at the ordinary temperature ii 348. - solid ii 497. -- low temperatures at- tainable with ii 498. - - - temperature of under atmospheric pressure ii 498. - specific heat of at constant volume ii 69. - temperature and the output of ii 452. - vegetable principles which decompose wit.h evolution of ii 124. Cdrhonic oxide elimination of from ketonic compounds i 329.- nitrogen oxides formed during the combustion of in air ii 6%. - physiological action of ii 407. Carbonyl bromide i 317. - chloride action of on derivatives of sulphonic and eulpliinic acids i 287. - chlorobromicle i 317. tion of blood ii 78. Carbonyl nitride i 12. Carbon;rldicarbainide behaviour of in the animal organism ii 280. Carbophenylimide isomeric modifica- tions of i 415. Carboxyanilidcecetic wid i 145. Carboxyethyl-o-amido-p-toluamicie Carminic acid i 67. - anilide of i 68. Carnie acid i 76. Carniferriii. i. '76. i 524. Carone constitution of i 152 549 551. - dinit.rin i 380. - dinitrosone i 380. d-Carone bisnitroso- i 379. 7 ap. gr. and rotatory power of i-Carone bisnitroho- i 379. -_ semicarbazide i 379. 1-Carone properties of i 379.Caronedinitrosylic acid i 380. Caroneoxime i 152. Ctlrvacrol ttmido- i 546. - methyl ether i 546. - bromo- i 54'7. - - methyl ether i 547. Carvenone i 622. - oxirne and semicarbmones of - physical properties of i 673. Carveol methyl ether i 59. - nitroso- i 380. Carvestrene i 153. - dihydrobromide and dihydro- chloride i 152. Carvone constitution of i 673. - pentabromides i 522. .- series brominated derivatives of - tetrabromides crystallography of - tribronde i 621. - racemic action of ammonia - tribromides crystallography of i-Carvone dibromide crystallography of Carvotanacetone i 620. 7 oxime and semicarbazones of - physical properties of i 673. Carylamine i 152. Ctise'in behaviour of in ammoniacal magnesium chloride solution i 692. - behaviour of the phosphorus of in peptic digestion ii 54 119.- of human milk ii 54. Case'inogen action of rennet and related ferments on ii 80. i 379. i 672. i 621. i 622 on j 622. i 622. i 622. i 67'2.INDEX OF SUBJECTS. 62 5 Cassia oil of o-coumaraldehyde methyl Centrifugal nppmatus ii 216. Cassiterite ii 275. Castor oil analysis of ii 147. Ceritc earths ii 353 393 443. - detection of in copaiba - metals ii 352,393 448. - oxides ii 449. Catechol action of chlorine on i 131. C'erimn atomic weight of ii 352 353 - action of phthalic chloride on 393. - compounds ii 15. - cordensation of glyoxylic ncicl - estimation volumetric of ii 353. - qualitative tests for ii 15. - dibromo- i 456. - resolution of ii 352 353 393. - halogen derivatives of i 456. I - separation of from other metals of - phosphite i 23.the same group ii 15. - sulphite i 23. __. sulphate. ii 352 393. - trichloro- i 456. - trichloride heptahydrate of ii 15. Cathode discharge action of on some Cerium-yttrium group not yet tho- salts ii 150. roughly characterised elements of Cathodes polarisation with solid and with liquid ii 67. - perfectly characterisecl ele- Celestite from Giershagen Westphalia ii 505. Cerous hydroxide colour of ii 16. Cell effect of calcium and magnesium 1 Cetmvia jzcniperiaa var. pinastri acid on the development of the organised structures of the ii 457. Cetvarin pinustvi pigment of i 297. Cell-membrane of fungi ii 323. Cetylic nitrite i 23. - of fungi and chitin i 80,166 Charcoal action of sulphuric mid on 323. 1 i 229. - of fungi presence of chitin I - ammonia and nitrogen oxides in ii 408.formed during the combustion of in Cell. See also battery galvauic cell. j air ii 62. Cells animal andvegetable distribution - mood gases from a t a high tem- of assimilated iron compounds other I perature ii 109. than hsemoglobin and hamatins in I Chay root colouring and other prin- ii 518. -. containing chromophyll the sepa- Cheese analysis of ii 539. ration of oxygen by ii 26. - making application of gas analysis Cellulose acetylation of TRANS. 44'7. - action of fuaed potash on i 167. - vegetable ii 130. - chemistry of TRANS. 433. Chelcrythrine i 689. - electrochemical phenomena of 1 Chelidamic acid TRANS. 403. TBANI. 436 449. 1 Chelidonine reactions for with phenols - fungus- nitrogenous compound ' ii 336.from i 80. Chemical action influence of magnetism - products of the hydrolysis of i 199. - hydrolysis and hydration of - change and electrolytic change TRANS. 441. I unity of TEANS. 1139. - - and the conditions which ii 213. determine it nature of TRANS. taining ii 434. 1 - - effect of " impurity " in con- - - electromotive eBciency in ~ TRASS. 1147. influence of moisture on its hydrolysis TRANS. 74. - tetrncetate TRANS. 448. 1 - - a-Cellulose i 166. TRAKS. 1139. constitution and latent heat of &Cellulose i 166. 1 - Celluloses classification of TRAKS. fusion relationships between TRANS. - distillation of with sulphuric acid 1 - equilibria as temperature functions ether from i 279. I - force action of on chemical sye- tems ii 490. balsam and croton oil ii 147.i 219. with i 171. TRANS. 477. inents of TRANS. 475. from i 299. ciples contained in TRANS. 817. to ii 148. on ii 152. 1 - affinity nature of TRANS. 1124. nitro- estimation of nitrogen in - - researches on explosives con- 1122. - oxidation of i 587. ditioning TBANS. 1139. sulphuric acid and the products of - 439. 315. j 640. i ii 211. VOL. LXVIII. ii. 4662 6 IXDEX OF SUBJECTS. - R’cdon of fused potash on i 167. - and the cell membrane of fungi Chitosan i 167 &41. Chloral nitrite i 2.3. Chloranil action of hydrazine liydmtc Chloranilic acid m. p. of ii 379. Chlorate detection and estimation of in bleaching powder ii 527. Chlorides effect of on vegetation and on the amount of starch in potatoes ii 61. i 80 166 223 ; ii 408. on i 27. Chlorine atomic refraction of ii 430.- bromine and iodine estimation of in the admixed silver salts ii 459. - detection and estimation of in pse- sence of iodine ii 248. - detection of in methylcne blue ii 182. - estimation of bromine in presence of ii 289. - estimation of in commercial iodinc ii 136. - estimation of in organic com- pounds ii 182 326. - estimation of in organic coni- pounds with hydrogen peroxide ii 2444. - estiniation of in urine ii 62. - estimation of in wool grease ii 326. - estimation of small quantities of in fats ii 85. - rate of escape of from aqueous solutions of varying concentration TRANS. 874 879. - specific ionic velocity of ii 47’7. Chloroform electrolysis of the vapour of ii 476. Chlorophyll i 296 624. - from spinach i 389. - protective action of tlie cyanic Chlorophylls i 380.- from lucerne i 389. - presence of several distinct in tlie Cholic acid blue iodide of i 313,322. Choline alleged ready conversion of - from putrid Iioiweflesk i 196. - occnrrence of in seeds of plants Chondroitin-sulphuric acid i 254. colouring matters on ii 27. same vegetable species i 66. into neiirine i 200. ii 364. -estimation of in clirorne ore ii 294. - formate i 15. - hydroxide iiioleciilai* changes in - separation qualitative of iron mid - titration of with sodium sulpliiclc Chroiniuni-bases constitntion of ii 47. Chromium-zinc alloy ii 351. Chromophyll the separation of oxygen by cells containing ii 26. Clirjsanthemine i 631. Chrysocetraric acid i 299. Chrysophanic wid i 298. Chrysophmoliydroanhhranone i 292. Chrysophenin const.itution of i 135.Cicuta virosa poisonous corrstitnents of i 680. Cicutoxin i 681. Cinchona alkaldids eonstitntion of tllc additive coinpoiinds of with ethylic iodide i ’75. ii 501. aluminium from ii 88. ii 64. Cinclionic acid ethochloride i 76. Cinchonicine i 688. - ethiodide i 689. - ethobromide i 689. - methiodide i 659. - iiiethochloride i 689. - zinc chloride i 689. Cinchonigine i 404. Cinchonine constitution of i 434 483. - ethiodide constitution of i 76. - hydrochloro- i 630. - oxidation of i 483. - reduction of i 579 630 631 68s. - trihydriodo- action of water OD Cinchotenine i 254 483. - derivatives of i 403. etliiodides of i 403. - ethplic salt of i 483. - oxidation of i 484. - phenplliydrazones of i 435. Cincliotine action of hydriodic acid on Cincliotoxine i 434.- nitroso- i 435. - phenylhydrazone i 435. Cinnamaldehyde fseezing point of anti-Cinnamaldoxime i 138. Cinnamamide dibromo- i 365. Cinnamene action of nitroua acid 011 i 456. i 76. - i 403. i. 272; ii 207.IYTDEX OF SUBJECTS. 627 Cinnamenc action of sulphu~ on i 338 Cirinainic acid 3 6-broiiionif YO- - derivatives i 364. - - isomeric dicliloride of i 663. - polymerisation of i 279. - acids biomo- con3titutioii of tlie CinnamoylanisoYl conilcnsations with Cinnainojl-p-iodoaniline i 365. ab-Cinnamoyl a-naplithyltliiocaYbnuiiilr CinnRn~oy lplien ylcarbamlille ab- Cii~namoylpheiiglthiocai~l>aiuide Cinnamoylthiocai~bimide cleriratires of Cinnamo y 1 tliioiir ea TRAY s . 10 4.8. Cinnanioyl-P-tliiourethaue TRAM. Cinnamoyl-o- toluicline i 365.Cinnamoyl-p-toluidine i 365. Ciniiamoyltoluresinotannol i 189. a b - Cin n amoy l-o- toly 1 thiocarbamide ab- Cinnnmoyl-p-tolyltliiocai~ba~ide Cinnamoy ltriiiiethyl diliydi*oquiuoline Cinnamoyl-.tn-xylidine i 365. Cinnamoyl-p-xylidine i 365. do-Cinnamylideneacetic acid i 470. - molecular change iii on ex- Cinnamylideneacetoplienone i 563. C'innamylideneacetoplienon eoxinie Cinnsmylideneacetoxime i 562. Cinnamylidenebenzoylhjdi-azinc i 35. Cinnamylidene-2 P-dinitroplienylhydr- Cinnamylidenenialoiiic acid i 470. Cinnamylidenemalonylhydrazinc i 264. Ciniit~mylicleneoxal~lhydrazine i 2G4. Cinnamylidenepicrylhydrazine i 28. Cinnamylidenesucciny lhydrazine i 264<. Citrszinimide i 157. Citric acid action of antimonious oxidc - action of :menious anhyclridc - in milk ii 122.Citronellal occurrence of in leinon oil Cilru.9 attranfauin Chinetasis levulose Cladonia coccifera coccellic acid from Clark cell E.M.F. of ii 4i5. 510. i 282. i 223. i 49. TR-kXS. 1048. 1047. TRANS. 1046. TRANS. 1046. TR 4s B. 1049. TRANS. 104.7. TRANS 1047. i 392. posure to sunlight i 454. i 563. azine i 28. on the d t s of TRANS. 1030. on the salts of TRAXS. 1033. i 352. from the dried peel of ii 129. i 299. Clark cell E.M.F. of when producing LL Cbt 0imp.r prpzirea cell membrane of CEvite discovery of helium in TRASS. - helium in ii 347. - spectrum of the gas from TRANS. 1108; ii 431. Ciinoclase ii 507. Clostr/&im Pastettria?i.uilt ii 284. Coagulation and synthesised colloi'de i 48L ; ii 4541. - of arsenious solutions TRASS. 63. - of blood ii 52. - of fibrinogen ii 235.- of milk ii 122. - of protei'ds by mechanicd means Coal action of water on ii 264. - estiruation of phosphorus in ii 328. Coal-gas ammonia and nitrogen oxides formed during the combustion of in air ii 62. -7 estiination of sn~phurous and sulphuric anhydrides in the products of contbustion of ii 368. - flame chemistry and struc- tiwe of TRANS. 1049 j ii 478. _I ..- - structure and chemistry of the non-luminoiu TRANS. 1051 ; PROC. 1895 72. Coal-tai; bases from i 390. Cobalt action of nitrous oxide on ii 312. - action of on fused amiiioniuin salts PROC. 1895 114. - ammonium dichromate ii 355. - arsenites ii 218. - atomic weight of ii 267 318. - cesium bromides ii 166. - chlorides ii 166. _I- iodide ii 166. - chloride and manganese clilorirlz - molecular refraction oE clis- - dichromate mercury cyanide - estimation colorimetric of in its - oxidising action of ammonia solu-.- separation of aiasenic antimony oil - separation of bismuth fmm ii 422 - separation electrolytic of zinc - separation (qualitative) of nickcl current ii 34. ii 323. 1107. i 254. mixed crystals of ii 209. solved TRANS. 836 844. ii 356. ores ii 534. tion on Paoc. 1895 9. tin from ii 89. 423. from ii 89. from ii 247. 46-2628 INDEX OF SUBJECTS. Cobalt sodium triphosphate ii 446. - specific ionic velocity of ii 477. - sulphide behaviour of with alkali sulphides ii 355. - formation of in solution ii 228. - sulpbide properties of a t thc moment of its formation ii 228. - titration of with sodium eulpllide ii 64. Cobdt-bases constitution of ii 47.Cobaltous cliloride compounds of mitli Coca leaves from Java rolatile principles Cocaine decomposition of in the animal - detection of in the animal body - technical preparation of froin its Coccellic acid i 299. Cocoa estimation of theobroiniiie in - nutritive valne of ii 61. Coerulein condensation of r i t h aniline - constitution of i 424. Coffee new alkaloyd cont-ainecl in i 629. - production of pjridine i n the roasting of i 624. Coke amnionin and nitrogen oxides formed during the combustion of in air ii 62. ii 328. metallic bases ii 121 122. of ii 365. body ii 336. ii 336. associated alkalo’ids i 76. ii 542. i 424. - estimation of plioepliorus in Colchicine detection of ii 300. Collidine a new i 390. Collo’ids coaguhtion of i 324. - Grimaux’P i 314.- synthesised and coagulation i 484 - - physiological action of Colostrum of the cow ii 81. Colouring matters from Lomatin ilici- f o l i a and L. longifolicr TRANS. 7’84. - - of marine Algse ii 27. - yellow compounds of with acids TRANS. 644. - principles of chay root TBAXS. 817. - - of the wood of As~iocai.prs integrtfolia TRANS. 937. Combustion gain of weight in lecture experiments on ii 261. -in air secondary products con- taining nitrogen formed during ii 61. - incomplete of some gaseous cn~bon compounde PBOC. 1894,179. ii 454. ii 454. Combustion incornpIete oxidation by Conienic acid synthesis of i 22. Compounds unsaturated attempts to resolve into optically active con- stituents ii 98. Conductivity. See Electricnl conduc- Conicehe i 253. Coniine action of hydrogen peroxide - enistencc of in Sarnbmvs iaigva - pure dextrorotatory i 116.v-Coniine i 253. Conium alkalofds i 253. “ Consohie,” ii 157. Conrolvulin composition and products of the hydrolysis of i 119. Copaiba balsam detection of castor oil in ii 147. Copellidine action of hydrogen per- oxide on i 653. iso-Copellidine i 683. Copellidines. stereoisomeric i 683. Copellidinesulphonic acid i 683. Copper action of nitric acid on - action of nitrous oxide on - action of on fused ammonium - action of on the animal organism - action of the halogen compounds - American refined analysis of - ammonium dichromate ii 355. - nrsenites ii 218. - bullion estimation of tellurium in - chloride double salts of ii 46. - - lipdrat,es of ii 227 269. - - molecular refraction of dis- solved TRAXS.836 844. -- cpanides double i 485. - detection and estimation of in oils ii 463. - detection and eatimation of small qnrmtities of araenic in ii 31. - dichromate ii 355. - - mercury cyanide ii 356. - estimation electrolytic of in am- - ferrocyanide ammonia i M7. - ferrocyanides crystalline i 405. - freezing poiat of TRAXS. 190. - hydroxide recipitated crystalli- - iodide from Broken Bill N.S.W. i 271. ti\it;v. on i 479. i 433. ii 164. ii 312. PaltP PROC. 1895 114. ii 321. of phosphorus on ii 392. ii 186. ii 289. maniacal sold ion ii 139. sation of ii 261. ii 504.INDEX OF SUBJECTS. 629 - triphosphate ii 444. - met assay of ii 419. - See also Cupric and Cuprous. Coppcr-aluminium alloylr ii 351 392. Copper-tin alloy SnCu3 ii 351. Copper-titanium alloy ii 169.Coppcr-zinc alloy Zn&u ii 353. -- analysis of ii 186. Corallin and dyes associated with it Corpses detection and estimation of - examination of for alkalo’ids and Corundum artificial ii 2i5. - pyrogenetic ii 276. Corybulbine TRANS. 25. - action of hydrogen ioilidc on - hydrochloride TRAM.. 27. - methiodide TRANS. 28. - platinochloride TRANS. 27. - aulpliate TRANS. 27. Corydalic mid TRAXS. 23. Corydaline TRANS. 17 21. - action of chlorine on TRANS. - chloro- TBAXS. 17. - oxidation of with potassiuiii per- unganate TRANS. 17. i 667. strychnine in ii 542. glueosides ii 465. TRANa. 28. 17. Copper nitrate basic ii 315. ; Coi-ydaline specific 1-otation of TRANS. - phosphides ii 392. 17. 7 salts absorption spectra of dilute I Coq-ilalinic acid action of hgdrogen solutions of ii 433. - separation of antiniony froin - - constitution of TRANS.24. ii 89 422. ’ Corphlis cnva alkaloids of TRANS. 25. - separation of arsenic froui ii 89 I Cotinine rotatory power of i 116. 461. I - dibromo- rotator? power of - separation of cadmium fro in^ 1 i 116. ii 246 371. j Cot0 bark true crystalline constituents - separation of manganese from of i 110. ii 332 419. I Coto’in compound of with phenylcou- - separation of mercury froin malin i 554. ii 533. Cotton cake effect on butter of feeding - separation of nickel froni ii 246. / - separation of tin from ii 89 422 I - dyed with alizarin analyses of - separation of zinc from ii 243. o-Coumnraldehyde methyl ether from - specific ionic velocity of ii 477. I - sulphate commercial detection of j - - - oxime and phenylhydr- iron in ii 534.I azone of i 279. - elcctrolpis of hot solntioiia Coumaran i 280. of ii 4. -7 estimation of ii 14.0. - rapour-pressure of the coin- - thc hydrobromic acid test for i 475. - thernial concluctirity of ii 69. - thiohypophosphate ii 13. - titration of with sodiuni sulphicle 1 p-Cresotic acid salts of i 366. ioclicle on TBANS. 21. with ii 299. 463. i 108. oil of cassia i 289. Coumarin formation velocity of i 140. - new synthesis of i 419. Coumarincarboxylates i 419. 1 Counarone action of nitrous acid on ‘ - constitution of i 533. \ - nitrosite of i 475. Cow colostrum of ii 81. bined water in ii 486. ii 330. ii 64. I m-Cresotic acid basic bismuth salt of y-Cresotic acid basic bismuth salt of i 92. i 92.Critical dens it^ ii 6. - state ii 6 71. - temperature ii 6. Crossite fi*om Berkeley California Croton oil detection of castor oil in - vesicating constituent of - resin i 680. Crotonic acid dibromo- from tetrolic acid i 531. - tetrabromo- i 692. Ciyohydrates of pairs of compounds ii 438. Cryosalts ii 438. $‘ Crystal violet,” action of bromine on i 56. Crystallisation emission of light during ii 66 429. -influence of low temperatures on the laws of ii 42. Crystallography use of the globe in the study of PROC. 1894 226. Crystals formation of at the bottom of a solution heavier than themselves ii 384. ii 513. ii 147. i 680.630 INDEX OF SUBJECTS. Cyystals mixed of pairs of isomoiphous snlts. solubility of ii 7. Cryoscopic behaviour of substances Irnvicg a constitution similar to that of the sol~ent ii 205.- behaviour the volume changes attending the mixture o€ liquids in relation to ii 6. - molecular weight determinations ii 41. - properties and rotatory pomer connectiou betweell ii 194. Cryoscoy~ p-xjlene as a cLolrent in ii 20'7. - See also freezing point. Cubebin i 24. - dibromo- i 24. Czrclcrhita pepo crystalline nitrogen compounds in the eeed!ings of ii 84. Cunieagite ii 115. Ui7lliiiiSlbenzo'iii~zine i 607. 4- C iuinylnitramin e i 274. Cupramnionium acetate i 330. - double salts i 320 330. - forrnochlo~ide i 329. - lactobromide i 330. - lactochloride i 330. - propionobromide i 329. Cupric liydride ii 268. Cupriferrocyanides i 406. Cuprocassiterite from the Blncli Hills Cnprofenocyanides i 406. Cnprous oxidc action of nitrous oxide - selenide crystallisation of - sulphide crystallisation of Cuprousacetyvlcarbamide i 270.Currants analysis of ii 366. Cnskhygrine i 310. Cpnacethydrazide i 263. Cysaacetoacetic acid action of phenj-l- hydrazine on the ethereal Ealts of i 648. Cyanacetonephenylhydrazone i 583. Cymacetophenone isonitroso- i 584. Cgzlnacetophenonepheny IhSdmzone CSanacetSlacetonebSd~zine i 263. Cyanal i 258. - acetate i 258. - propionate i 258. Cyanamide conversion of caybamide - derivativcs of i 461. Cyanic colouring matters physiological Cyanides electrolytic dissociation of Dakota ii 21. OD ii 312. ii 391. ii 391. i 584. into i 411. meaning of ii 27. ii 478. C'paiiidcs iiictallic action of picric acid - - :tctioii of reducing agents on i.sn-Cpauides bivalent cwbon contained ~-C~~no-~~~-beiizvlncetoplie~ione i 361.C'gnnoc:tfl'e'!'iie i'; 628. - phpiological actiou of ii 238. a-Cpmocinnamide i 651. a-Cyaiiocleoxybenzo~Ii i 555. o-Cyaiiodiphenylmet~iaiie i 53. Cpno-ethers i 25'7. iso-Cpioethylic dichloride i 9. a-Cjano-pf urfurylacrylamide i 651. n - C p ano-p- f urfurylacry lic ch !or id c Cjanogctn alleged liberation of carbon - chloride acliou of on ethplic - connpound of aluminium chloride -. conipounds c1i:tnge of in the - incomplete conibnstion of. PROP. Cgaiiomaclurin TRALNS. 939. Cjanoiiietliyl y-tolyl ketone i 684. - - - phenj-lhpdrazone i 585. C'~aiioi~ietli~lenecHml>hor i 64. Cynno-<so-nitrosoacetoliydroxaniic acid a-Cjanoplicnj liiiethyl benzjl ketone ~-C~~no-y-pJiciiyl-~-carbostpi.il i 393. iso-C'yanophenSlpyru~~i~~i~e i.102. - nitro- i 102. Cpiio-iso-quinoline i 3'33. CSaiio-11z-~ylylideuephehnlidc i 536. - dinitro- 1 536. Cyaiiuric acid prepration of PBOC. Cj-aphenine i 34.1. - trinitro- i 3M. c') cloheuane isomerides of i 454. Cyclopentenedicarboxylic acid conwr- sion of pintelic acid into i 338. A1-1 2-Cyclopentenedicarboxylic acid i 338. - anlydride i 338. C ( ? / p h e l i ~ i chI.~~soCepJLi(IZi~n vulyic acid from i 298. C'gstein formation of a-thiopropionic acid from i 691. Cpts owrim collciid niaterial fornied in ii 361. CJ tisine i 254. - and nlerine identity of i 119. - brolnination of i 159. - identity of scopdine with i 159. - reactions of i 169. sincl picrates on j 131. i 121. in i It. i 651. fioix in flnnirs "SANS. 1C61. ether i 257. nith i 637.boclj ii 238. 1804,180. i 11. i 585. 1895 148.INDEX OF D Daniel1 cell E.M.F. of ii 475. Daph~iia action of drugs on the heart Daturic acid i 331. Dnvyn froin Vesurius ii 50. Deacon process crystallised products Decarbusneiin i 290. Decylene magnetic rotation of TRANS. of ii 57. formed in the ii 75. 257. SUBJECTS. 631 3iacetosymetslioxynaphthalene iodo- Ueliydrodioxjdinaphthjlic sulphide i 104 237. - plienylhydrazide of i 104. Dehydronicotine constitution of i 309. Density and mo!ecular weight of liquid :ind solid substances relation bctween ii 307. - critical il 6. - of saturated ~apoi~rs ii 842. Dcoxybenzo~n action of sodinin et1:- - action of sodium inethoxide on Deoxybenzohbenzylideneacetophenone DeoxybenzoXnbenzjlideneace tylacetone Deox-jbenzo’inbenzylidene-p-methoxy - DeosybenzoIn-~-cinnalnoylaniso‘il i 49.Desj-lacetic acid TRANS. 137. Desyleneacetic acid TRANS. 137. Desylenemalonic acid TEAKS. 135. Deviation molecular and molecular rotation ii 473. Dextrose. See Glucose. Diabetes excretion of acetone aceto- acetic acid and P-hjdroxgbutyric acid in ii 281. - infiueuce of levulose in ii 281 520. - metabolism in ii 406. a-Diacetonitrile (labile) i 582. - action of cltrbanil on i 583. &Dimetonitrile (stable) i 583. - action of carbnnil on i 583. - action of c~~rbonyl cliloride on - action of cpnamide on i 583. - action of diazobenzene chloride on - action of ethylic chlorooarbonate - action of Lydrazine sdphnte on - and benzalclehyde condensation - bromo- i 582. oxide on TRANS. 604. TRANS. 605. i 43.i 50. acetoplienone i 49. i 582. i 583. on i 582. i 583. of i 584. - chlol*o- i 688. i 237. Iiacetyl aldol of i 647. Xacetylacetone action of diazobenzene chloride OD i 499. liacetjlacetonc condensatioa of with etliylic acetoacetnte i 499. - preparation of i 498. Diacetylace tonedioximc i 498. - anhydride i 498. Diacetylrtconitine TRAXS. 462. Diacetylnmidocsrvacrol methyl ether Diacetyl-p-amidophenylaummine i 184. Diacetyl-1 -amidophenylmethy lcarbinol Diacety l-p-amidophenylthiocarb ainide Diacety l-p -amidophenylthiocarbimide Diaoetylbenzwonine T1{.4N8. 459. Diacetylbenzeneazo-@-naphthsqui1101 Diacetylbenzenel~ydrszo-r9-naphtha- Diacetylbenzophenonedicnrboxylic acid Diacetylbenzyl-o-amidobenzylaniline Diacetyl-2,-iso-bu tjlsalicylaldeliyde Diacetylcreatine i 310.Diacetyl-4 2’-diamidobenzophenone Diacetyl-2 4’-diamidodiphenylmeth- Diacetyl-4 4’-diamidodipbenylmeth- Diacetyldiamidoditolylmethane i 148. Diacetyl-p-cliamidophenylic bisulphide - su!phi:le i €4’7. Diacet~ldibenzo~lacetoae i 4!19. Diacetyldi-o-brommilme i 5\34. Discetyldif nrfuryldihydrotetr~zine Diacetyldif urf~iryl-iso-dihyclrotetrazine Diacetyldifurfurylirnidine i 2171. Diacetyl-2 3-&hydroxyanthacene Diacetyl-1 2-dihydroxy-3 4-naplitli- Diacety l-aS-di~y clrox~naphthaphen- 1 2-Diacetyl-3 4-dirnethylpyrazolone Diacet~ldiphenylketipamidonitrile Diacetyldi-p-tolenylhydrazidine i 137. D iace t y le tlijlimidoe t hy1 thio urazole i 546. i 178. i 184. i 184. i 617. quiuol i 61 7. i 422. i 133. i 222. i 233. ane i 233. me i 233. i 87. i 271. i 271.i 5441. acridone i 107. azine i 616. i 687. i 102. i 408.632 INDEX OF SUBJECTS. Diacetylgallic acid i 283 420. Diacetyl-o-hydroxybenzgl-o-phenylenc- . oxide. i. 364. ~iacet~ylhydroxylapacliol TRANS. 791. Dincetylilicene i 182. ; Dianilinedipheiiylamine-n-phosphinc dinmine i 346. Diace6ylimidodithiourazole i 401. Diacetylmethyl -p-amidophen ylcsrbinol DiacetSlnaphtliazariii i 613. - chloi - i 613. Diacetyl-1 3-naphthylcnedia~ine Diacetylphenyldithiourazole i 402. u~-Dittcetylphenylhydrazine t ribromo- 1 2-Diacetyl-3-phenyl-iso-l>yrazolone Diacetylphthalylhydrazide i 335. Diacetylphyscion i 299. Diacetylpinoresinol i 109. Diacetylquiiionedioxime stereoisomeric Diacetylracemic nitrile i 28. Diacetylt.liymoquinonoxinie isomeric Diacetyltoluquinol nitro- i 513.Diacidyltartratcs i 173. Diallyl magnetic rotation of TRAXS. Diamide inetallic double salts of Diamido-ethers i 170. Diamines action of chloroform and potash on i 568. - aromatic action of saligeniii on i 346. o-Diamines i 57. - aromatic oxidation of i 24 25. - conversion of hydrazincs into Diammoniuin (hydrazine) caclmiuin - double inetallic salts of ii 10. - mercuric chloride ii 11. - stannous chlorides ii 11. - zinc chloride ii 11. Diamyl rotatory p3wer of ii 07. &o-Diamyl amido- i 633. - nitro- i 633. Diamylacetic acid rotstoi-y poiver of Di-;so-amylcarbamide TRANS. 564. Diamylcne magnetic rotation of Diamyloxymethane i 14. Di-Go-amylures TRANS. 564. Dianilidobenzene bromo-1 3-diiiitro- Dianilidodi-a-naphthylthiocai-bainide Diaiiilidonitroquinone i 513.i 178. i 668. i 604. i 687. form of i 217. forms of i 529. 258. ii 10. i 520. chloride ii 11. ii 149. TRANS. 257. i 212. i 601. I > - Dianiline-n-phosphinic acid di-p- Diastase action of on starch TRASS. - action of on starch paste in thv - in blood-serum and diva ii 53. - of kiln-dried mdt action of on - - - - action of,on staidi TRANS. 707 ?Pe. Diazoacetylmethane i 328. Diazoamidobenzene m-dinitro in. 11 of TRANS. 51. - o-dinitro- preparation and proper- ties of TRANS. 52. - p-dinitro- i 215. - - m. p. of TRANS. 50. - 0-nitro- i 216. Diazoamidobenzenec dinitro- acbion of phthalic chloride on i 134. - isomeric dinitro- and their me!t- ing points TRANS. 50. Diazoamidomesitylene p-nitro- i 331. 8-Djazoamidonaphthalene dichlorodibromo- TRANS. 91 1. Diazoamidotoluene p-nitro- i 351.Diazobenzene alkyho salts of i 215. - aniline chloride i 2$5. - benzenesulphinic acids of deriva- - bromide i 350. - tribromo- i 350. - chloride diiodo- i 350. trichloro- i 350. - cyanide hydrocyanide i 348. - - p-chloro- and p-nitro- i 348. - derivatives stereoisomerism of - ethyl ether p-nitro- i 216. - iodide diiodo- i 350. - methyl ether i 216. - - --nitro- i 134 216. - nitrate 2 4-dinitro- i 30. cliloro- i 364. 702 739. cold TRANS. 309. illdtOSe ?'RAN$. 743. 1 1 4 4- tives of i 371. - i 371. o-nitro- 216. -- - - p-nitro- explosiveness of i 275. - potassium sulphitcs the isonicric i 274. - salts mononitro- action of etliylic cyanacetate on i 274. adi-Diazobenzene cyanide chloro- i 348. - - nitro- i 349. iso-Diazobenzene hydroxide p-nitro-.conversion of into p-nitrodiphenyl i. 289. piperidine salt of - - - i 351.INDEX OF SUBJECTS. 633 sp-L)iazobenze cuprobromide i 519. - p-bromo- i 520. - cyanide chloro- i 348. - nitro- i 349. Diazobenzene-p-acetotoluidide i 347. Diazobenzcnc- y-diazotolueneanilide Diazobenzene-p-diazotoluenetoliiidide Diazobrnzenesulplionic acid action of at-Diazobenzenesulpbonic acicl action of ndi-Diazobenzenesulphonic a d socl- syn-Diazobenzenesulplionic acid sodium i 215. i 215. soda on i 369. alcohols on i 620. ium ealt of i 665. salt of. i. 665. I I ~- Diazobenzenet.olylgn~iiidine cliloro- i 659. Diazochlorides aromatic masimuiu temperature of formation and tem- perature of decomposition of i 514. Diazo-compounds i 350. - - action of ethylic cyanacetate on i 659.- aromatic i 215. - - action of alkali sul- phites on i 370. - -constitution of i 515 616 661. - fatty action of alkali sul- pliites on i 652. - - normal i 516. I_- constitution of i 349. - stereoisomeric formation of - stereoisomerism of i 189. - - theory of i 274. iso-Diazo-compounds chancres occurring in the conversion of 7nta normal compounds i 350. Diazocyanides stereoisomeric i 348. Diazo-derivatives isomeric i 661. Diazo-ethers configuration of i 26. - - isomerism of i 369. Diszohalogen salts constitution of i 349. Diazohalold compounds i 516. iso-Diazo-hydrates constitution of i 450. - - conversion of into clcrivatives of diphenyl i 289. Diazometliane i 493. - preparation properties and reac- tions of i 329. -’ synthesis or i 494. Diazonaphthaleue methyl ether i 216.Diazonium compounds i 516. Diazo-salts i 274. 7- ulkylic i 215. dyes from i 26. - - anhydrous preparation of i 669. Diazosulphanilic acid and its stereoiso- - constitution of i 664. - acids isomerism of i 369. Dibenzamide behaviour of in the - synthesis of i 289. Dibenzenylamidosime thiomrbonate Dibenzhydroxamic acid i 39. Dibei~zo~l-~-ar~bicoclilo~l i. 331. meric salts i 664. animal organism ii 230. i 662. Dibenz~yl-&iso-butylsalicylaldehyde i. 222. Dibenzoylcarbamide action of heat 011 DibenzoylcotoYn i 110. Dibenzoyl-*-diamidohexane i 261. Dibenzoyl-X-diamidohexane i 261. Dibenzoyldipiperidyl i 434. llibenzoylhydrazine di-*it-nitro- i 277. - di-o-nitro- i 277. - di-p-nitro- i 277. - symnietrical i 34. Dibenzoylilicene i 182. Dibenzoylmethylpiperazine i 570.Dibenzoyl-p-nitrosoaniline i 698. Dibenzo y loctohy h-or-quino yuinoline Dibcnzoyl-o-phenolbenzylamine i 537. Dibenzoylphenyle thylenediamine i 273. - trinitro- i 274. Dibenzoylphenylmethtme Paoc. 1896 Dibenzoylyhyscion i 299. Dibenzoylpinoresinol i 109. Dibenzoy lquinone- his-amidobenzoic Dibenzoyltartaric acid i 267. - anhydride i 267. Dibenzojlthiocarbamide i 461. Dibenzo~lxylosocl~loral i 321. Dibenz-p- toliiliydi.oxyl~mines i 41. Dibenzyl amido- i 634. - nitro- i 634. Dibenzyl ketone action of etliylic oxa- late on i 373. Dibenzylumine o-nitro- i 307. Dibenzylbenzenes synthesis of i 130 Dibenzyl-p- iso- butylsalicylaldehyde i 223. Dibenzyldisulphonic acid dinitro- i 287. Dibenzylidene.o-amidobenzyl-~-ghene- tylhydrazine i 32. Di benzylideneamidobenzylphenylhyclra- zine i 32.Di benzy lidenedipheny 1 hydroteti*azone action of alcoholic potash on TRASS. 61 1. Dibenzylidenerbsaniline dinitro- i 234. Dibenzyllophonium benzoate TBANS. i 305. 1 244. 147. acid i 533. 42.634 INDEX OP SUBJECTS. Dibenzyllophoniuni cliloride TRANS. 36. - dibenzoate TRANS. 4*1. - hydroxide TRANS. 40. - nitrate TRANS. 42. DibcnzyloxnlJrlcarboxjlic acid lactoiic Di-iso-butoxymethane i 14. iso-Dibutyl umiclo- i 633. - cliarnido- i 633. - dinitro- i 633. - nitro- i 633. at-Di-iso-butylcarbamide TRANS. 560. crb-ni-sec-bLztylcarbamide TRANS. 561. Di-tert-butylcarbamide symmetrical p-Di-iso butylclisalicylalclehyde i 222. cib-Di-,iso-butyiiirea TRANS. 560. ab-l)i-sec-butylurea TRANS. 561. Dibutyrylethylenediamine i 431. Dicunipholyl i 384.Dicainpholylic alcohol i 354. Dicarbamide. i 12. Dicarbon compounds fo~mation of from carbon bisulpliide a t low tcm- penitures i 77. P-l)icatecho!acetic acid i 367. Dichromate group specific ionic velocity Uichromates of the heavy nietds Dichlorhyclrin nitrite i 33. Dicinnanioyltartaric anhydride i 268. “ Dicotoi’n,’’ i 110 564. a,b-J)icotoYn i 110. Dicynnogen poisonous action of ii 129. Didyinium oxides ii 449. Diemyctyliis viridesceizs red pigment of Diet standard normal ii 78. Dietlioxjacetone i 334. 1 3-l)ietohoxybenzene 2 4 5-tri- bromo- i 212. Di-p-etlioxydiphenylformazyl formic acid i 575. Di-p-ethoxydiphenylteIrazoliumbetaYnc i 575. Di-p-ethoxy diphenyltetrszoliumcar- boxylic acid chloride i 574. Diethosymethane i 14. uy-Diethosypicoline TRANS.411. Diethoxytrip henylmethane-o-carboxylic Diethyl ketone action of ethylic oxalate Diethylacetic acid affinity constant of p-Diethylamidobenzylamine i 414. Diethylamidohydroxy-iso-butyric acid 91~-l)iethylamidophenol i 146 Diethylomine dithio- i 200. - thio- i 430. of i 100. i 588. of ii 477. ii 355. ii 174. acid i 376. on i 373. ii 253. i 682. Diethylaniline use of for eliminating hydrogen bromide from bromo-com- pounds i 17. 2 4-Diethyldiaaotliiolid-5-on 3-thio- i 578. - bromo- i 578. 1 3-Diethylhexamethylene1 i 454. 1 3-Diethylketohe~nmethylene~ i 454. Diethylmetliylal dichloro- i 267. Diethylphenolphthalei’n i 376. Diethylselenitine hydroxide i 8. Diethylthiocarbiniine bisulphide i 578. Diformylhydrazinc i 263. US-Diformylphenylhydrazine i 354.Dif urfuryldiliydrotetrazine i 271. Difurfurjl-iso-dihFdrotetrazine i 271. Difurfurylhydrezidine i 271. Difurfurjlimidinc i 271. Difurfuryltetrazine i 271. Difurfuryltriazole i 271. Digestibility of pentosans ii 278. Digestion artificial of the nitrogenous constituents of food by Kuhn’s method with pepsin solution ii 516. - comparative of sugar-beet mange1 wurzel and distillery roots ii 452. - gastric of prote‘ids ii 77. - of horny tissue by trichophytic fungi ii 457. - of oats by rabbits ii 120. - of pentosans ii 870,404. - of pseudo-nuctlei’n from case’in - pancreatic leucine from i 83. - of albumin ii 233. - peptic ii 232. - behariour of the phosphoruo Digic acid i 66. Digitogenic acid oxime i 65. 7- preparation of i 65. Digitogenin derivatives i 65. Diglycollic acid tliio- i 82.Diheptenyl i 186. Dihexylic ether i 590. Dihydrocampholenolacttone i 676. - nitroeo- constitution of i 677. Dihydrocampholytic acid amido- de- salts i 8. ii 278. of case’in in ii 119. rivatives of i 187. i 187. inner anhydride of -- Dihydrocarveol constitution of i 675. - hydrobromide glycol from i 550. - oxidation of i 674. Diliydrocarvone a-dibromo- i 551. - a-dichloro- i 551. - diketone from i 675. - h y d robromide cons tit u tion of 7 physical properties of i 673. - tribromide i 622. i 550.INDEX OF SUBJEXTS. 635 i.Dili~di*oc3rr-onr bisnitrosobromo- 1 i 551. I I - dibromo- i 531. - clichloro- i 551. Diliydrocucnr~~laniine i 15.2. Diliydrogljoxslines i 567. Diliydromethglcoun~sran i 279. I Dihyclro-oxalpldibenzyl ketone i 375. Dih~clroplienonaphthacridi~e i 107.I AZlG-Dihydrop!ithnlic acid resolution of. into active coirlponents i 141 153. Diliydrophthaiic acids separation of i 141 153. Dil~~rdropiperon~lenemnlonic acid i 46s. Dilij clroquinoline Konig’s i 69. Dihydroquinolines i 6‘3. - propertics of i 111. Dihydro-iso-thujole i 620. 2:3-Dihydrotoluene7 ti-chloro- i 86. Diliydroxyacetone preparation of i 496. 2 2’-Dihydroxj-4-aniliclonaplithaqui- 2 ;j-Dihydroxgant~racene i 544. 2 2’-Dihydroxjbenzophenone i 233. 2 4’-Diliydroxj benzoplwnone i 233. 3 2‘-l>ihydroxybenzoplienone i 23.3. 4 4‘-Dih~droxybenzophenone i 233. Diligclroxybenzoylbenzoic acids and tlirir bromo-derivatives condensation of i 235. o-Dili~droxybenzylidenedinlvid oethoxy- dimethyldipbenyl i 27. ~-D~li~clroxy~hydrociimpliolenic acid 1 G77.a-it izt i-Dihy drosydilydrocampholenic acid i 676. a-syii-l)ihydrox3.dihpdroca~pholenic acid i 676. Diliy droxy -BB-dina~~thaquinone I)i -p- h ydrox ydina ph t 11 yp I ic bisu 1 phide - dithio- i 104. - sdphide i 104. iso-Diligc~roxyciinaphtli~lic sulphide none i 106. TRANS. 662. i 104. i 104. 4 ~-Dili~drouycliplilenylme thane nitro- i. 233. 3 4-l~iliydrorydipl~e~ylpentamethy- - isomeride of i 666. Di-~~-liydroxpdiphenglforlnazylformic Di-p-li ydroxydiphenylsulphone i 144. Di-p-hydroxydiphenyltetrazoliumbc- c!b-Di-~-hydroxSdi~henSllthi~arbamide np-Dihydroxy-i.so-heptoic acid i 207. Dilijdro-m-xylene 5-chloro- i 86 654. Dihy d roxymc thox ynnph thaq uinone leiic-1-carbonylic acid i 666. acid i 575. take i 574. TRANS. 559. iodo- i 237. Dilydrox ynie tlij lpro p j 1 cl iplicnylsnl- 1 2-Dihydroxy-3 4-n;iplithncridoiic 2 4-Dihydroxynaphthalene 1-amiclo- 2 8’-Dih~droxjnaplithulene-4-sul~~lio- aS-Dihydroxynaphthaphenozinc i 616.1 2-Diliydrox~-l’ 4’-naplitliaqninonr identity of nrtphthazariii with i 151. 7 oxiine of i 151. a/?-Dilrydroxynaphtheurhoclole i 616. ai3-Dihydroxy-iso-octoic acid i 208. Dihydroxyphenylbutyranilide bromo- Dihydrosyphenylbntyric niiliydricic - phenylhydrszidc i 93. Dih y droxyphenglnaplit hj lsulphonc dc - ap-Diliy droxyphen 7 lvsleric acid i 2 25. py-Dihydrosy phenglvalcric acid i 2 25. uy-Dihydroxypicolinic acid TRAXS. Diliydroxyselenounisoil i 341. Diliydroxyselenopheneto’il i 341. Dihjdroxystearic acid i 82. - condensation product of - - natural i 500. Dihydroxptearic acid (?) i 501.Dihydroxystearosulphuric acid i 82. Dihydroxytartayic acid yrcparhtion of iso-Diketocamphoric acid i 676. Diketohexamethylene from succinic acid Dikctonaphthaphenazine i 615. u/3-Diketonaphthaphcnszine7 i 616. Diketone from dihydrocarvonq i 675. a-Diketones i 647. - condensation of o-toluidinr with - coxivcrsion of ketones into i 49‘3. o-Diketones actioii of p-amidophenolo11 i 214. - interaction of with lwiimry amines “PANS. 32. 1 5-Diketones i 48. ye-Dilietosebasic acid i 335. aa-Diketotetrahydronaplithalene oxide - action of o-phenylenediamine Diketoximebehenic acid i 208. Diketoximestearic acid i 205. Dimethoxyacetophenonc i 43. 2 3-Dimetho~yanthracene i 544. 3 5-Dimethoxy-o-bcnzo~lbenzoic acid phone i 471. i lot. i 237 617. nic acid 1-aniido- i 106.i 93. aniidcj- i 93. riratives of i 471. 409. i 501. TEANS. 48. i 339. i 666. i 615. on ii 616. i 233.636 INDEX OF 3 4-Dimetlioxy-o-beiizo~~belizoic acid D i p me thoxycliplien ylf ormazyl hy dride Dimethoxymetbrtnc i ld. ap-Di-~-methoxppliell~lglyoa;nliue p-hy- Di-p-niethoxytolaneureyn i 305. Dimethyl diketone preparation of 2 4-Dimethyl-3-acetylpyrroline i 68. 2 4-Dimethyl-3-acetylpgrroline-5-ca~~- 2 4-Dimethyl 5-acetylpyrroline-3-car- Dimethylacrylic acid prcpaiyttioii of Dimethylalloxan derivatives of i 83. Diuiethylainidoacetone i 688. Dimethylamidoacetoxime i 682. Dimethyl-y-amidobenzaldede con- densation of with m-aniidodimethyl- aniline i 214. - derivatives of i 221. p-Dimethylamidobenzoic acid i 17G. - - reduction of i 91. y-Diinethylamidobenzylamine i 414.p-Dime thylamidobenzjlic aceta tc - alcohol i 176. p-Dimethylamidobenrylidene-p-amido- Dime thylamidocollidine i 569. Uimetliylamidodibenzyldi-~-~~rboxylic Dimethyl-~~~-amiclodiplienylaii~iiie diui- p-Diniethylamidohexal~ydrobenzoic Dime thy lamidohy droxy iso-bu tyric I)imetliyl-nt-aiiiido~lienol i 146. 2-Dimethylaniido-2’-phenylquinoline 2-Dimeti~yla1nido-2‘-phenylquinoline- 4’- a-l)imetlgla~~idoquinoline methiodidc w-Dimethylamido-p-toluamide i 414. w-Dimethylamido-p-toluic acid i 414. Dimethylamice dithio- i 200. - nitration of i 251 261. I)imethylammonium oxalate i 450. Dimethylaniletehylquinonimide i 417. Dimetliylaniline nitroso- action of on inixLures of aromatic aniines and formaldehyde i 213. i 232. i 573. drosulphide i 305. i 499.boxylic acid i 68 bosylic acid i 68. i 17. i 178. dimethjlaniline i 214. acid i 414. tro- i 278. acid i 91. acid i 652. i 72. carboxylic acid i 72. i 156. Diinetliylanilqiiinonimide i 41 6. Dimetlijlanilthymoquinonimide i 117. Dimetliylanil-)n-toluquiiionimide i 416. Dimethylanil-o-t801uquinonimide i 416. Dimethylanil-p-ryloquinonimide i 416. SUBJECTS. Dimetliylaspamgine action of niethylic Dimethylbarbituric acid clichloro- i 83. 2 ~-Dimethylbiaztliioliil-5-on %thio- Dimethylcaybamic cbloride i 450. an-Dimethylcarbamide TRANS. 563. Dimethyldialuric acid i 83. Dimethjldiamidodipheny Imetliane nitro- and dinitiw i 99. Dimetbyldiazidodiphenylmetlijlie oxide i 423. Dimethyldiazidometh ylcliphenjlchloro. methme salts of i 433. Dimethyldiethylp3.raziiie oxidation of i 498.Dimeth~ldinitrosoamidodiplieiiy linetli- ane. i. 99. iodide on i 591 nitro- i 337 - i 576. Dimethyldiphenyldisulplione-p-phen~l- ene diamiue. i. 144. Dimethylethyfcaybinol h a t of vapor- Dimetliylethylpyrazine i 569. Dimethylformamide i 450. Dimethylfurazan i 192. Dimethylglutaranil i 210. Dimethylglutaranilic acid i 210. aa,-Dimethylglutaric acids TBAXS. 416 ; i 210 505. cis-aa2-Diniethylglut~ic acid (malein- oi’d) TRANS. 428; i 210 505. - anhydride TRAM.; 429; i 210 505. trans - aa - Dimekhjlglutsric acid (f u- iuaroi’d) YRBNS. 429 ; i 210 505. isation of ii 101. PB-DiniethSlglutaric acid i 41 1. - anhydride i 411. aa-Dimetliylglutarimide i 210. aa-Dimethylglutar-a-naphthil i 210. aa-Dimethylglutar-/3-naplitliil i 210. aa-Dimethylglutar-a-naphthilic acid aa-Dimetliylglutar-/3-iiaphthilic acid aa-Dimethylglutar-p-tolil i 210.aa-Dimetliylglutar-p-tolilic acid i 210. Dimethylglyoxalidine (Lysidine) i 73. 1 4-Dimethylglyoxaldine i 481. Dimethylheptenylemidine symmetihl salts of i 265. - unsymmetrical salts of i 265. 1 3-Diinetliylhexamethylene i 339. - alcohol i 339. Dimethylimidaxole i 685. Dimethylimidazolone i 685. Dimethylimidazolyl hydrosulpliide 2 5-Dimethylimidodilllethylene trisul- - bromo- i 578. i 810. i 210. i 686. phidc i 577.INDEX OF SUBJECTS. 637 2’ 3’-I)iiiiethylindole spthesis of Diniet.hylisophtlialic acid i 283. 1 3-Dimethylketohexamethylene TRAKS. 349,350 351 ; i 339. 1 3-Dimethylkctohexamethylenc os- ime TEAKS. 351 ; i 339. 3 &Dimethyl - A2 - ketotetrahydroben- zene bromide and dibromide of i 52.i 475. - oxime of i 52. - phenylliydrazone of i 52. 6-Dimethyllevnlinic acid i 207. Dimethylmalonylcarbamide isonitroao-. 1 4-Dimethylnaphthol i 424. 1 4-Dimethylnaphthylsmine i 425. Dimethylnitrobarbituric acid i 88. Dimethgloxalyldibenzyl ketone i 375. Dimethyloxamamide i 450. Dimethyloxamic acid i 450. Diuiet~liyloxaniide unsymmetxical i 450. 2 5 4-Dimethylphen~ldihyd~ogl~ox- aline i 567. Dimethyl-m-phenylenediamine nitro- compound of with symmetrical tri- nitrobcnzene i 653. - p-nitroso- i 599. - symmetrical i 600. - - y-nitroso- i 600. Dimethyl-gw-phenylenedini trosamine nrati-aa’-Dimethylpimelic acid proper- p-uu’-Dimetliylpimelic acid isolation of - - properties of TBBKS. 150. Dimethylpimelie acids crystalline forms of the isomeric PROC.1898 8. an‘-Dimethylpiinelic acids stereoiso- meric TRANS. 139. a~~ti-aa‘.Dimethylpimelic anilide TRANB. 154. p-ua’-Dimethyvlpiinelic anilide TRAXS. 154. Dimethplpinoresinol i 109. Dimethylprotocatechuic acid dibrorno- Dimethylpseudouric acid i 84. Dimethylpyrazine preparation of 3 4-Dimethylp?razolone i 687. - oxidation of i 687. - 4-nitroso- i 687. 3 4-Dimethylpyrazolone-4-azobenzene i 687. ad-Dimethylpyridi ne y-cliloro- T RAKG. 400. Dimethglpyrroline from the d r y distil- lation of ethylic P-amidocrotonate TRANS. 220. i 336. i 699. ties of TRANS. 151. TRAM. 145. i 656. i 569. ‘ Dimetliplquiiiogen,” real natnre of L 3-Dimethylquinophthalone i 566. - nitro- i 566. 1 3-Dimethylquinophthalonesulphonic DimetJijlresacetophenone i 43. ‘ Bl-Dimethylrosinduline,” real nature Dimethylsafraninone i 219.Dimethylsuccinanil i 505. Dimethylsuccinanilic acid i 595. Dimethylsuccin-p-naphthil i 505. Dimeth~lsuccin-~-naphthilic acid Dimetliylsuccin-p-tolil i 505. nimetbylsuccin-p-tolilic acid i 505. Dimethylterephthalic acid i 283. 2 3 5-Dimethylthienyl plieiipl ketone - - - bromo- and its oxime Dilnetli~ltliioc.nrb~inide i 577. Diruet,hhglthiocalaniine bisulpliide Dimpthylthionuric acid ammonium and Dimetliylthiophen from coal tar con- 2 3 5-Dimethylthiopliencarboxpl- 2 3 5-Dimethylt~hiophcncarbonylic - bromo- i 509. I)iinethylthiophens i 509. 2 5 4-Dimethyl-p-tolpldihydPoglpox- Dinietliyltricarball~lic acid i 478. Dimethylurnmil i 84. an-Dimethylma TEAKS. 563,‘ Dimethylvioluyic acid i 8 I 336 337. Dimorphous minerals ii 49.p~I)inaphthadiquinone TUNS. 661. Di-a -naph tli nlidoci t ric acid i .L 06. Dinaphthoxanthone i 107. n-Dinaphthoxyacetic acid i 44. B-Dinaphthoxyacetic acid i. 44. pp-Dinaplithyl TRANS. 656. - and its quinones TRANS. 653. pIS-Dinapht,liSlcarboxSlic acid i 293. D~iiaphtli~lenethiopheu i 105. Di-iso-nitraminebenzylic cyanide i 504. Dinitrosoferroethyl mercaptide ii 451. Dinitrosoferrophenyl mercaptide Dinitrososulphonic acid salts of ii 75. Diorcinol sulphophthalein i 184. Diorcinjlrnethane i 46. Diosina crlla occurrence of liesperidin .Dio$pyt*os kaki mannan as B reserve i 647. acid i 566. of i 611. i 505. i 509. i 509. i 577. barium salts of i 84. stitution of i 509. amide i 509. acid i 509. aline i 567. ii 452. i n the leaves of ii 408. nmterial in the seeds of ii 128.638 INDEX OF Dioxythiazoleacetic acid i 13.Diphenolbiui*et bPhttviour of in the animal orgonisni ii 280. Diphenoxyacetic acid i 44. -__. dibromo- i 44. Diphenoxymethane PROC. 1895,U. Diphenyl p-bromo- i 28!7. - conversion of isodiazohydroxides -p-niti-o- i 289. Diphenyl ketone rcduction of by sodium et'hoxide i 601. Dipiienylacetamidinecarboxylic a d aniline salt of i 266. Diphenacetonitrile i 585. Diphenncylacetic acid and its reduction prodnrts i 666. - - brominated bye-product formed in the preparation of froin bromacetophcnone i 666. Diphenylttcctylenemethylurei'n i 306. Dipheiqlacetjlene-~-naphtliylui~e*in i 306. Diphenjlacetylenephenylurei'n i 306. Diphenylacetyleneuiv'in i 305. Diplienylacetyltartaric acid i 2137. - anhydride i 267.Diphonylamidc tliio- preparation of Diplienylamidineoxalanilide i 170. Diphenylamine 2 4-dinitro- yeduction - oxidation of by iiicoinplete corn- p-Diphenylamine triniti*o- i 514. Diphen ylainine-la-osychlorophosphine Diphenylamine- it-phosphinic acid Diphenglaininepiperidine- it-phosphine a~-niphmylaniliiidole i 46. Diphenylanthrone i 6'71. iso-Diphenjlbenzene identity of with m-Diphenylbenzene i 149. - hromo- i 149. - tetrabromo- i 150. p-Diphenylbenzene p-bromo- i 150. - di-p-homo- i 150. - tetrabromo- i 150. Diphenylbenzenes i 149. 2' 3' l'-Diphenylbenzylteti~hy3ro- Diphenylbiuret behsviour of in the ay-Diphenylbutyrolsctone i 179. Diphen~lbuzylene p.-nitro- i 331. Diphenyl-iso-carbamide p-bromo- m-Diphenjlcnrboxylic acid bromo- into derivatives of i 289. i 132.of i 514. bustion i 272. i 363. i 364. oxide i 364. w-diphenylbenzene i 149. quinozoline i 134. animal organism ii 280. i 416. i 149. SUBJECTS. p-l)iplienylcni.boxylic acid p-bro~ii~- ay-Diphenylcrotolactone i 180. By-Diphenvlcrotolactone TRANS. 137. Diphenyl-2 4-diazthiolid-5-on 3-thio- 4 5-Diplienyldihydro-l 3-~zoxole Diphenyldih ydroisoxazole i 362. Di-~-phenyldisszophenylene TRANS. Diphenylenediamine o-ainido- oxidation Diphenyleiiepyrodiazoline omido- Diphenylformazyl hydride di-m- tint1 Diphenylglycollide i 526. up- 1)ipheny lglyoxaline p-clisulphicle - p-etlioaulphide i 304. - p-hydrosulpliide i 304. - p-methosulphide i 804. - p-snlphonic acid i 304. l~iphenjlhornofluorindine i 220. Diphenyliodonium hydroxide dichloro- - - iododichloro- and ils silts Diplicnylitsconic acid i 143.Diphenglketipamidonitrile i 101. Di phenglketi pamidoni trilesulphonic Diphen~llcetipocliiiiti~ile i 99. 3 5-Diphenjl-A2-ketotetrahydi*oben- Diphenylmethnne o-amido- i 52. - constitution of isomeric synimetri- - 4 4'-diamido- i 232. - 2 4'-dinitro- i 232. - 4 4'-dinitro- i 232. - nitration of i 232. - o-nitro- formation of acridine - preparation of TR-~N?. 827. - tetranitra- i 232. - trinitro- i 232. Di plienylrne thane-o- azodihy drosy ben - Diphenylmethane-o-rtzo-~-naphthol Di phenylmethane-colourin g-matters Uiphenylniethane-3 3-dicarbox>lic Diphenylmctlianesulphone p-diamido- Diphenylmethylolid i 372. rtB-Diphenyl-~~~-naphthglglyoxaline p-etliosulphide i 306. Diphenyloxanthranol chloride i 672. I 150. i 579. 2-amido- i 596.928. product of i 528. i 213. di-p-nitro- i 5'75. i 304. and its salts i 221. i 221. acid i 101. zece i 49. cal di-derivatives of i 232. from i 476. zene i 53. i 53. i 145. acid m. p. of i 148. i 54.INDEX OF SUBJECTS. 639 1 5-Diphenyl-3-oxy-1 2 4-triazole TRANS. 1066 ; PROC. 1898 124. - synthesis of TRANS. 1063. 3 4-Diplienylpentarnetliylenecarboxylic ad-Diphenylplienanthrolins i 72. ad-Diphen yl phenanthroline- y 7'-dicar- Diphenyl-o-phthalide i 290. 2 6-Diphenylpiperidine i 563. Diphenylpiperidyl-iso-carbamide i 416. - p-bromo- i 416. Diphenylpropionyltai%.aric anhydride 2 6-Diphenylpyridine i 563. - methiodide i 563. Diphenylsulphone derivatives of acids isomeric i 666. boxylic acid i 72. i 268. i. 144. 472. Diphenilsulphonediph eny learbamide i.287. Diphenyltetrahydroketotriazine i 460. Diphenyltetrazolium chloride. i 75. Diphcnyltetrazoliumcarboxylic acid - - chloride of i 74. Diphenylthiocarhamide i 461. Diphen yl thioh ydan tohace t ic acid 2 4-Diphenylthioplien i 337. 2 5-Diphenylthiophen i 337. Diphenylthiosemicarbuzide 2 4-dinitro- uP-Diphenyl-p-toluindole i 46. Diphenyl-p-to13 ltetrazolium chloride 1 5-Diphenyl-1 2 4-triazole TRANS. - h ydrocliloride Tit ANS. 1070. - platinochloride TNANS. 1070. 1 5-Diphenyl-l 2 4-triazolecar- boxylic acid TRANS. 1069. Diphthalyl formation of i 376. Dipiperidine dithio- i 200. Dipiperidiiiephosphineoxide i 430. Dipiperidyl and its derivatives i 434. Dipiperidylbutane i 6Sl. Dipiperidglpropane i 681. Dipiperonyleneacetone i 469. - phenylhydrazone i 469.Dipropargyl magnetic rotation of Dipropionitrile i 584. 1 lipropionylbenzophenone i 422. Dipropionylethylenedittmine i 481. Dipropionylilicene i 182. Dipropionyl-4 l-metlylethylglyoxali- Dipropoxymethane i 14. iso-Dipropyl dinitro- i 633. ab-Dipropylcarbamide TRANS. 563. ab-Dipropylnrea TRANS. 563. Dipyridine cobaltous chloride i 121. betahe of i 74. i 13. i 27. i 75. 1068 ; PROC. 1895,124. TRANS. 258. dine 1 452. Dipyridine nickrlous chloride i 122. B-Dipyrogallolacetic acid i 367. Diquinoline cobaltous chloride i 122. Diquinolgl hexabroino- i 566. a-Diresorcinolacetic acid i 367. 8-Vresorcinolacetic acid i 367. Diricinic acid i 82. Di-iso-safrole i 24. Disease assimilation of lime in the body during ii 120. - human blood in ii 123. Dispersion atomic of nitrogen ii 260.- of liquid oxygen ii 471. - of the CH2-group mean value for the ii 65. - rotatoi-y determination of by tlic aid of ray filters ii 1. Dispersive powers of nitrogen coiii- pounds ii 104. Dissociation and heats of solution of sparingly soluble silver salts of fatty acids ii 435. - and optical ~otation of active coni- pounds ii 301. - elcctroljtic ii 36. - - and optical rotation relation between ii 301. - and osinotis pressure cause of ii 308. - - and tempernture relation be- tween ii 208. - - and thz law of dilation in organic solvents ii 302. of cyanides ii 4i8. TRANS. 1124. nomena of ii 105. - - - or ionic hypothesis of - new reaction illustrating the plie- - of gold chloride TRANS. 881. - of liquid moleciiles ii 40. - of liquid nitric peroxide influence of the solvent on the TRANS.794. Dissolution of solids in vapours ii 255. Distillation apparatus for reflux con- densation or ii. 260. - constant ' level apparatus for ii 162. - fractional apparatus for ii 303 - at very low pressures ii 215. - comparison of the methods - dephleginator for ii 303 Dithiazolidine i 576. oa-Dithienyl i 23. Ditolazine [l 3 4 ; 1 3 4 or 1 3 4 ; 1 4 51 i 59. ni-p-tolenylhydrszidine i 137. Di-ptolenylitnidine i 138. Di-m-toluhydroxamic acid i 39. Di-p-toluhydroxamic acid i 39. 387. for ii 304. 804.640 INDEX OF Di-o- toluidinediplienylamine-n-phos- Di-o-toluidocitrazinamide i 157. Di-p-toluoyltartaria anhydride i 268. Ditolyl octohydride i 186. D i p tolylamidineoxalo-p- toluidide Di-p-tolylaniine mamido- i 514. - o-amido- oxidation of i 25.- nitro- and amido-derivatires of Di-p-tolylbiazoxole i 138. n~-o-~-Ditolylcarbaniide TRANS. 582. Di-p-tolyldihydrotetrazine i 188. Di-p-to1.gl-iso-dibydrotetmzine i 13 8. Ditol$glycollide i 526. Ditolylic acid i 526. Di-o-tolyliodonium hydroxide and its Di-p-tolyliodonium h~-droxide and its Ditolylmethane diamido- i 148. D i p tolylsulphonediph enylcarbamide ni-qn-tolylthiocarbamide TRANS. 559. oh-o-p-Ditolylthiocarbarnide TRANS. Di-2)-tolyltet.razine i 3 38. Di-p-tolyltriazole i 138. Q 6-o-p-Ditolylurea TRANS. 562. a-Di-Go-undecylthiocarbamide i 324. Di-iso-valerylidencglutaric acid i 128. - dibromide tetrabromide and dihydrobromide i 128. Dixylidocitrazinamide i 157. Di-o-xylylsulphone i 287. Di-p-xylylsulphone i 287. Dodecairidious acid potassium salt of Dog ethylic sulphide in the urine of - loss of material in the during in- Dolomite ai.tificia1 ii 401.- formation of ii 50. Drainage from cultiviited land ii 138 Drops of molten met~ls regularities in Dropsical fluid albumoses in ii 81. Drying of hygroscopic substances. Dufrenoysite froni the Binnenthal Dulcin i 359. Durene anlidonitro- i 345. iso-Dcrene derivdivee of i 130. - dinitro- i 130. - oxidation of i 130. - oxidation product6 of i 283. Dnrenecarboxylonitrile nitro- i 345. P-iso-Duqlic acid i 130. phine oxide i 384. i 170. i 514. salts i 529. salts i 221. i 288. 558. ii 504. the ii 81. anition ii 78. 458. tho weights of ii 161 203. ii 325. ii 171. SUBJECTS. Dyeing properties of benzeneazoma- c h i n and its homologues TRANS. 936.- - of jack-wood TRANS. 943. - t.lieory of ii 39,108,135 259 668. - Liebermann’s theory of i 108. Dye5 associated with corallin i 667. - formation of from stereoisonieric - phenolic purification of i 667. diazo-compounds i 26. E. Earth nut oil detection of ii 540. Earths rare hietory of TRAWL 470. Ebullition percussive ii 340. EeJLidna egg-shells of ii 54. Egg-shells of Eehidncr and other rerte- bmtes ii 54. Electric potentials in a liquid conductor in uniform movement ii 197. Electric t3ee also thermoelectric. Electrical conductivity ii 252. - and convection in dilute solu- tions of small conductivity ii 252. - in aqueous solutions ii 252. - insufficient purity of the materials employed in the determina- tion of TRANS. 115’7. - - near the critical temperature ii 377.- of acetic acid influence of eiectrolgtes on the ii 67. - of aqueous solutions of car- bonk anhydride ii 100. - of organic salts dependence of on the temperature ii 4. - of permanganic acid ii 451. - - of some ethereal salts of 8-ketonic acids i 649. - oscillations forniation of ozone by the nction of ii 109. Electrocapiliary phenomena ii 303. Electrochemical phenomena of cellu- lose TRANS. 436,449. Electrochemistry ii 99. Electrode calomel constancy of the Electrolysis of copper sulphate ii 4. - of gases ii 475. - of nitrosylsulphuric acid in 4- - limits of ii 151. - Ruclorffs process of for analpie Electrolytes and metals potential dif- - determination of the resistance of - influence of on the conductivity ii 377. phuric acid solution ii 10. ii 139. ferences between ii 35.ii 35. of acetic acid ii 68.INDEX OF SUBJECTS. 641 Electrolytes nature of TRANS. 1133. - thermoelectric phenomena be- Electroljtic change and chemical change - conductivity of rosaniline and re- I- dissociation ii 36. - - and optical rotation relation - and osmotic pmsmre cause - and tempemture relation -.- - and the law of dilution in - hypothesis of TRbNS. 1124. - of cyanides ii 478. Electromotive efficiency of chemical - force of an iodine cell PROC. - - of the Clark cell when pro- - of the Clark Qouy and Elemelit new from bauxite ii 313. Elements chemical classification of - colour of in relation to atomic - melting points of as a clue to their - -. periodic arrangement of ii 310 - principles of anew system of ii 72. - refraction equivalents of and the - rble of atomic heat in the periodic -volume changes in during melt- Elements galvanic.See Galvanic ele- Elpidite from Greedand ii 401. Emetine i 118. Emoidiii methyl ether TRANS. 1088. Emalsin action of on glucosides i 7. Entropy and the principle of nuximum Enzyme from yeast i 489. - of Schizo-saccharoi~~~~c.es octosporus and of Saccharoirzyces Marxianus ii 322. Enzymes action of on glucosides &c. i 6. -influence of configuration on the action of i 6 161,441. - of yeaat i 162,429. Eosin constitution of i 234. <pichlorhydrin polymerides of i 408. hpididgmite froin Greenland ii 23. tween ii 152. unity of TRANS. 1139. lated compounds i 540. between ii 301. of ii 308. between ii 203 organic solvents ii 302. change TRANS. 1147. 1895 30.ducing a current ii 34. Ilaniell cells ii 475. ii 72 310 440 491. weight ii 441. genesis ii 340. 440 491. periodic law PROC. 1896 10. series of the ii. 198. ing ii 5. ments. work ii 42. VOL. LHVIII. ii. Epiethylin i 5. Epithelium ciliated chemical stimula- tion of ii 80. Equilibria chemical as temperature functions ii. 211. Equilibrium between liquid and solid phases ii 1st). Erythrocellulose i 166. Erythrodextrin I i 492. Erythrodextrin Ira i 492. Erythrodextrin 110 i 492. Eschscho Itzia ca I ifor R i m alkaloTds of i 689 690. Eseramine i 436. Eseridine i 436. Eserine- blue i 436. Eseroline i 436. Essence of Canunga i 425,551. - of roots of Polygala ii 364. - of Ylangylrtng i 243. Ethane critical density of ii 379. - dinitro- preparation of i 4. - liquid i 77. - physical constants of i 1 122.- sodionitro- i 197. Ethane te tncarboxylic acid etliereul salts of TRANS. 768. Ethenylphenyliodonium nitmte di- chlor- i 635. Ethenylic trisulpliide i 585. Ethereal acid yltartrates secondavy -hydrogen sulphates in uimine ii 35. Ethereal oils. See Oils Ether~al. Ethereal salts formation of i 499. - molecular surface energy of - rate of hydrolysis of some Etherification and hydrolysis i 533. - influence of the substitution of halogens in acids on the rate of ii 159. - of aromntic acids i 93 228 4%. - - - - tlie law of i 93. - velocity of. Bee'Velocity of etheri- Ethers action of bromine on in pre- - aromatic action of phosphorus Ethoxalyl-o-amidobenzaldehyde i 261. o-Etlioxpcetophenone i 113. E thoxyallyhethoxyetliox~benzene pEthoxyazobenzene i 353.Etlioxybenzeneazoacetowetic acid o-Ethoxybenzoylacetone and its phenyl- i 210. ii 40. ii 107. ficatios. sence of sulphur i 317. pentachloride on i 511. i 657. i 575. imide i. 113. m- Ethoxybenzylideneamidoacetsl i 624. 47642 INDEX OF - - - ~ m-Etlioxycinnamic acid i 663. Etb oxydimethyldiphenyl diarnido- i 27. Ethoxyclimethyldiplienylamine nmido- i 27. 2-Ethoxy-4 6-diniethylpgridine from the dry distillation of ethylic fl amido- crotonate TRANS. 221. i. 553. E thoxydiphenylquinoxaline ch I oro- 4-Ethoxy-1 2-diphenyltrinzine i 231. ‘2 2’-Ethoxyeth~ltetrahydro-iso-qi~ino- Ethoxgforniamidincl i 12. Ethoxymethylenecamphoi*. i 64. 5 3-Ethoxgmetliyl-l-p-ethoxyphenyl- pyrazole i 398. .- 4-nitro- i 398. 5 3-Ethoxymethyl-l-p-hpdroxyphenyl- pyrazole i 398.5 3 l-Ethoxymethylplienylpyraxole i 396. Ethoxymet~hylplithalimide i 626. Ethoxymethjlaulphone derivatives of i 85. 2 Z’-Ethoxymethyltetruhydro-iao-qui- noline i 626. - oxidation of i 626. l-Etlioxpaphthalene 4 2-iodonitro- TRAKS. 913. 2-Ethoxynaphthalene sulphonation of PROC. 1895 49. 2 1 3’-Ethoryiiaplithalcnedisul~~on- amide Paoc. 1895 51. 2 1 3’-Ethoxynaphthalenediaulphon- anilide PROC. 1895 51. 2 1’ 3’- EthoxyaaphthalenedisnI- phonic acid PRoc. 1895 51. - chloride PROC. 1895 51. 2 3 3’-Ethoxynaplithalenedisul- phonic chloride PBOC. 1895,5‘2. 2 1-Et~IioxynaphthalenesulpI1onamide PROC. 1895 52. 2 1’-Ethoxyuaphthalenesulphonamide - nitro- PROC. 1898 49. 2 2’-Ethoxpnapbtl1alenesulphonamide 2 3’-Etliox~naphtlialenesulpliona1llide - 1-broino- PRoC.1895 50. - nitro- PROC. 1895 50. 2 1 -E thoxpaph thalenes ulphonanilide 2 1’-EthoxyntLplithalenesulphonanilide 2 2’-Ethoxynaplithalenesulphonanilide 2 3’-Ethox~naphthalenesulplion~nil- 2 l-Etlios) nnphtholenesulphonic acid line i 626. PROC. 1895 49. PI~oc. 1895 53. PROC. 1895 50. PROC. 1805 52. PROC. 1895 49. PROC. 1805 50. ide PHOC. 1895 50. UBJECTS. isomeric change of into the 2 1’- acid PROC. 1895,51. chloridt:,’l?!aoc. 1895 51. 2 1-Ethoxvnaphtlialenesulplioiiic 2 l’-EthoxgnaphthHlenesi~p~ioiiic acid - nitro- PROC. 1895 49. - chloride PRO~. 1895 49. - - nitro- PROC. 1895 49. 2 2’-Etlioxynapthalenesulphonic chlo- 2 3‘-Ethoxynaphthalenesulphonic chlo- - 1-broino- PROC. 1895 50. -- nitro- PRO~. 1895 50. Ethoxy-a-naphthaquinone iodo- i 237.Ethoxynicotinic acid i 2441. 6-E t hoxyphenopjridazole i 303. m-Ethoxyphenylcrotonic acid i 663. Ethoxyphenylmaleic acid salts of i 103. - anhydride i 103. Ethoxyphenylmalei’namide i 103. E thoxyphenylmale’inbenzoylimide 4’-o-Ethoxyphenylq~~inaldinesulphonic 5-Ethoxyphthalic acid i 626. Ethoxy-iao-quinoline i 684. 2-Ethoxy-iso-quinoline i 625. - ethiodide i 625. - methiodide i 625. Ethoxyquinoxaline trichloro- i 511. d-Ethoxysuccinic acid TRANS. 967. Z-Ethoxjsuccinic acid TRANS. 967. i-Ethoxysuccinic acid resolution of Ethoxysuccinic acids actiw ethereal Ethoxysulphonetliylenesulphinic lsc- 2-Ethoxytetrahydr0-i~0-quinoline Ethoxythiophosphambenzene i 463. Ethoxy thiophosphazo-p-chlorobenzene Ethoxythiophospliazo-o-toluene i 463. Ethoxythiophosphazo-p-toluene i 463.E thoxythiophosphazo trimethylbenzene Ethoxp-p-toluamide i 414. w-Ethoxy-p-toluic acid i 414. Ethoxytoluquinonetoluidide i 27. a-Ethylacetylacetone i 502. Ethylamidoctlffeine i 116. ’2-Ethylamido-4 5-diphenyldihydro- 1 3-azothioleY i 597. 2-Ethylamido-4 5-diphenyldihydro- 1 Sazoxole i 597. 6 1 2 3 5-Ethvlemidoethylketodi- hydropyridineiarboxylic acid i 559. Ethylamine action of on benzile TRANS. 43. PROC. 1895 49. ride PROC. 1895 50. ride PROC.; 1895 50. i 103. acid i 113. TRANS. 960. salts of TRANS. 957. tone polymeric i 85. i 626. i 463. i 464.INDEX OF SUBJECTS. 64 3 Ethylamgl rotatory power of ii 97. Et,liylanliydrodibenzileacctoacetic acid Et.~ylaailine-p-nitroJo- salts of i 508. Ethylanishydroxamic acids i 38. Ethylapoquinine i 436. Ethylbenzene sulplionation of PROC.Etliylbenzeue-o- sulphonamide YBOC. Etliylbenzene-p-sulphonamide PROC. Ethylbenzene-o-sulphonic acid PROC. - chloride PROC. 1895 48. Ethylbenzene-p-sulphonic acid PBOC. - chloride PROC. 1895 48. a-Ethylbenzhydroxamic acid i 38. B-Ethvlbenzhvdroxamir acid. i. 38. YROC. 1895 147. 1895 48. 1895 48. 1S95,48. 1895 48. 1895 48. ~.Eth~lbenzh~droxilnepropidllic acid i. 125. Etliylbenzoxime-iso-butyric acid i 522. n 6 -E thy lhenzy lcarbaiii ide TR ANS . 562. nb-Ethylbenzylurea TRANS. 562. Ethyl-iso-butylacetic acid i 499. - anilide i 500. E thyl-iso-butylbromacetic chloride E tliyl-iso-carbanilide i 277. Etl~ylcinchotenine ethiodides and salts 3-Ethyldiketotetraliydroquinazoline v-Etliyl-as-d iphenjlglyoxaline p-hydro- - p-methosulphide i 305.Ethyldiphenyloxamide i 218. Ethyl- 1 5-diplienyl-3-oxy triazole Ethylditliiourazole i 401. - nitroso- i 401. Ethylemetonium hydroxide i 119. - iodide i 119. Ethylene behaviour cf with boron fluoride i 453. - incomplete combustion of PROC. 1894,179. - Ethylenecatechol i 19. - nitro- i 19. Ethylenechlorhydrin nitrite i 23. Ethylenedianthranilic acid i 536. - synthesis of indigo from Ethylenedicyanhjdrin i 21 - diacetyl derivative of i 21. - dibenzoyl derivative of i 21. a-Ethylenedihydroxylamine dihydyo- Ethylenediphenyldisulplione homo- Ethylenediquinol i 19. i 500. of i 403. i 306. sulphide i 305. TEANS. 1064. i 536. bromide TRANS. 1018. logues of i 286. Ethylenediquinol ticetgl bromacetjl Ethyleneditolylclisulplioi~e homologues Et1,ylenic acetonitrite i 23.- bromacetate i 19. - dibromosuccinate i IS. - diphenylmalei'nate i 18. - fumarate i 18. - glycol action of chlorine on - phenylic ether of YROC. - glycollate i 17. - isodibromosuccinate i 18. - malehate i 18. - oxalate i 17. - oxide action of hydrouylamine on TRANS. 1019. - - action of phenol on i 320. - action of phenylhydrazine on i 320. -action of piperidine and of pyridiiie on i 319. - polymerisation of i 320. - reactions of i 319. - succinate preparation and consti- Ethylencmethylal i 266. l-Ethyl-2-ethylimido-5-thio-3 4-dithi- Ethyleuxanthone dibromo- i 554. n-Ethyl-d-glucoside i 439. Ethylglycollic acid behaviour of the calcium salt of on dry distillation i 334. and ethyl derivntires of i 19. of i 286. i 319. 1895,M. tution of i 18. azolidine i 578. Ethylglyosalidine i 481.Ethyl hy droxy diplieny le thy lthiocarl - Ethylic acetate molecular surface - acetoacetate i 501. - action of benzylamine on - action of diazomethane on - picrylhydrazone of i 28. semicarbazide of i 251. - iso-ucetone carbonate i 201. - acetonedicarboxylate electrolysis - @-acetoxy-a-benzoylcrotonate i 94. - P-acetoxyfumsrate i 95. - P-acetoxy-iso-cinnamate i 94. - acetylcinchotenine i 483. - 3-acetyl-2 4-dimetliyl-pyrroline-5- - acetylenedicarboxylate i 510. - acetylglycollate phenylhydrazone amide i 597. energy of ii 40. i 140. i 494. - of i 209. carboxylate i 68. i. 502. - ucetylmalate rotatory power of ii 251. 47-2644 INEEX OF 3UBJECTS. Ethylic acetlphntrlonate electrolysis of - acetylplienylpyrazoliiiedica~boxyl- - acid.vl tartrates rotatory powers - aconitate action of sodium on - alantolate i 555.- alcohol action of magnesium and of iron on i 405. - - action of on nitrososulphates TRANS. 1101. - - and water freezing points of admixtures of ii 155 156. - - compound8 of with calcium and barium oxides i 259 ; ii 341. - electrolysis of the vapour of ii 477. - estimation of in so-called essential oils ii 141. - freezing points of solutions of ii 155 156. - heat of vaporisation of ii 101. - molecularcoinplexity of ii 41. - oxidation of with 'Fehling's - reducing action of a t high - specific inductive capacity of - allophanate behaviour of in the - allylenetetracarboxylate i 129. - B-amidocrotonate actionof heat on - /3-amido-anti-crotonate i 448. - amidocaproate i 446. - p-amidocinnamate i 365.- amidoethylenedicarboxylate i 20. - amidofumarate i 267. - p-amidophenylacetate i 602. - - hydrochloride i 602. - m-amiclosalicylate i 365. - p-amidotoluate i 365. - amylacetate i 203. - rotatory power of ii 149. - amylacetoacetate i 203. - - rotatory power of ii 149. - amylic ether b. p. sp. gr. and rotatory power of i 318. - amylmalonate rotatory power of ii 149. - anhydrodibenzileacetoacehte PBOC. 1895 146. - anhydrohippurate i 28p. - 6-anilidobenzylmalonate i 470. - anilidoethylenedicnrboxylate i 19. - anilide of i 20. - 6-anilidofurf urylidonemalonat e i 209. ate i 230. of ii 195. i 211. solution i 198. temperatures i 538. ii 197. animal organism ii 280. TRANS. 21;. i 471. Ethylic anisbeiizliyvdroxamates i 40. - anishydroxamate i 38. - anthracene-/3-sulphonate i 671.- anthraquinone-43-sul phonate - iso-atroprtte i 225. - azo-m-bromobenzenecyanacetate - azo-2 5-dibroniobenzenecyniiace- - azo-a-naphthdenecyanacetate - azo-B-naphthalenecyanacetate - azo-2 4 6-tribromobenzenecyan- - benzaldehgdo-o-oxamate i 251. - benzenesulphonate hydrolysis of - u-benzenylamidoxime-iso-butpate - benzhydroxamate metallic deriva- - benzoglacetate action of acid an- - introduction of acid radiclcs - o-benzojlbenzenesulphonate - u-benzoyl-B-benzoxyvcinnama2te - benzoylcinchotenine i 483. - benzcjylmalonate i 94. - - electrolysis of i 209. - /3- benzoyl-u-phen ylpropionate - benzoylsarcolactate PROC. 1895 - /3-benzoxy-iso-cinnamttte i 94. - benz-p-toluhydroxamates i 39,40. - benzyltlmidocrotonate i 140. - benzylanishydroxamate i 38.- benzylglycollate i 331. - benzylideneace tylacetoneaceto- - benzylidenedibenzoylacetate i 48. - benz ylidenedi benzoylpyruvate - benzy lidenephenylhydrazidoace- - 6;s-1 5-phenylpgrazolone-4-B-pro- - bromacetate B-bronio- i 19. - u-bromacetoacetate cause of the transformation of into ethylic y- bromacetoacetate i 81. - y-bromethylisosuccinate i 171. - bromide preparation of i 485. - p-broniobenzenesulphonate hydro- - u-bromodibenzoylacetate i 94. i 671. i 659. tatc i 660. i 660. i 660. acetate i 370. i 521. tives of i 37. hjdrides on i 95. into i 93. i 475. i 94. i 361. 54. acetale i 50. i 40. t a b i 460. pionate i 395. lysis of i 370.IXDEX OF SGRJECTS. 645 Ethjlic broino-rn-diphenjlcarboxjlate - Z-bromomalate i 451. - bromomalonate action of thio- - 3 6-bromonitrophenpl-B-lactate __. o-bromophenoxyscetate i 44.- 911 -bromophenylhy dmzonecyttiiacet- - broinophenylmercapturate i 284. - a-bromopropionate i 16. - action of alkali nitrites on - d-bromopropionate i. 451. - Z-bromopropionate TRASS. 921. - d-bromosuccinate i 451. -. iso-butylacetoacetate i 500. - iso-butylanhydrodibenzileacet o- acetate PBOC. 1895 147. - butylcarbamate i 588. - iso-bntylcarbamate i 588. - sec-butylcltrbamate i 588. - fert-butylcarbamte i 588. - bntylnitrocarbamate i 588. - iso-butylnitrocarbsate i 588. - sec-butylnitrocarbamate i 588. - p-iso-butylsalicylaldehydecar- - caffe'inecarboxylate i 629. - campholate i 295. - nllo-campholytate TRANS. 340. - dibromide TRANS. 340. - allo-camphothetate TRANS. 344. - carbethoxyisocinnamate i 9s.- w-carboxypheiiylhydrazonecpn- - chloracetate action of phenjlhj- - y -chloraniline-n-phospliinate - chlorethylic succinate i 18. - p-chlorobenzenesulphonate hjdro- - chlorodimethyl-iso-coumaril- - chlorofumaramate i 267. - /3-cliloro-na-keto-indenecarboxylic I_ Z-chloromalote i 451. - d-chloropropionate THAXS. 918 ; - d-chlorosuccinstc i 450. .- chloroximidoacetate i 448. - cincholeuponate i 484. 7 cinchonate i 70. - cinchotenine i 483. - cinnamoylthiocarbamate TRANS. - ciu~iu~iiglidenediacetoacetate i 50. - citrate action of sodium on i 211. - iso-citrate i 506. i 149. carbamide on i 495. i 283. ate i 669. i 330. bosylate i 222. acetate i 660. drazine on i 460. i 364. lysis of i 370. quinonic acid i 226. acid i 231. i 451. 1049. Eth?-lio copper oxalacetate i 267.- cyanacetatc action of on diazo- - action of cii mononitrodiazo- - cyanacetoacetate compound of - cyanide a-dichlor- solid i 161. -- reduction of i 1. - - t.rimolecular chlor- i 161. - iso-cyanide action of carbonyl chloride etlq lic cliloroctirbonate &c. on i 10. - - molecular rearrangement in i 9. - cganobutyrylacetate compound of with phenylhpdraziue i 648. - c~ano-i.~o.-but~rylscetate con- pound of with phenylhydrazine i 648. - a-cjanopropioiiate preparation of. TRANS. 480. - cyanopropionylacetate compound of with pheiijlhrdraziue i 648. - cyano-iso-ralekylacetate compound of with phenylhydrazine i 649. - deoxybenzo'inbenzylidenescetoace- tate i 49. - oxime of i 49. - diacetyl-3 5-diamidobenzoate i 531. - diacekylsuccinate condensation of with hydrazine hydrate i 247.- diacetyltartrate i 173. - 3 5-diamidobenzoate i 531. compounds i 639. benzene salts i 274. with plienylhjdrazine i 648. - diiimylacetoacetate rotatory power of ii 149. - diamylnialonate rotatory power of - dianishydroramate i? 40. - diazoacetate action of on unsatu- rated ethylic salts i 250. - action of picric acid on i 140. - dibenzoylacetate i 93. 7 dibenzoyltartrate i 268. - 2 5-dibromophenglliydrazoiie- - ala2-dibromopinielate i 338. - dibromosuberatc i 338. - dibutyryltartrde i 174. - di- iso-butyryltartrate i 211. - dicaproyltartrate i 175. 7 dicarboxyglutaconate i 334. -d - action of aniline on i 560. - - anilicle i 561. - coinbiuation of with guani- dine TRANS. 1008. - hydrolysis of i 83. - i.90-dichlorosuccinate i 19. - dicyanopropionate TBARS.422. - di-11-e thosydiphcn~lforxnazy lfor- ii 149. cyanacetate i 660. mate i 574.646 ISDEX OF SUBJECTS. Ethj lic di-p rt Iioa~iliplicii~ltetra~o- liurocarboxylate cliloricle i 5 i 5 . - digitoate i 66. - clihydrofluoranate i 291. - dihydrogen h -butanetet racarboxyl- - dihydrogcn dioxalosuccinate -7- plienylhydrazone of - diliydrog ydimeth y lclilor-iss-cou- ate i 336. i 508. i 503. marilic acid aud its diacetyl di- benzoyl and quinosaline derivatiyes i 226. i 334. - dihyclrox~-p~riclinedicarboxylate - dihpdroxystearate i 501. - yf-tliketosebate i 334. - diketotetrahyclropyridineclicarb- oxylate action of aniline on i 561. - dimethylacrylate condensat ion of with ethylic malonate i 410. - is-dirnetliylsmidophenylacetttte i 171. - climetliylisoyhthalodicyanacetate i 46.- 3 5-dimethyl-A2-ketotetrahydro- benzene-4-carboxylate i 52. - 3 5-dimethyI-A3-ketotetrah~dro- benzene-6-carboxylate i 52. - 3 5-diinethy1-A2-ketotetrahydro- benzene-4 6-dicarboxylate i 51. - 3 5 l-dimetliylphenylpyrazole- 4-~arboxjlate i 305 396. - di-a-naphthoxjacetate i 44. - di-/3-naphtlioxyscetate i 44. - di-m-nitrocliphenglformazylform- - di-912-nitrocliplienjltetrnzolium- - 2 - 4-~linitrophenylhjdrazoacetate - dinitrosolactate i 330. - dinitrotereplithalate i 180. - dioxalosuccinate i 506. - - diphenylhydrazone i 507. .__- lactones of i 507. - dioxysuccinate compound of with phenylhydrazine i 172. - isomeric osazones of i 1i2. - osotetrazone i 173. - - phenylhydrazone i 172. - diphenoxyacetate i 44. - diphenglacetylt,artrate i 265.- diphenylnmine-n-phosphinatc - 3 5-diphenyl-A2-ketotetmhydro- - diphenyltetrazoliumcarboxjlate - diplien~ltetrazonediacetate i 460. - dipropionjltartmte i 174. ate i 575. carboxylate i 575. i 28. i 364. benzene-6-cai*boxylate i 48. chloride i 74. Ethylic ?n-ditoluhydroxaniate i 39. - p-ditoluhydroxamates i 39. - clivaleryltsrtrate i 1’74. - di-iso-valerj ltartrate i 211. - ethanetetracarhosylate action of hydraziues on i 508. - ether action of bromine on in presence of sulphur i 317. - action of cjanogen chloride on i 257. - arid niethylic alcohol osmo- tic phenonieiia between with different diaphi.agms ii 487. - and boron fluoride compound of i 432. - impurities in i 488. - lecture experiments on - purification of i 259. - 6-etlioxgcoumt~lin-3 5-dicarb- oxylate action of aniline on i 560.-. - action of ethylamine on; i 557. - P-ethoxycrotona-te action of bro- mine on i 502. - 6 1 2 3 5-ethoxyeth~lketo- cmboxjdihjdropyridinecarboxy late - etlioxymeth~lenemalonate action of lijdrazine hydrate on TRANS. 1008. - action of phenylhydrazine on i 193. ii 73. 1 557. - ethoxypropylenetetracarboxjlat.e i. 129. - d-ethoxysuccinate TRAXS. 972. - 6 I 2 3 5-eth~lamidoethylke- tocarboxy di hydropyridinecarboxyl- ate i 568. 7 ebhylanhydrodibei~zilacetoacotate - ethyl- iso - bu ty lace tate i 499. - ethyl-ivo-butylbromacetate i; 500. - 1 2 :6 3 5-cthyldiketotelra- hydyopgridinedicarboxy late i 559. - ethy lcnediamidodiethylenel etra- carboxylate i 334. - ethylenediantliranilate i 536. - ethylidenediacetoacet ate i 51.- ethylidcnequinaldininm-@ carb- - 8-ethyl-p-tolu-m-diazine-a-carb- - ethyl-p-toluhydroxamate i 39. - formate molecular surface energy - formylli ydrazoneacetoacetat.e - formylphenylacetate phenjlhydr- - formylphen~lacetates isomerism PROC. 1895 146. oxylate i 112. oxglute i 399. of ii 40. i 263. azone i 366. of i 366.1’E;DES OF SUBJECTS. 647 E thy lic form ylauccinate i 187. - fuiiiamte action of s~ilpliui~ on - chlor- i 18. - glycollate preparation of i 331. - gl~colyll~~di.aziiieacetoacetate - glyoxylate phenylbyclrazone - guaiacolglycollate i 45. - hemipinates i 421. - hexylcarbeniate i 588. - hexylnitrocarbamate i 588. - hippurylglycollate i 331. - hydrazodimethylenedimalonate - - action of ammoilia on TRANS. - - action of liydrazine hydrute - hydrogen iso-atropate i 225.- benzoinylnialonate TRANS. - clesylenemalonate TRANS. - 3 5-dinitroterephthalate - diphenylitaconste i 143. - tetrahydronaphthakte i 57. - 8-11 y droxy- n-benzoylcinnamete i 510. i 332. i 461. TRANS. 1010. 1012. on TRANS. 1011. 133. 134. i 180. i 93. - a-hydroxvbutyrate physical pro- - ~n-Iiydroxycoiimarin-~-carbon~late perties of iY’4lO. i. 419. - h ydroxydimethyl-iso-coumarilate - acetyl banzoyl broino- mid i 225. chloro-derivatives of i 226. - 2 G-hydroxydipl~enyluarboxylate i 373. - liydroxyethylic mccinatc i 18. - 6 1 2 3 5-hydroxvethylketo- carboxydihydropy iidinecarboxylate i 558. - 6 1 2 3 5-hyciroxjethyiketo- dihydropyridinedicarboxylate i 559. - hy droxyfurf uryl-m-diazineace- tate i 266. - hydroxy-~-naphthyI-~~~-diazine- acetate.i. 266. - liyd;.oHyphenSlamidopi~opionate - hydroxyphenyl-In-diazineacetate i 446. i. 266. - nt-bydroxvphenylliydrazonecjan- - o-hydroxyphenyll~ydi.azonecynn- - p-hydroxyphenylliydrazonecynn- .- ci 1 2 3 5-hyclrox_vphenyllie- acet.ate i 66i. acetate i 661. acetate i 661. todiliyclrop!-ridineilic:~~~~s~l~Lt~~ i 560. Ethylic i i ~ - I i ~ d r o ~ ? . ~ t i l b e n e ~ i ~ ~ ~ o ~ latc i 663. - h~droxy-y -tolyl-~~z-diaziuencettttc i 266. - iniidoiualonate h~drocliloride i 266. - iodide and methjlic sulphicle velocity of reaction between ii 8. - p-iodobenzenesulphonttte and its hydrolysis i 370. - p-iodopl~enylniercspturate i 605. - ketipate osazone action of acetic - ketohydrosystearate i 83. - d-lactate TRANS. 917. - malate rotatory power of ii 231.- malonaniate i 266 - malonate action of nitric oxide o r - condensation of acetone w-itl. - - condensation of benzile with - - condensation of ethylic 1 1- - - oxidation and electrolysis of - mercuridiazoacetate i 203. - methanetricarboxylate oxicletioii - p-methoxycrotonate (? Irctils) - 3-metboxy-2’-phen~lcinclioninate - l-methoxjsuccinnte TRASS. 9i1. - P-methyladipate i 448. - me tliylamidoetliyleneclicarboxy- - a-metliyl-~-amid~thi~zole-~-~cc- - methylauisliydroxamate i 39. - inethylbutanetetracai*boxylate - methyl-iso-butylacetate TIIASY. - a-niethylbutyrolactonecarborylatc - methylenediacetoacetate i 51. - methylenedibenzoylacetate i -1.S. - ~~-methglethylpropionate TRABS. 267. - methylmalonate condensation of ethylic 1 l-trimethylenedicarboxy- late with TRANS.114. acid on i 173. i 503. i 334 410. TRANS. 132. trimethylenedicarboxylate with TRANS. 108 111. i 208. and electrolysis of i 208. i 494. i 115. late i 334. tste i 496. formation of TRANS. 114. 511. i 171. - a-methyl-y-phenoxyetliylnm~on- - methylphenylmalonate i 368. -3 5-methylphenyl-A2-keto- ate YROC. 1895,. 40.645 INDEX OF tct raliydrobenzene-4 6-dicsrboxylste o x b e of i 50. Ethplic methylphenylpyrazolonecarb- oxylate constitution of i 432. - 3 l-methylphenyl-5-pyrazolone- carboxylate i 570. - 3 4~inethylpyrazoloneacetate i 257. - 3-methylpprazolone-l-carbonyl-~- amiclocrotonate i 252. - 3 5-rnethylstyryl-A,-ketotet~hy- drobenzene-4 6-dicarboxylate i 51. - P-nietliyl~-tol~~o-na-diazine-a-car- boxylate i 399. - met hyltriphenyldihydrorpridine- carbox.vlate i 50.- metli~lvinaconnte i 173. - a-naph t hylh ydrazonecy anacetate i 660. - B-naph tb ylhydrazonecyanacetate - nicotinate i 391. - ethiodide i 391. - 3 5-nitramidobenzoate1 i 365. - iso-nitmmineacetoacetate i 502. - ?,a-nitrobenzeneazobenzo~lc~an- - (a) wt-nitrobenzeneazocyanacetate - (p) nz-nitrobenzeneazocyanacetate i 660. acetate i 275. i 274.. i 274. - (a) o-iiitrobenzeneazocyanacetate i. 275. - (/?) o-uitrobenzeneazocyanacetate i. 275. - - (8) p-nitrobeuzeneazocyanacetate i. 275. - (a) y -nitrobenzeneazocyanacetate - m-nitrobenzeneazoethylc-janacet- - wz-nitrobenzoyllijdrazoacetoacet- - o-nitrobenzoylhy drazoacetoacetatc - y -nitrobenzoy 1hydmzoa.cetoacet- - ni trof nrfurjlcjanacrylate i 851. - nitrofurfurylidenemalonate i 652.- 4 l-nitronaphthoic acid i 670. - p-nitrophenylbenzoic acid i 220. - iso-nitrosoacetoacetate oxidation of with nitric acid i 447. - a-nit.rosobutprate i 331. - nitrosophenylamidoacetate i 459. - nitrosopropionate i 169. - 3 5-nitrotliionylarnidobenzoate - oxalacetatc action of ammonia on - oxnlate m. p. of i 450. - oralosuccinate i 506. i 275. ate i 2'75. ate i 276. i 276. ate i 276. i 365. i 335. SUBJECTS. Ethylic oxalylglycollate i 331. - oximidonitrowetate i 447. - pen tace ty lgalac tonnte i 504. - y-phenoxydipropylmalonate i 480. - phenylazocarboxylate i 604. - d-phknylbromacetate i 451. - phenylcarbazinate i 604. - d-phenylchloracetate i 451. - 1 2 6 3 5phenyldiketotetirc- hydropyridinedicarboxylatc i 560. - "2 -phenylenediamidodieth ylene- tetracarboxylate i 334.- phenylliyclrazidoacetate asymme- tricsl i 459. - action of phenylthiocarb- irnide on i 460. - symmetrical i 461. - B-phea ylliydrazidobenzy lln alona te i 470. - phenylic ether brom- PBOC. 1895 40. -I_- chlor- PROC. 1895 4.0. - phenylimidobromoformate i 277. - phenylimidocarbanilate i 278. - phenylmalonate syntheses by - 3-phenylpyridazinone-5-carboxyl- - 8-phenyl-~-toluo-11-diazine-a-cnrb- - iso-ph thalodicy anat el i 45. - phthalylhydrazideacetate i 355. - piperonyleneinalonate i 469. - potassium amidofumarate i 267. - camphorate (allo) electro- - sulphobenzenexanthat PBOC. 1895 141. - - sulpholiydrazimethyle~iecar- boxylate i 642. - propionate molecular surface energy of ii 4.0. - iso-propylenemalonate i 334. - pyrazolonecarboxylate constitution of TRANS.1009 1013. - iso-pyrazolonecarboxylate consti- tution of i 432. - pyruvate action of hydroxylamine on i 394. - benzoylhydrazone of i 35. - quinaldine-/I-carboxjlate and its alkyl BaloYd derivatives i 3 12. - sarcolactate PROC. 1896 54. - selenide ethylic and methylic platinochlorides of i 8. - succinate and ketones synthesis of unsaturated dicarboxTlic acids from i 142. - - chlor- i 18. - iso-succinate action or" on ethyl- enic bromide i 171. means of i 368. ate i 248. osylate i 400. lysis of TRANS. 33'7.INDEX OF Et hylic succinyldi-8-thiocarbamate - succinylglycollate i 331. - sulphide in dog's urine ii 81. - - platinum compounds of - snlphoph enjlhydrazonecpnacet- I__ tetramethyldiamidodipheqlacet - - tl~iohydantoincarbox~ylate i 495. - oi-thionylamidoanisate i 365.- p-thionylamidocinnnmate i 365. - p-thionylumidotoluate i 365. - thiophentetracarboxylate i 510. - thiosulphate i 258. - 3 4 5-tribromobenzoate TRANS. - 2 4 6-tribroniophenylhydrazone- - trimethylbenzodif urfuranedicnr- - trimetliylcy anosuccina te TRANS . - trimethjlenedicarboxylate i 172. - 1 l-trimethylenedicarboxylate coiidensation of with ethylic malon- ate TRANS. 108 111. - condensation of with ethylic methylmalonate TRANS. 114. - 2 4 6-trinitrobenzonte TRAPIS. 600. - trinitrophenylglycollate i 14.0. - 3 4 5-triphenyl-A,-ketotetra- ltydrobenzene-6-carboxylate i 449. - 2 :4 6-triphenylpyridine-3 5 di- carboxylate i 48. - y-tolubenzhydroxamates i 39 40. - y-toluhydroxamate i 38. - 8-0-toluidobenzylmalonate i 471. - ,fj-p-toluidobenzylmalonate i 471.- (3-m - tolyl-ay-diketohydrindene- - undecolate i 447. - valerylthiocarbamate T R A X S . ~ ~ ~ ~ . - vulpate i 101. Ethylideuediantipyrine i 482. Ethylidenediphenylsulphone i 422. Ethylidenepicrylhydrazine i 28. Ethplidenepropionic acid i 131. - action of bromine aud hydro- gen bromide on i 205. - - intramolecular change in i 204. Etliylidenetetramethyldi-nt-amido- phenol i 47 147. Etliglimidocarbonyl chloride i 9. Ethylimidoethylthiourazole i 402. - nitroso- i 402. Etliylimidopyruvic chloride i 10. - phenylhydrazone i 9. Ethylimidothioforniic acid i 9. 'I'RAxs. 571. i 488. ate i 661. ate i 171. 596. cpanacetate i 660. boxylate i 226. 422. wet ate i 536. SUBJECTS. 649 3-E thylketotetrahydroquinazoline Ethylkynurine i 70. Ethyllactonitrile i 257. Ethylmethylsulphone cblor- i 85.Ethylmetliyloaleric acid i 499. Ethylnaphthalimicle i 239. Ethylnaphthaloxime i 240. l"-Ethyl-~-nsphtbindoIe i 145. l"-Ethyl-8-naphthindolesulphonic acid,. Ethylnitrolic acid action of hydrogen - - benzenesulplionic ether of,. &Ethylpheno-wdiazine i 260. Ethyl-o-phenolbenzylaiiiine i 537. Ethylphenonaphthacridine i 107. p-Ethylphenopentoxazole i 191. l-Ethylphenopyridazolone i 302. Ethylphenylamido-p- tolplbenzenylami- ab-E~hylphenylcai.bamide TRANS. 564. Eth ylphenyldihydronaphthimidazole E thyl-cyclo-phenylenebenzylidene oxide," E thylphenyliodonium chloride dichlor-,. - iodide dichlor- i 635. - nitrate dichlor- i 635. a-Ethyl-8-phenylnaphtli ylenetliiocnrb- Ethylphenylnitrosamine i 598. 1 3-Etliylphenylphenopyridazolnne i 303. 3 l-Et~hylphenyl-5-pyrazolone deriva- tives of the phenol form of i 396 571. Ethylphenylthiocarbamide i 218.Etliylphenylthiocarbimide i 2 18. ah-Ethylphenjlurea TRANS. 56 i. Ethylphthalazone i 569. a-Ethylpiperic acid i 468. Ethylpiperine i 449. Ethylquinol i 412. Ethylquinone i 412. Etliylresacetophenone i 43. Ethylsulphidebromoplatosothiocth ylic chloride i 489. Ethylsulphideplatosothioethylic chlor- ide i 488. Ethpthiobenzeiiesulphonic acid potas- sium salt of PROC. 1896 141. E thylthiocarbiinide action of bromine- on i 578. Ethyl-wtolnhydroxamic acid i 538. Ethyl-p-toluhydroxamic acids i 38. Ethyl-o-toluidine action of diazotised p-nitro-o-toluidine on TRANS. 249. - derivatives of TBAKS. 246. - p-nityo- i 247. i 306. salts of i 145. chloride on i 456.i 456. dine i 347. i 58. i 537. i 635. amide i 58.650 INDEX OF SUBJECTS. Eth) I-o-toluidine y-nitro- action of di- - action cf diazotised y-nitro-o- - - action of diazotised o-tolui- ii. 54.0. Fat and carbohjdmtcs relation of to szotised m-nitraniline on,TRANs. 250. I the decomposition of a1bun:in in tho human body ii 404. toluicline on TRANS. 250. 1 - estimation of in animal organs dine on TRANS. 249. - bronio- i 24.8. - - nitroso- i 245. 8-Ethyl-p-tolu-in-diazine i MO. B-E thgl-p- tolu- In-diazine-a-ctcrboxy lic Ethyl-p-tolylamidophenj lbenzenylimi- 1”-Ethyl- 31~-p-tolyldihydronaplithim id- acid i 399. dine i 347. azole. i. 58. Etliyl-8-,8-tolyl-ay-diketo~ydrindene 1 2 4-Ethyltolyleneditlmine TBANS. i 536. 247. E t h y1-ptolyliodinium cliloiide dichlor- Ethyl-p-tolyl-1 2-naph tl~glenecliaininc Ethyltriacetonalnine i 328.Ethyltripiperidine-a-phosphcnium d-Eucalyptene i 673. i-Eucalyptene i 6741. i 635. i 58. iodide i 652. EuchrGtk from Liebetlien Hungapy ii. 507. Eugenol acetate tribrom- i 656. - derivatives i 603 656. - dibromide tribrom- i 656. - ethyl ether dibrom- i 656. - methyl ether brom- i 656. - - - dibroniide broin- i 656. iso-Eugenol dibroniide i 657. - brom- 657. - ethyl ether dibromide i 657. Eugenolmetic acid salts of i 603. iso-Eugenolacetic acid i 603. Evertbia pinnstri (? przomstri) acid Evodia melimf 07 in colourin g principle Excreta test for in water ii 332. Expansion thermal of aqueous soh- Explosive mixture a new ii 9. Explosives modern ii 434. Extraction apparatus ii 43. - modification of Soxhlet’s - - modification of Tollen’s dibrom- i 656.-- from i 299. of TRANS. 413,414. tions ii 339. ii 411 ii 374. F. Eat. absorption of in t,lie aninial or- ganism ii 320. - estimation of in milk ii 298 299 -estimation of in milk centrifugallp - estimation of in milk by Soxhlet’s - extraction apparatus modification - extraction apparatus modification - in milk demonstration of ii 122. - influence of on metabolism ii 516. - influence of on the assimilation of - of inaize meal i 501. Fats “drying ” of i 446. - estimation gravimetric of the - estimation of small quantities of - Hiibl’s iodine absorption method Feeding with grain ii 453. Feeding-stuffs estimation of nitrogen in by Kjeldahl‘s method ii 243. Felspar from Litehfield Maine ii 5J 1. Fenchenole i 381.Fencliocarboxylic acid i 381. Fencholenamide i 351. iso-Fencholenic alcohol i 381. Fenchone i 380. - constitution of i 382 428 675. a-iso-Fenchonoxime i 381.. Fenchylic alcohol and its isomeride Fergusonite from Ceylon ii 22. - helium from ‘I‘RAEs. 689. Ferment glycolytic ii 277. - nitrifying ii 83. Ferment-actions of d i v a pancreatic juice intestinal juice and blood on starch comparison of ii 403. Fermentrrtion albuminous ii 283. - alcoholic ii 286. - - effect of oxygen on ii 282. - hypothesis as to hjtlrolysis in TRANS. 1136. - pancreatic the leucine of tlic ii 25. - of poljsacclinrides by Xacchnro- rnycetes ii 322. I pectic i 312. Ferniente gastric action of tliiocyanic acid on ii 403. Ferratin i 196. - and iron in the liver ii 173. Ferrialbuminic acid i 196.373 539. ii 539. method ii 95. of Soxhlet’s ii 411. of Tollen’s ii 374. prote’ids ii 78. bromine absorption of ii. 4’28. chlorine in ii 85. for ii 428. i 381.iSDEX OF SUBJECTS. 651 Ferric acetate action of on potassium iodide and hydrogen iodide ii 111. - ammonium bromide ii 165. - chloride ii 165. - - chromate ii 227. - cssium bromides ii 165. - chlorides ii 165. .- chloride absorption spectra (4 dilute solutions of ii 434. - - action of nitric oxide on ii 495. - action of on metallic iodides ii 395. - and hydrogen sulphide ac- tion of in the gnseous state ii 225. - and stannous chloride ve- locity of reaction between ii 257. L _ - compound of nitric oxide with. ii. 271. - - hydrated hydrochlorides of ii 159. - - molecular refraction of dia- solred TRANS.836 8U. - solubility . isothermals for ii 158. - oxide free estimation of in soil - heat of formation of ii 305. - potmssium chloride ii 165. - chromates ii 227. - rubidkm bromide ii 165. - chloride ii 165. - salts reduction of wit.11 zinc prior to titration ii 291. - sulphate action of potassium iodide and hydriodic acid on ii 17. - baaic from Parys Mount Anglesey ii 506. - thiocyanate behaviour of in solu- tion i 77. Ferrocyanides i 486. Ferromanganese eatimation volumetric of manganese in TRANS. 274. - occurrence of titanium cyano- nitride in i 487. Ferrous carbonate heat of formation of - chloride compounds of with nitric - hydrates of ii 226 299 - mangacirtyanide i 486. -. oxide heat of formationof ii 305. - silicate heat of formation of ii 306 - titanoltntimonate from Brazil Fertilisers estimation of total nitrogen Fibre woody estimation of in fodders Fibrin and fibrinogen ii 234. - colour reactions for ii 376.- estimation of in blood ii 300. ii 293. ii 306. oxide ii 496. ii 508. in ii 328. ii 189. Fibrin-ferment mture of ii 518. Fibrinogen and fibrin ii 234. - coagulation of ii 235. Fibrinolysis ii 300. Filicic acid i 68. Filter pumps safety ralve for ii 316. Filtering substitute for a funnel in ii 16L. Filters nitrocellucose ii 325. Fisetin hydrobromide TRANS. 649. - hydrochloride TRANS. 649. - hydriodide TRANS. 649. - sulphate TRANS. 6A8. Flame coal-gas structure of and chemistry of tlie non-lumiiious TRANS. 1051 PBOC. 1895 72. - compositioii of atmospheres which extinguish ii 443. - of acetylene TRANS 1059.- spectra at high temperatures ii 432. - temperature gradients of TRANS. - temperatures TRANS. lOA9. Flames alleged liberation of carbon fyom cyanogen in TRANS. 1061. - cherniatry of ii 4'78. - composition of the extinctive at- mospheres produced by ii 494. - hydrocarbon luminous acetylene theor? of TRANS. 1049. -- structure of TRABS. 1054. -- temperatures of diffcr- ent parts of TRANS. 1053. - - non-luminous measurement of the temperature of TRANS. 1051. - occurrence of acetylene in TRAN e . 1057. - structure of ii 478. - temperatures of diEerent parts of Fluoran action of dkaliu on i 291. Fluorenone o-amido- i 372. Fluoresce'in colouring matters i 46. - constitution of i 188 183 234 - diethyl ether i 183. - dimethyl ether i 55 291. - ethers i 291. -.ethyl ether i 183. - - acetyl derivative of - ethylic salt of i 183. - methyl ether i 291. - - - anilide of i 291. iso-Fluorescei'n diethyl ether i 55. Fluorescei'nanilide diethyl ether i 55. - dimethyl ether i 55. Fluorescei'nanilides i 55. Fluorescin trietiiyl ether i 183. Pluorime i 46. 1050. T&AN8. 1050. 291 538. i 183. bromo- i 183. --652 INDEX OE Fluorindine synthesis of i 220. Fluorindines i 148 220 447 526. - constitution of i la 526. Fluorine estimation of i 453 ; ii 327 460. - estimation of in organic boi9on compounds i 453. - estimation voluniet.ric of in solu- ble fluorides ii 327. Fluorone i 46. Fodder acid and its effect on the organism ii 517. Fodders estimation of woody fibre in ii 189. Folia bmco occurrence of hesperidin in ii 408. Food effect of the addition of calcium phosphate to ii 121.-influence of the division of into rations on metabolism ii 78. - Kuhn’s method of artificial diges- tion of nitrogenous const.ituents of b? pepsin solution ii 516. Foods Kjeldahl’s method of estimating nitrogen in ii 628. Formaldehyde action of animonium salts on i 326. - action of halogen hydraeids on in presence of alcohols i 80. - action of hydroxylamine and methylamine hydrochlorides on i 325. - action of methylamine and ammo- nia on i 325. - action of nitromethane on i 638. - action of on amines i 641. - as a preservative for milk ii 373. - carbohydrates prepared from i 444. - condensation of with alcohols of the fatty series in presence of hydro- chloric acid i 14. - condensation of with ammonia i 642.- condensations with i 14,148,642. - detection of in milk ii 378. - gaseous productioii of for disin- - lamp for the prodiiction of Forrnaldehydehydroxyfluorone i 46. Formaldehydehydroxy tolufluorone Formaldehydet etramethy lamidofl nor- Formalin detection of ii 426. Formamide heat of formation of Formanilide bromo- i 277. 7 heat of formation of ii H3. Formazyl compounds i 573. - - formation of i 74. Formhydrazide i 263. fecting purposes i 167. ii 161. i 47. imium chloride i 47. ii 483. SUBJECTS. Formic acid action of thionyl chloride - affinity constants of ii 253. - estimation of by potassium permanganate ii 463. Formodiphenylamidine cllloro- action of sodium ethoxide on i 277. Formose non-identitj of with methyl- enitan i 165. Formoxime chloro- i 10 81. Formyl derivatives of arom2ttic amines preparation of TRANS..829. on ii 44. aS1Fdrniylace~ylphenylhjrdra~ine i. 354. Formyl-o-amidobenzylic sulphide i 191. Formylanilido-a-pheny lmethen y l- phenylenediamine i 600. Formylbenzoylcarbamide i 218. Formylbenzylamine i 457. “ Formyl-p-benzylenimide,” i 523. Formylcarbamide metallic deriratires Formylmesidide i 357. - dimolecular i 357. - chloride i 357. - polymolecular i 357. Xormylphenylacetic phenylhydrazide Formylpheny1-p-amidophenglinduline Formyl-o-tolylhydrazide TRANS. 830. Freezing of sulphuric acid solutions Freezing point. depression of by aldox- -7 depression of by alkali alu- - depression of in certain solu- - depression of in dilute solu- - depressions in dilutc! alcoholic - of liquid mixtui*es ii 204. - - of mixturee maximum de- pression of ii 205.- of very dilute solutions a new method of determining TRANS. 1. - of water determination of ii 105. - See also Cryoscopy. Freezing points of acetic acid and its chloro-derivatives TBAr:s. 669 679. - of admixtures of ethylic alcohol and water u 155. - - of calcium chloride solutions ii 208. - of cane sugar solutions ii 343. - of concentrated solut ior ii 71. - of dilute solutionp ii 155. of i 269. i 366. i 608. ii 106. imes i 657. minates and borates ii 156. tions ii 7. tions of sodium chloride ii 206. solution 6 41.ISDES OF SUB.JECTS. 653 Freezingpointsof gold and silver,TRANS. - of isomorphous mixtures - - of metals TRANS. 185. - of salts TRANS. 190. - - of solutions of the metallic saltsof active lactic acids TRANS.632. - - of some carbon compounds i 272. - of some organic liquids ii 206. Frigotherapy ii 123. Fructosediacetone i 440. 8-Fructosediacetone i 440. Fruits green occurrence of gljoxylic Fulminic acid constitution of i 10. Fumarates amido- i 267. Fumaric acid m. p. of ii 379. Funiarine i 689. Fungi cell-membrane of and the pre- sence of chitin therein i 80 124 166 199 323 ; ii 323 405. - trichophytic digestion of horny t,issue by ii 457. - two ca~rbohydrates from i 323. Fungus-cellulose. See Fungi cell mem- Funnel separating simple substitute 1024. ii 206. acid in ii 409. brane of. for. ii. 162. - 'substitute for in filtering Furazm derivatives of i 192. Furazandicarboxvlic acid i 192. ii 162. ! Furazanic compohd from-diisonitroso- Go-mekhyleugenol peroxide i 36.a ZZo - Fur f uracry lic in01 ecular change in on exposure to sunlight i 454. Furfuraldehyde estimation of ii 143. - estimation of in pentoses and pentosaus ii 426. - heat of formation of ii 436. Furfurimido-ethers action of hydraziue on i 270. Furfuryl derivatives nitro- i 651. a&-Furfurylacrylic acid i 212. Furfurylcarbinylic nitrite i 22. Furfurylcyanacrylic acid nitro- i 652. Furfurylhydrazidine i 270. Furf urjlidenedinitropheaylhydrazine Furf urylidenemalonamide i G51. Purfurjlidenemalononitrile i 651. - nitro- i 652. Furfurylidenepicrylhydrazine i 28. Furfuryltetmzotic acid i 270. Furnace a gas ii 491. - combustion modified ii 216. - muffle ii 260. Furojlfurfurylhydrazidine i 271. Fusion latent heat of Paoc. 1805,125. acid i 28. Fusion latent heat of and chemical constitution relationship between TRANS.315. G. Galactonamide i 504. Galactonic acid i 504. - anilide i 504. Galactosehydrazonediphenyl i 197. Galena analysis of ii 818. Gallacetophenone i 44. Oallacetophenoneoxime TRANS. 997. BalleYnanilide i 54. - dimethylic ether i 55. Gallic acid acetyl- and acetylbromo-de- rivatives of i 283. 7- derivatives of i 180. Gallocerin ii 409. Galls of mid Europe ii 409. Galvanic cell calomel ii 377. E.M.F. of an iodine PROC. - cells Clark Gouy and Daniell Gamoose milk of the PROC. 1805 77. Garnet liornfels from Co. Dublin - 1805 30. E.M.F. of ii 475. ii 514. Gas- analysis simple apparatus for ii. 242. - apparatus for passing into a liquid ii 215. - coal- ammonia and nitrogen oxides formed during the combustion of in air ii 62.- - estimation of sulpburous and sulphuric anhjdrides in the products of combustion of ii 368. - electrolytic condensation of by porous substances especially the platinum metals ii 150. - showing the spectrum of helium TRAXS 1108 ; ii 498. Gas-batteries ii 251. Gtcts-gravimeter ii 287. Gas-pump simple form of for blood Gas-volumeter ii 287. Gaseous compounds double decomposi- Gases electrolysis of ii 475. - enclosed in rock salt occurrence of argon in PROC. 1805,143. - from wood charcoal at a high temperature ii 109. - hjdratee of ii 44. - obtained from various minerals spectra of ii 430. - of human milk ii 406. - of blood exchange of in brain and muscle ii 231 M5. gases ii 51. tion of ii 225.654 INDEX OF SUBJECTS Gases of the blood influence of the intravenous injection of d-glucose on the ii 76.- pressure volume and tenipera- ture relations of rarefied ii 38. - rate of escape of from so:utioas of varying concentration T1tah.s 869 983. - significance of the ratio of the t8wo specific heats of ii 481. - specific heat of ii 199. - specific heats of a t constant Gastric contents analysis of ii 77. - ferments action of thiocj anic acid - juice action of acids and alkalis - - analysis of ii 543. - - estimation of the clilorine ill - thiocyanic acid in ii 361. Gaultherin a new glucoside from BetuIa lenta i 109. Gedanite i 385. Geikielite from Rakkwana Cejlon Geissosyermine i 194. Gelaphal constituents of i 189. Gelatin estimation of ii 543. - estimation of in prehence of pep- - sparing influence of on protei'ds in __.substance resembling derived from Geolites ii 22. Geranuldehyde constitution of i 646. Geraniol constitution of j 646. - conversion of into terpin hydrate - detection of in essential oils Geranium oil cxaminotion of rose oil - from Reunion i 186. Germinating process in) k i l c satiLia Germination of barley variations in the - of lupins ii 521. - of seeds ii 521. - of wheat ii 521. Glands secreting heat production in Glass reinnrkable change of structure Glaucine i 690. Gleasite i 385. Glucase ii 53. - in blood-scrum and d i v a ii 52. volume ii 69. on ii 403. on ii 77. ii 182. ii 509. tone ii 375. nutrition ii 78. ethylic amidoacetate i 446. i 639. ii 541. for ii 187. ii 124. sugars during ii 363. ii 405. in when heated ii 447. Glucnee yeast- i 429. Glucosamine i 323 493.d-Glucoeaniine i 640. d-Glucose action of ammonia on i 320. - ammonia derivatives of i 640. - and lactose discrimination between in adulterated peptones ii 424. - commercial estiniution of cane sugar in presence of ii 296. - decomposition of by alkalis i 163 - detection of in milk ii 425. - detection of in urine ii 334. - estimation gravimetric of ii 92. - estimation of by means of alkaline - estimation of with ammonincal copper solution ii 143. copper solution ii 92. in blood ii 405. c_ influence of intravenous injection of on the gases of the blood ii 76. - molecular modifications of i 490. - multirotation of i 586. - products of the action of Fellling's a-Glucose i 490. B-Glucose i 490. y-Glucose i 491. d-Glucosebenzoylhydrazone i 216. Glucosediacetone i 441.Glucosedimethylacetal i 438. Glucosehydrazonediphen! i 97. Glucosepentacetins i 322. d- Glucosepheny lsulphonehydFazone Glucoses constitution of i 438 490. Glucoaide allied to amygdalin i 553. Glucosides action of invertase and of yeast extract and of emulsin on i 6,7. - constitution of i 438 490. - examination of corpses for ii 465. - from the root of Polygontun cu.yi- datum TRANS. 1085. Glutamine in the green parts of plants ii 83. Glutaric acid condensation of aldehydes with i 127. _L_- condensation of benzalde- hyde with i 141. - condensation of iso-valeraldc- hyde with i 127. - acids alkylated separation sud identification of i 504. Glutarimide i 591. Glyceric-a-naphtlialide i 106. - fiolution on i 123. i 216. Glycerol estimation gasometric of ii 537.- nutrition of green plants by Gljcerols from secondary allylic alco- ii 126. hols i 489.INDEX OF EUBJECIS. G55 Glycerophosphoric acid absorption and elimination of ii 23'7. Glycide ethyl ether i 5. Glycociiie action of nitrosyl chloride - derivatives synthesis of i 144. - estimation of 11 190. Glgcogen behuviour of Seast towards - formation of from itiulin in the - formation of from sugars ii 360. - heat of combustion of ii 102. - in the blood ii 233. - influence of certaiii prote'icls on solutions of i 124. Glycol CloH?o02 from dihydrocarveola hydrobromide i 550. Glycoline amido- i 332. Glycollio acid substituted ethereal salts - aldehyde new formation of - phenyl derivatives of i 360. Glycolylhydrazine (amidoglycocine hg- - anhydride i 332.Glycolysis in blood and tissues ii 361. Glpolytic ferment ii 277. Glycosuria alimentary ii 406. Glycuronic acid estimation of ii 336. Glyoxalioe compound of with platinic - comt~ounds. aromatic. i. 304. 011 TRANS. 491. ii 322. animal organism ii 404. of i 331. 'rBAXS. 774. drnzineacetic acid) i 336. chloride i 72. Glyoxa1iLedi-p- thlenplh y dkzidinr i. 137. - Glyoximes configuration of i 36. Glyoxglic acid conclensati~~n of with benzene and toluene i 526. - condensation of with a-naph- thylamine resorcinol catechol O- toluidine and mphenylenediamine i 171. - - condensation of with phenols i 367. - - derivatires of i 635. - in green fruits ii 409. - pheiiylliydrazo~~e i 461. - - various reactions of i 170. Gold action of potassium cjanide solu- - arsenite ii 218.- bromide molecuIur refraction of - chloride dissociation of THANS. - - molecular refraction of dis- I - physical properties of I - voltttilisation uf TRANS. 895. 1 - colloidal ii 318. t,ions on TRANS. 199. dissolved TRANS. 837 845. 881. solved TRANS 836 84%. TRAM. 906. Gold condensation of electrolytic gas by - crystalline standard liquation iii - estimation of in iron and steel - extraction of from auriferous ores - freezing point of TRANS 189 - rubidium chloride ii 319. - sodiuni chloride mol. refraction of dissolred TRANS. 836. 844. - - sulpbide ii 274. - sulphide ii 274. - thermal conductivity of ii 69. Gold-antimony alloy ii 392. Qold- bismuth alloy ii 392. Gold-silver-tin-ziiic alloys assay of Gooseberries analyses of ii 366. Gouy cell E.M.F. of ii 475.Grahamite from Texas ii 20. Grain feeding with ji 453. Granites the Leinster ii 515. Graphite ii 210. - intumescent ii 221. - laminated from Ceylon estimatioii of apatite in ii 30. - oxidation of ii 218. Grzcphites from iron ii 220. - Italian ii 400. Graphitite from Monte Pisano ii 504. Graphitites Italian ii 400. Grasses Xorwegian hay niialjses of Group C,,H203 constitution of com- Guaiacol benzoate action of bi*omiue ott - preparation of i 513. - purification of i 413. Guaiacolglycollic acid and arnide i 45. Guano esbiination of nitrogen in ii 138. Gum of Acacia decarrens carbohy- Guye's formula ii 473. G.ynZolechia nwella calycin from i 298. Gppsum crystale fresh discovcries of Gypsuu froni Bohemia ii 277. ii 151. TRANS. 553. ii 536. by means of bromine ii 19.1024. ii 295. ii 384. ponnds containiug i 47. i 280. drates of ii 235. 11 '76. H. Hematite molybdenum and thulliuni Hsemutoporphyriu in normal urine Hsemoglobin action of acids on i 256. - copper compound of ii 321. - estimation of ii 321. in ii 505. ii 55.656 I J D E S OF SUBJECTS Heuioglobinuria ii 82. Halogens estimation of by Ctwius's and the Carius-Volhard methods ii 368 411. - estimation of in their admixed silver ealts ii 459. Hardness of water estimation of ii 32. Heart froz's ideal circulating fluid for the isolated ii 452. - of Daphnia action of drugs on the ii 57. Heat atomic r81e of in the periodic series of the elements ii 198. - capacity of acetic acid and its chloro-derivatives TRANS. 665 675 676. - - equivalents of the amides and ani- lides of moiiobasic acids ii 482.- latent of fusion PROC. 1805 125. .I_ - - and chemical constitu- tion relationship between TRANS. 315. - of conibination of mercury with the liulogens and oxygen ii 380. - - of water of crystallisation of organic compounds ii 202. - of combustion of glycogen ii 101. - - of the hjdrosybenzoic acids ii 102. - - of tlie lijdroxytoluic acids and their isomerides ii 162. - of dissolution calculation of the ii 484. - - of acetic acid and its bromo- and chloro-derivatives TRANS. 667 676. - of barium nitride ii 255. - of calcium chloride solutions - of campholenic acids ii 484. - of mercuric nitJrates ii 154. - of mercury sulphates in di- lute sulphuric wid ii 103. - of nitrobenzoic acids ii 202. - - of sodamide ii 499. - of sodium acetate ii 255.- of formation and number of atonis of any given element in a compound relations between ii 3 443. - of barium and strontium iodides ii 342. - of cclesium bromide and iodide ii 264. - - of calcium carbide ii 341. - - of calcium oxybrornide and - - of campholenic actones - - of camphoric acid ii 436. - - of chloracetio chloride ii 254. - - of furfuraldehyde ii 436. iI 208. * oxyiodide ii 304. ii 484. Heat of formation of iron oxides car. - of mercuric nitraLes ii 154. - of mercuric sulyhate ii 103. - of mercurous oxide and salts - of nitrobenzoic acids ii 202. - of phthalic chloride and - of potassium hydrogen fluor- c- - 0 f pyromucic acid ii 436. - of salicylaldehyde ii 4%. - of saligenol ii 436. -- - of sodium acetylide ii 482. - - or' the ainides and anilides of monobasic acids ii 482.- of the compounds of barium and calcium oxides with nlcohol ii 341. - of the hydroxybenzoic acids ii 102. - - of the liydroxytoluic acids and their isomerides ii 102. - of trichloracetic chloride ii 254. - of fusion oE acetic acid and its chloro-derivatives TBANS. 665 675 676. - of neutralisation of mmpholenic acids ii 484. - of vaporisation of saturated fatty alcohols ii 101. _I_ production in animals regulatim of ii 232. - in glands ii 405. - - in the chick after and before - radiation of at very low tempera- tures ii 123. - regulation in hybernating animals ii 452. - specific of aniline influence of temperature on the ii 199. - - of carbonic anhydride at con- stant rolume ii 69. - of gases ii 199. - - -at constant volume,ii 69.- - of hydrogen peroxide ii 377. - - of metallic tungsten ii 199. -of red and black forms of - - of superfused salts ii 482. - - of water at constant volume - - - changes in the between - value of nutritive substances ii 51. -of proteids in the aniinal Heat. See also Thermochemistry. bonate and silicate ii. 305. of mercuric salts ii 305. - ii 381. phthalide ii 4.83. ide ii 389. hatching ii 51. mercuric sulphide ii 110. ii 6. 0" and 32') ii 5. organism ii 359.INDEX OF SUBJECTS. 657 Heats latent of vaporisation and fusion of substances belonging to thc same family relationship between ii 339. - of solution and dilution in dis- solved dissociated substauces ii 107. 7 of solution and dissociation of sparingly soluble silvw salts of the fatty acids ii 436. - specific of gases signiGcance of the ratio of the two ii 431.- of helium ratio of the TRANS. 696. Helenin (alantolacto~~e) i 554. Helium a gaseous constituent of certain minerals TRANS. 685 ; ii 498. - and argon tFpe gases of the ii 347. - density of T a ~ x s . 695 ii 498. - discovery of iE clheite TRANS. - gas showing the spectrum of - properties of TRANS. 690. - ratio of the specific heats of - solubility of in v-titw TRAXS. 698. - sources of TRANS. 685. - spectrum of TRINS. 607 608 - wave length of soiiucl in TRAYS. Hemimellitic acid etherificat.ion of Hemipinic acid and its ethereal salts - formation of veratric acid - from corydaline TRANS. 18. - synthesis of alizarin from i 545. Hemp alkaloi'ds from i 631. Hepatic cells at different ages percent- age of sulphur and phosphorus in ii 54.as-ho-Heptenic mid i 206. - oxidation prodncts of i 207. By-{so-Heptenic acid intramolecular - oxidation products of i 2W. iso-Heptenolactone i 207. Heptenylamidine salts i 265. Heptenvldiphenyldiureide i 265. Heptenilimidoamylic ether i 265. Heptenyliniidobutylic ether i 265. Heptenylimidoethylic ether i 265. Heptenylimidomethylic ether i 265. Heptenylimidopropylic ctJiei- i 265. Heptitol a new i 639. Heptoic acid affinity constant of iso-Heptoic acid B-bromo- i 206. - ab-dibromo- i 206. 110'7 ; ii 347. ii 498. TRANS. 696. 1108. 695. i 228. i 420. from i 367. change in i 206. ii 253. VOL. LXVIII. ii. ,-Heptoyltoluene and its derivatives 9-Heptolyltoiueneoxinie TRANS. 505. ~Heptolyltoluidide TRANS. 506. Heptyleneamine from pulegone i 154. Beptylic acetylhydroxybutyrate rota- tory power of ii 471.- hydroxybutyrat8e physical proper- ties of i 410. Kerbage of meaclows action oE calcium and potassiuiii salts on ii 458. Besperidin occurrence of in Folia bucco and the lenres of Diosnaa a h ii pO8. Keterogeneous systems graphical re- presentation of the equilibrium of ii 72. Heulrtndite from Gunnison Co. Colo- rado ii 510. Hexacetyltriamidopheiiol i 458. Hexahydrobenzene i 411. Hexaliydrobenzoic acid p-amido- i 91. Hexaliydro-p-phenylbenzoic acids stereoisomeric i 97. iso-Hexahydro-~-plien~lbeiizoic acid i 98. Hexahydro-o-toluic acid conversion of the cis- into the traits- form of TRANS. 127. cis-Hexahyclro-o-toluio acid TRANS. 125. - anilide TRbNS. 126. tm ns- Hexahydro-o- toluic acid TBANS . - anilide TRANS. 124.cis- and trans-Hexaliydi*o-o-tolnic acids Hexamethylenc i 411. - derivatives i 338. Hexamethylenetetraniine i 326. - action of phenylhydrazine on - amgliodicle i 327. - bismutliiodides i 590. - combination of with silver salts - conipounds of with mercuric cldo- - conetitution of i 262. - derivatives of i 641. - hexahydrttte i 641. - hydrobromide i 262. - properties of i 590 641. - reduction of to trimethjlamine - salts i 590 641. Hexainethylparaleucaniline action of bromine on i 56. Hexamet hyltriamidophenylacridine i 213 222. Hesamethyitriamidotriphen jlmet hane i 476. TRANS. 502. 123. TRANS. 119. i 444. i 261. ride i 444. i 493. 48658 INDEX OF Hexamethyltrittmidotriphenylmetlianc action of methylic iodide on i 377. - bases from i 476.- derivatives i 377. Hexanaphthene isomcrides of i 454. - occurrence of in Caucasian naphtha i 271. Hexane normal vapour-pressures specific volumes and critical constants of TRANS. 1071. - $-diamido- i 2161. - X-diamido- i 261. - dibromo- i 590. Hesttnea 2 5-diamido- isomeric Hexatrioaazone TRANS. 708 744. Hexatriose TRANS. 708 74A. ap-Hexenic acid i 206. By-Hexenic acid intramolecular change Hexiridious acid potassium salt of Hexose TRANS. 780. Hexyl p-tolyl ketone TEAKS. 502. - ketoxime TRANS. 505. Hexylallylcarbinol i 198. Hexylallylcarbinylic acetate i 198. Hexylaniline dinitro- i 587. - trinitro- i 587. Hexylene from hexylnitramine i 590. - magnetic rotation of TRANS. 257. Hexglethylene magnetic rotation of H exylic alcohol secondary i 590. Hexylnitramine i 589 Hippuraldehyde 0-amido- anhydride - o-nitro- i 88.- p-nitro- i 89. Hippuric acid action of nitrosyl chlo- ride on TRANS. 491. - o-nitro- i 88. -__. p-nitro- i 89 Hjelmite helium from TRANS. 689. p-Homobenzenylamidoxiniethiocar- binol i 662. p-Homobenzen ylhy drazoximido-p-bro- mobenzylidene hydrobromide i 662. - dibromide i 662. Homologous compounds refraction and dispersion in ii 65. Horuorottlerin TRANS. 233. Honey ratio of d-glucose to levulose in and use of this ratio in detecting adulteration ii 188. Hop tannin i 470. Hops essential oil of TRANS. 54. Horny tissues digestion of by tricho- Eorseflesh putrid cadaverine and clio- i 261. in i 206. ii 504. TRANS. 257. of i 89. phytic fungi ii 457. line from 1 196. ;UBJECTS. Human beings the minimum amount of nitrogen required by ii 232.- bodv relation of fat and carbo- hydrate& to the decomposition of albumin in ii 404. Humulene TRANS. 62. - derivatives of TEAFS. 780. -. nitrolbenzylamine TR AXS. 781. - nitrolpiperidide hydrochloride - nitrosate TRANS. 781. - niti*osite TRANS. 782. Humus nutritiou of plants by ii 28. Hydrates existence of in eolution - of gases coinposition of,.ii 44. Hydmzides of monobasic and dibasic acids of the fatty series i 263. - of organic acids i 32. Hydrazidocaffei'ne i. 116. p-Hydrazidodiphenyl i 97. p- Hydrazidodiphenylthiocarbamide Hydraziglycolirle i 332. Hydrazine derivakires having a closed chain structure i 246. - formation of from inorganic corn- pounds ii 74. - free ii 347. - fumarate i 356. - hydrate ii 496. - preservation of solutions of - maleate i 356.- phtlialylhpdrazide i 355. - preparation of ii 497. Hydmzineacetic acid i 332. Hydrazines a new series of TltAsS. - aromatic synthesis of from hydra- - conversion of into p-dianiinea - quaternary TRANS. 10%). - unsymmetiical action of o-nitro- benzylic chloride on i 333. Hydrazodicarbonanil i 253. Hydrazodicarbonimide i 253. Hydrazodicarbonthioethplamide i 401. Hydroalantolactoiie i 555. Hydroalantolamide i 555. Hydroalantolic acid i 556. Hydroaposafranine i 528. Hydrocarbon from picenic acid i 293. - CSIIi4 from amidolauronic acid - CAH14 from sulphocampl~ylic acid - CI4HH from pine tar i 16 186. - C14Hp2 from pine tar i 185. - CllHI6 froni alantolactonc i 556 TRANS. 780. PROC. 1896 8'7. i 97. preparation of ii 497. I_- ii 11. 1090.zine hydrate I 29 275. i 520. i 296. i 155.INDEX OF SUBJECTS. 659 Hydroctlrbon C12H1s from alantolac- - C12H16 from alantolactonc i 556. - CISHIG from alantolactone j 556. - CI4HlR from p-lieptotoluene TRANS. 507. Hydrocarbons aromatic modification of Zincke's reaction for the preparlt- tion of TRANS. 826. - use of aluminium in the syn- thesis of i 412. - from Russian kerosme action of acetic! acid on i 77. - inactive new class of compounds of i 77 437. - nature of the ahminiurn chloride reaction for the synthesis of i 130. - unsstiirated magnetic rotation of TRANS. 255. Hydrochlorocinchonine i 630. Hydrocinchonine i 579 630. HSdrocinnati~eny1aci.j-lic acid intra- molecular change in i 223. Hydrocpnoaui-aiiiine i 145. Hjdrocgano-p-rosaniline i. 541. Hgdrofluorunic acid Ealts of i 291.Hydrogn1,rlic acid i 1SO. Hydrogen absorption of by palladium ii 388. - action of on aniorphous phos- phorus ii 348. - ammonia and nitrogen oxides foimecl during the combustion of in ail- ii 62. - and oxygen ratio of the atomic weights of ii 9. - atomic refraction of ii 430. - bromide molecular refraction of dissolved TUANS. 536 839 844 865. - chloride action of on the oxides of barium calcium and magnesium PILOG. 1804 210. c_- estimnkion of in the contents of the stomach ii 526. - gaseous electrolysis of ii 475. - in the stomach ii 77. - - magnetic rotation of solutions of ii 196. - - molecular refraction of dis- solred TRANS. 835 844 864. 7- rtite of escape of from aqueous solutions of varying concen- tion TRANS. 876 880. - solution volumes of between 100" and 150" ii 307..- critical temperature of ii 3'79. - cuprichloride ii 47. - cuprosochloride ii 47. - cyanide estimation of ii 538. tone i 556. Hydyogon fluoride acidimetry of - combination of with water -.__ estimation rolnmetric of - iodide action of ferric acetate on - molecular refraction of dis- - occlusion of by platinum 7 pssssm of through a palladium - peroxide action of nitrous acid on - as a photograpliic developer - colour specific gravity and - concentration and distillation - detection of ii 526. - detection of i n green plants - - in green plants ii 26. - separation of metals in allia- line solution by ii 331 419 423. - specific heat of ii 377. - phospliide action of. on potmam- lnoniuni and sodammoniiim ii 75. - clirect formation of from its elements ii 13.- rarefied pressure ~o!ume and teni- perature relations of ii 38. - specific ionic velocity of ii 477. - sulphide absorption coefficient of in water at the freezing point ii 104. - estimation colorimetric of ii 289. - rate of escape of from aqueous solutions of rurying concen- tration TRANS. 876 880. - thioacetic acid as a substitute for in qualitative analysis ii 84. Hydrogeolites ii 22. Hydrohydrastinine i 626. Hydrohydrastinium hydrochloride physiological action of ii 362. Hydrolysis end etherification i 593. - effect of on reaction velocities - in fermentation hypothesis as to - of aroniatic nitriles and aiuido- - of ethereal salts rate of ii 107. Hyd romellitic acids etlierification oi HFdropicene i 292. Hydroquinine action of hydriodic acid TRANS.861. ii 108. TRANS. 252. ii 111. solved TRANS. 837 815. black ii 492. septum Yi 39. in dilute solution ii 496. ii 66. surface tension of ii 346. of ii 73. ii 23'3. ii 159. TILAXS. 1136. acids TRANS. 601. 1 4.71. on i 403. 48-2660 INDEX OF SUBJXCTS. Hydroquinoline Konig’s and Lell- Hydroquinolines constitution of i 392. HTdrosorbic acid intramolecular change in i 206. Hydrosulphides of aromatic bases i 300. Hyclrotometric analysis avoidancc of certain causes of error in ii 32. Hydroxamic acids i 393. Hydroximic acids chlorides of i 88. Hydroxyacetone isonitroso- i 201. Hpdroxy-acids action of acidic oxides on salts of TRANS. 102,1030. a-H~droxyadipic acid TRANS. 159. Hydrovyallyldimethoxybenzene i 657. Hydroxyallylmethoxyethoxy benzene 2-Hpdroxyaiithracene l-amido- i 544.nz-Hydroxybenzaldeliyde derivatives of Hjclrosybeiizeneindone i 528 610. - unsymmetrical i 609. Hpdroxybenzenes poisonous action of Hjdroxybenzoic acids thermochemistry na-Hydroxybenzoic acid etherification 11-Hydroxybenzoic acid etlierification o-Hydroxybenzoylamidoncetal i 90. Hpdroxybenzoylbenzoic acids and their bromo-derivatives condensation of i 235. o- Y~clrosybeiizylbenznmide i 308. IIZ - Hydrox j benz ylideneamidoa ce tal i 624. o-Hydroxy benzylideneamidoacetal i 90. o-Hjdroxjbenzylidene-o-amidobenzyl- aniline i 134. o- H j d roxy benzylidene-p-a midobenz y lic alcohol i 344. p-Hydroxybenzylidene-o-amidodi- pheiiylmethane i 53. H.ydroxybenz ylideneamidodiphen yl-m- phenylenediamine i 600. o-Hjdroxy benzglideneaniidophen yl-a- naplithylamine i 601.o-Hj-droxybenzylidenebenzoylbydra- zine i 35. p-Hjdroxybenzylidenebenzoylh ydra- zine i 36. o-Hydroxybenzylidenedian tipyrine i 483. Hydroxybenzylidenedimethylethoxydi- amidodiphenylemine i 27. o-Hydroxybenzylidene-2 4-dinitro- phenylhydrazine i 27 29. p-HFdroxy benzyiidene-2 4-dinitro- phonylbydraeine i 27. mann’s i 69. i 65’1. i. 663. on yeast and bacteria ii 130. of ii 102. of i 229. of i 228. p - Ilydrospbenzy lideneformy lhy drazin e o - Hydroxy benz y liden egljcol ylliydra- y -€Iydroxybenzylidenegl jcolylh~di-s- p-H ydroxybenzylidenenialonylhydra- p - Hydroxybenzy lideneoxalylli ydrazine o-Hydroxybenzylidenephen yl-p-ainido- o-Hy drox ybenzy lidencpicrylh ydrazine p-Hydroxy benzy lidenepicrylh ydrazine p-Hydroxy benzylid enesuccinylliy dra- 0-Hydroxybenzjlidenc-opt01 jlene- o-Hydrosybenzylidine-p-nitrosoadiiie Hydroxybenzylindene i 535.i. 263. zine i 332. zine i 332. zine i 264. i 264. phenylinduline i 609. i 28. i 28. ziiie i 264. dianiine i 599. i 698. - - acitate,‘i 535. Hydroxy -6-beazy lpheno-m-diazine o-Hydrolrybenzyl-o-plieu.~lenedilLmine o-Hydroxybenzyl-p-phenylenediamine o-Hy droxybe/nzy 1- o- tolylenediamine a-Hydroxybutyric acid active deriva- - optical isomerides of i 333. - acids actire ethereal sa1t.s of ,%Hydroxybutyric acid excretion of in iso-Hydroxycuniphor i 676. Hydroxycamphoric acid Pnoc. 1896 Hydroxy-iso-camphoronic acid i 478. &Eydroxycaproic acid i 206. Hydroxycarboxylic acids reaction for fl-Hydroxycinchonine i 310. 3-Hydroxycinchoninic acid niethiodide methochloride and methylbetdine i 114 115.Hydroxy-compounds effecl; of on the freezing point of benzene ii 41. 1~a-Hydroxycoumarin-B-ca~boxylic acid i 420. H~droxydihydrocampholenic acid 1 427. H j droxydih ydrocampholenolactone i 427,676. - constitution of i 428 6’15. Hydroxydiliydrocampholytic ncid i 251. i 346. i 346. i 346. tives of i 409. ii 471. diabetes ii 281. 33 88. ii 297. i 295.INDEX OF SUBJECTS. 661 Hy droxydiliydrocitrazinimide dichloro- - actior of phenylhydraziiie Hydroxydihydrophenonaph thacridine Hydroxydimethylamidopheny laliiido- phenylnaphthylsulphone i 471. Hydroxydimethyl-iso-coumarilic acid i 225. - di- and tri- chloro- i 226. Hy droxydimeth ylhexy 1-m-diazine 2 1 4-Hydroxydimethyl-3-ketonapli- - oxime of i 424. Hydroxydimetbyl-m-nitropheny 1-iia-di- Hydroxjdimethyl-iso-phthalic acid 4’ 2 2’-Hydi.oxydi1nethylquinazoline Hydroxy -m-dinitrodiphenylcyanidine Hydroxydiphenyl p-nitro- i 290.Hydroxydiplienylacetic lactone i 419. Hydroxydiphenylcarbosylic acids 2 6-Hydroxpdiphenylcarboxplic acid 3 2- Hydroxydiphenylcarboxylic acid 2 2‘-Hydroxydiphenylcarboxylic lac- 4’ 2-Hydroxydiphenylcarboxylic acid Hpdroxydiphenylene ketone i 147 i 157. on i 157. 1 108. i 266. thalene i 424. azine i 266. i 52. synthesis of i 571. i 266. i 233. i 234 373. i 233. tone i 372. i 373. 233. Hydroxydiplienylenepyrodiazoline (?) i. 213. Hydroxydiphenylet,hylamine hetero- iso-Hydroxydiphenylethylamine i 596. Hy droxydipheny lethylcarbamide o-Hydroxydiphenylrnethane i 53. Hydrosydiphenylquinoxaline chloi*o- 4 1 2-Hydroxydiphenyltriazine 2 4-H~droxyetliox~benzoic acid 5-Hydroxyetlioxj-3 l-inetlijlphcnyl- a-Hydroxy-P-ethylpheno-i,t-diazine - m.p. of i 306. 6 l-Hydroxyetliy1-2-pyridone i 558. 4’ 2-Hydroxyethylquinazoline i 571. Hydrosyfurfurazane derivatives i 393. HJ droxy furf urazaneacetic acid i 394,. cyclic bases from i 596. i 596. i 573. i 251. TRANS. 995. pyrazole i 397. i 250. I Hydroxgf urfurazanecarboxylic acid 1 i 394. o-Hjdroxyfluorenone i 378. @-Hydroxy -iso-heptoic acid i 206. Hydroxy-iso-heptolaotone i 207. Hydrosyhexali~-drophenylbenzoic acid ’ i 98. I Is-Hydroxyhexahydro-p-toluic acid i i 674. I i 266. Hydroxyhexgl-nt-diazinecarbosylic acid Hydroxyhexylphenyl-m-diazine i 266. o-Hydroxyhippuraldehgde i 90. - phenylhydrazone i 90. Hydroxjketostearic acid constitution of i 648.Hydroxjlamine acid sulphrtte of TRANS. 226. - derivatives occurrence of p01jnio~- phous modifications of i 37. - detection of ii 413. ~ - ~~htlialylhydrosani~te i 417. - phpiological action of ii 413. j - properties of ii 413. Hydroxylamineacetic acid i 125. ! a-Eydrosgkmine-io-bi~tyric acid a-Hydroxylaminepropionic acid i 123. i 521 522. H-Iydrorylamines aromatic formation of i 417. Hydroxylapachol barium derivative of TRANS. 788. - calcium and silver derivatives of TRANS. 791. - from the seeds of Loinntin ilici- fo7in and L. loiigifolia TRANS 787. - isomeride of TRANS. 793. I Hydroxymethoxybenzoylbenzoic acid 1 i 546. Hydroxy methy lsrnidoplien yl-m-diazine I i 266. o-Hydroxyniethylbenzoic acid thermo- Hpdroxmethylene COmpounds i 62.- from ketones of the terpene Hydroxyniethylenebenzyl iso-propyl Hydroxyniethylenecamphor i 62. - anhydride of i 63. - hydrogeu phosphite i 63. Hydroxymethylenecamphorphenpl- Hydroxymethyleiiecarroiie i 187. Hydroxyniethylenementhone i 65. Hgdroxpetliylenepropyl phenyl ketone Hydroxjmethylenetliu jone i 187. ~ Hydroxymethylethylhexyl-m-diazinc j i 366. Hydroxjmethyletby1-m-nitrophenyl-m- chemistry of ii 102. series i 187. ketone 1 396. pyrazole i 63. i 65. diazine i 266.662 INDEX OF SUBJECTS. 4’ 2 - 2’-Hydroxpethglethylquinazo- Hydroxymethylhexyl-In-dinzine i 266. Hyclroxyme tliyl-?ia-nitrophenpl-m- Hyclroxy-~-methylplieayl-nz-diazi~:e Hydroxymcthylphenyltriazole i 573. 4’ 2 2‘-Hydroxymethj1-iao-propyl- 4’ 2-Hydroxymethylquinazoline s p - 2 2’-Hydroxymetli~lquinolicc i 666.a-Hydroxy-B-methy 1-p-toluo-112-diazine - real nature of i 572. 2 1-Hydroxpsphthalenecarboxylic 3 2-Hydrox~naphthalenecarboxylic line i 571. diazine i 266. i 250. quinazoline i 572 thesis of i 571. i 359. acid rate of etherification of i 228. acid etlierification of i. 228. Hydroxynaphthalide ph9nylhydmzone a-Hydroxynaphthaphenazine B-chloro- 2-Hydroxy-l 4-naphtliaquinone7 iodo- of i 240. i 615. i. 237. 2-Hpdroxy-l 2-napl thaquinone-4-ani- 2-Hydroxy-1 4-naphthaquinoneoxime 2‘-Hydroxy-l 2-na~hthaq~~none-4- 3 2-Hydroxynaphthyl-l P-naplitlia- Hydroxy -p-naphthylnsphthindom Hydroxy-m-nitroph engl-m-diazinecar- Hydroxy-m-nitropheny lplienjl-in- 8-Hydroxy-iso-octoic acid i 207. Hydroxy-iso-octolactone i 208. Hydroxypentadecoic acid i 119.Hpdroxypheiioxyethane PROC. 1895 sn-Hydroxy-o-phenylbenzoic acid i 234. 2’ 3‘ 1’-Hjdroxyphen$benzyltetra- B-Hydroxyphenylbutpic acid i 223. m-Hydroxyphenylbutpic acid i 663. Hydroxjphenylbutyrolactone i 93. 3 2‘-Hydroxyphenylcinchoninic acid - methochloride methiodide and Hydroxyphenjlcoumalin i 110. m-Hydroxyphenylcrotonic acid i 663. Hydroxyphenyl-m-diazineacetic acid Hydroxyplienyldibydrotriazine i 460. 3 l-Hydroxyphen~-l-2-hydrox~benzgl- lido-o-carboxjlic acid i 107. iodo- i 237. snlplionic acid i 106. quinone TRANS. 1359. i 613. boxylic acid i 266. diazine i 266. 40. hydroquinazoline i 134. i 115. methylbetayne of i 115. i 266. pyrazolidone i 93. Hydroxjplieuylmale‘inaniide i 102. Hydroxjphenylpentenic acid i 224. Hydroxy-/3-phenylpheno-m-diaziue 3’ 4-Hydroxyplien~lquinaldine i 430 4 2‘-Hydroxyphenylquinaldine i 113. 4’ 2-Hydroxyphenylquinaldiniu acid 4’ 3-Hydroxyphenylquinaldinic acid Hydroxyplienylquinoline (?)! i 251.1 2’-Hydroxyphenylquinoline i 71. 3 2’-Hydroxyphenylquinoline i 72. 4‘ 2-Hydroxyphenylquinoline i 113. 4 3-Hydroxyphenylqninoline i 113. 1 2‘-Hydroxypheny lquinoline-4‘-cnrb- 3 2’- Hydro x yphen ylquin oli ne- 4’- carb - 3 4-Hydroxyphenyltetrazole i 194. p-Hjdroxyphenylthiourea TRANS. 559. /3-H-IydroxFphenylvaleric acid i 224. p-Hydroxy propiophenone behaviour of a-Hydroxy-P-propylidenehutyric acid - dibromide i 16. Hydroxy -&prop~ lph6no-mdiazine a-Hydroxy- fl-iso-propylphcno-m- - m. p. of i 306. 4’ 2-H~droxy-z‘so-propylquinazoline 3-Hydroxypyridine i 391. 4-Hyclrox~pyridine-2 6-dicerboxylic 4’-Hydroxyquinazoline preparation of Hydroxy-iro-quinoline [l or 41 i 683.- benzylobromide i 683. - benzylohydroxide i 684. - ethiodide i 683. - etliobromide i 683. - etholiydroxide i 684. - methiodide i 683. - methohydroxide i 684. m-2-Hydroxy-iso-quinoline i 624. Hydroxyquinoxaline trichloro- i 511. Ntz-2‘-Hydroxyrosindone i 611. .N+3’-Hy droxyrosindone i 611. m-Hydroxystilbene i 663. at-Hydroxptilbenecarboxplio acid i 663. Hydroxyterpenylic acid i 153. - and its lactone constitution Hydroxyterpineoloxime i 547. Hydroxy toluic acids thermochemistry Hydroxy-p-toiyl-m-diazineacetic acid i 251. 431. i 114. i 114 oxylic acid i 71. oxplic acid i 72. in the animal organism ii 25. i 16. i 250. diazine i 250. i 572. acid TEAKS. 403. i 571. of i 675.of ii 102. i 266.INDEX OF SUBJECTS. Indigotin m. p. of ii 379. - red isomeride of i 285. - synthesis of i 231. - synthesis of from ethylenedi- 663 8-Hydroxyrsleric acid i 204. Hygric acid i 311. Hygrine i 310. - low boiling i 311. HTgroscopic substances drying of Hypogeeic acid constitution of i 126. Hyposulpl~iirous acid ii 9. Hppoxanthine separation of adenine and uric acid from ii 94. IIystazarin dimethyl ether i 232. - methyl ether from chay root TRANS. 819 822. - synthesis of i 232. 11 325. I. Ice artificial ii 73. lcosenjc acid i 127. Icosinic acid i 127. Iditol i 650. Idocrase composition of ii 511. Idonic acid i 650. Idosaccliaric acid i 650. Idose i 650. Ilicene i 182. Ilmenite sphene and rutile geuetic relations of ii 4M. Imidazolones and their decoinposition products i 218 400.Iniidodicarboxylic acid sulphur clerirrt- tires of i 805. Imido-ethers i 261. - action of hyhuzine on i 136. Inanition in a dog loss of iuaterial in ii 78. Indene action of nitrous acid on i 475. - constitution of i 535. - nitrositcs of i 4i3. India rubber analysis of ii 191. - - wares aiialysis of ii 96. Indican i 96. - sugar from i 96 1S9. Indicator lutcol a new i 572. Indicators i 572 ; ii 134 24.4 325. - comparison of ii 325. - litmus and methyl-or:inge as Indiglucia identity of with glncose Indigo i 96. - preparation of i 96. Indigo-carmiue action of in dTeing Indigo-gluten nature of i 96. Indigopurpurin i 258. Indigotin wz-dibrom- i 283. - m-dichlor- i 288. - estimation of ii 4.68. ii 134 242 325. i 189. silk ii 259.664 INDEX OF SUBJECTS. Iodine solutions titration of with Iron in the liver ii 173.Iodoform Solubility of in alcohol and ether i 633. Iodonium bases from y -chloriodobenz- - fromp-iodotoluene i 221. - compounds preparation of i 635. Ionic dissociation hypothesis of TRANS. Ionisation and osmotic pressure cause Ionone-p-bromophenylliydrazone i 530. Go-Ionone-p- bromophenylhydrazone Iononesemicarbazone i 530. Ions atoms and moiecules colour of - optical rotation of ii 65. - velocities of the ii 477. Iridious acid polymerides of ii 504. Iridium condensation of electrolytic 7 potassium nitrites action of heat Iridol colour reaction of i 87. Iron action of nitrous oxide on at a high temperature ii 312. - action of nitrous oxide on in pre- sence of water ii 495. - amount of in urine ii 407.- boride ii 270. - cast estimation volumetric of phosphorus in ii 414. - chromrttes ii 227. - compounds assimilated distribu- tion of in animal and vegetable cclle ii 518. - detection and estimation of in oils ii G3. - det,ection of in commereiai copper sulphate ii 534. - estimation of carbon in ii 330,531. - estimation of gold and silver in ii 536. - estimation of i ash of vegetable or animal matter ii 89. - estimation of in ores slags &c. ii 420. - estimation of in phosphates,ii 14.0 246,293. - estimation of in urine ii 4.07. - estimation of phosphorus in ii 328,414 530. - estimation of sulphu~* in ii 244 411 527 528. - estimation volumetric of manga- rrePe in T u x . 275. - fused cast displacement of carbon from by boron and silicon ii 220.- graphites from ii 220. ene i 221. 1124. of ii 308. i 539. ii 441. gas by ii 151. on ii 503. I - meteoric detection and estimation - moist reduction of nitric oxide by - native ii 20. - nitroso-compounds of ii 317 451. - percentage of in the liver in aukylostomiasis ii 56. - phosphate removal of the phos- phoric acid from as alkali phosphate ii 112. - pig estimation of sulphur in ii 244. - pyrites chemical constitution of - separation electrolytic of zinc - separation of arsenic from ii 462. - separation of manganese from - separation of nickel from ii 293. - separation qualitative of chro- - thiohypophosphate ii 13. - titration of u-ith sodium sdphide - Iron-nickel pyrites from Norway 3,171. Irone-p-bromophenylhydrazone i 530. Ironesemicarbazone i 530.Irons temperatures of transformation Isatincarboxylic acid i 543. Isatin-15-oxime m-chloro- i 288. Isatinplienylhydmzone brom- i 288. - nitro- i 288. Isatin-o-tolylhydrazoue i 288. - 112-chloro- i 288. - nitro- i 288. Isatin-p-tolylhydrazone i 288. - m-chloro- ig 288. - nitro- i 288. Isomeric change arrest of. a t an inter- Isomorphism ii 160 309. Isomorphoiis mixtures ii 257. - freezing points of ii 207. - salts melting p0int.s of mixturcBa - - solubility of mixed crystals Isoprene magnetic rotation of TEAXS. Isosmotic concentrations determination of selenium in ii 369. ii 4.45. ii 20. from ii 89. ii 419. mium from ii 88. ii 64. See also Ferrous and Ferric. of ii 110. mediate stage PHOC. 1895 49. of ji 36. of pairs of ii 7. 258. of ii 208 381 488. J. Jack-fruit tree constituents of the wood of TRANa.93'7.INDEX OF SUBJECTS. 665 “ Jauiie siderin,” composition of ii 227. Jute action of aqueous soda and carbon bisulphide on TRANS. 444. K. Kainite estimation of potassium in Kairoline i 480. Kamda TBANS. 230. - yellow crystalline colouring matter from TRAM. 233. Kamarezite from Kamareza Lauiion Greece ii 506. Kammererite from Tampadel Silesia ii 172. Kaolin constitutior of ii 358. Katapleite from Greenland ii 23. Keratin a new decomposition product - substances amount of sulphur in Ketoazocamphoquinone i 61. - bromination of i 382. iso-Ketocamphoric acid i 478. Keto-compounds effect of on the freez- ing point of benzene ii 41. Ketodihydroquinoline probable ident,ity of with ethylkynurine i 71. Ketohydrindenecarboxylic acid chloro- dibrorno- i 231.-- bibasic acid from i 231. Ketohydroxystearic acid i 82. - phenylhydrtlzide of i 82. aa-Ketoindenecarboxylic acid B-chloro- i 231. Ketone C7Hl2Cl20 from ethylpropyl- acetylene and hypochlorous acid i 497. -C1,,HI60 fi*om pinole tribromide i 60. - CgHi2O5 from ethylic aconitate i 212. - Ci0HlUBr2O2 from the oxidation of bromanetholl dibroniide i 341. Ketones acbion of hydrogen sulphide on i 362. - aliphatic oxidation of by nitric acid i 201. - amido- aliphatio i 685. - and diethylic succinate synthesis of unsaturated dicarboxylic acids from i 142. - aromatic hydraxy- behaviour of in the animal organism ii 25. 7 combination of polyhydric alco- hols with i 441. - compounds of sugars with i 437. - condensatison of aldehydes with ii 417.of i 160. i 2S5. i 643. Ketones condensation of ethylic salts - conversion of into a-diketones - @-halogenated i 361. - iso-nitroso- constitution of i 498 623 647. - of the terpene series hydyoxy- inethylene compounds from I 187. - thio-derivatives of i 362. a-Ketonic acids condensation of the @-Ketonic acids electrical cofiductirity Ketonic compounds elimination of caF- Keto-oleic acid i 647. Ketopalmitic acid i 127. Ketopentene hexachloro- acid CgH60t Retophenylparacophenone i 48. Ketostearic acid chloro- i 647. -- constitution of i 648. - constitution of i 648. Ketotetrahydroqninazoline oxidation of i 306. Ketoximeketobehenic acid i 208. Ketoximes act.ion of nitric peroxide on i 445. Kjeldahl process apparatus for inea- suring small drops of mercury for the ii 369.Xola nut chemical composition of ii 241. Eiihnite ii 508. Kynurine synt.hesis of i YO. of dibasic acids with i 410. i 499. salts of with o-toluidine i 666. of ethereal salts of i 649. bonic oxide from i 329. from i 510. L. Lac tree sap of the i 386. Laccase i 385 386. Laccol i 386. Lactates metallic rotatory power of ii 174. Lactic acid action of arsenious and a.ntimonious anhydrides on salts of TRANS. 1036. - estimation of ii 174. - in the urine of rabbits poi- soned with carbonic oxide ii 175. - optically active ethereal salts of TRANS. 914. - transformation of propionic acid into i 197. - acids active freezing points of solutions of metallic salts of TRAXS. 632. preparation of TRASS. 616. rotation of their metal- lie salts in solution ‘~‘RAN~. 616. - - - --G66 INDEX OF SUBJECTS.Lactide from a-bromopropionic an- hydride i 1’7. Lactone from dichloroxindenecarb- oxylic acid i 231. Lactose action of the mucous mein- brane of the stomach and intestines on ii 4.03. - and glucose discrimination be- tween in adulterated peptones ii 424. Land cultivated drainage from ii 458. Lsnolinic acid i 408. Lanolinic alcohol i 408. - benzoate i 408. Lanthanum oxides ii 449. iso-Lapachone isomeride of TRANs.,%L Lard analysis of ii 146. - the phosphomolybdic acid test in ii 467. Landanidine i 117. Lauramide heat of formation of ii 483. IJat& anilide heat of formation of Imirocerasin i 554. Laiiroiiio acid amido- hydrocarbon and acids from i 296. -- inner anhydride of i 188. - amido-derivatives of i 187. ,iso-Lauronic acid i 154.- phenjlhydrazine compound Lauronolarnide i 154. Lauronolic acid preparation of i 154. - lactone bromo- i 154. iso-lauronolic acid i 295. fly-iso-Lauronolic acid (unsaturated) Lauroylbenaene TRANS. 508. Lavender oil of rotntory power of Lead action of nitric acid on ii 164. - action of nitrous oxide on ii 312. - ammonium iodide ii 268. - arsenites ii 218. - bromide action of light on ii 267 - chlorides compounds of wit’li - detection and estimation of in oils - dioxide? preparation of ii 315. - estimation electrolytic of ii 418. - hydroxide periodide ii 449. - iodide combination of with metal- lic iodidesand organic iodides ii 268. - iodine compounds of containing excess of iodine ii 449. - liquation caused in standard gold by the presence of THANS. 552.- lithium iodide ii 268 350. - nitrate molecular refraction of dissolved TRANS. 838 846 865. ii 483. and seniicarbazide of i 1%. i 296. i 294. organic bases i 891. ii 463. Lead orthonitrate ii 316. - oxide action of the spark dis- charge on ii 267. - oxidising action of ammonia solu- tion on PBOC. 1895 9. - potassium acetate periodide ii 449. - precipitation of metallic ii 315. - rottlerin TRANS. 238. -_- selenide crystallisation of ii 391. - SP ,paration of antimony from ii 89 422. 462. ii 536. - separation of arsenic from ii 89 - separation of bismuth from - separation of cadmium from ii 332. - separation of mercury from - separation of tin from ii 89,422 - sodium iodide ii 268. - sulphide and oxide effect of heat on a mixture of ii 450. - and sulphate effect of heat on a mixture of ii 4.50.- behaviour of on heating ii 450. - - crystallisation of ii 391. - thiohppophosphate ii 13. - titration of with sodium sulphide - triphosphate ii 446. Leaf respiration ii 175. Leaves dried evolution of carbonic an- hydride from ii 124. - green and etiolated respiration of ii 176. Lecithin estimation of in plants ii 96. Lecture experiment gtlin of weight in - on ethylic ether ii ’73. Leech salivary glands of the ii 53. Lemon oil occurrence of citronella1 in - - sp. gr. and rotatory power of Lepra camlelaris and L. chlor~i~cc Leucaniline action of bromine on i 56. - hydrochloride electrolytio conduc- tivity of i 540. Leucine from pancreatic digestion i 83 ; ii 25. Leucocytes disappearance of from blood after injection of peytone ii 79.Leucophthale’ins i 55. Leuco-p-rosaniline sulphone of i 285. P-Levulin i 165. Lerulinic acid bromo- action of thio- - - dibrorno- action of thiocarb- ii 332 533. 462. ii 64. combustion ii 260. i 382. ii 541. calycin in i 298. carbamide on i 495. aiiiide on i 4%.ISDEX OF SUBJECTS. 667 Levulinic hydrazide i 247. Levulose from the dried peel of Citiwnt - influence of in diabetes ii 281 Lewisite from Brazil ii 508. Licareol and linalol i 77. Lichens compounds from i 297 298. Light action of on antimony penta- - action of on lead bromide ii 267. - action of on tetanus cultures ii 58. - bactericidal action of ii 57. - coloured method of obtaining of sufficient purity for the determina- tion of rotatory dispersion ii 1. - emission of during crystallisation ii 66 429.- magnetic rotation of the plane of polurisstion of in liquids ii 474. - measurement of the intensity of by chemical means ii 249. - monochromatic burner for ii 345. Iignocellulose new type of i 493. Lignocelluloses action of nitric acid on Linionene constitution of i 675. - nitrolanilides i 479. - nitrosochlorides i 380 478 546. - oxidation of i 674. - tetrabromide action of sodiuni inethoside on i 59. Linalol and licareol i 77. - coiistitution of i 646. d- and I-Linalol conversion of into terpin hydrate i 699. “ Lindesite,” ii 76 513. Linseed oil analysis of ii 147. Liquation in crystalline standard gold ‘IRANS. 552. Liquid and solid phases equilibrium between ii 158. - at constant temperature influence of the relative volumes of liquid and vapour on the vapour pressure of ii 203.- mixtures freezing point of ii 204. - molecules complexity and diseo- ciation of ii #. Liquids critical temperature as a test for the purit? of Ii 200. - determination of the molecular weight of ii 99. - holding solids in solution critical temperature of ii 201. - non-associating molecular surface energy of ii 40. - pol~merisation in ii 8. - volume changes attending the mixture of in relation to crjoscopic behaviour ii 6. nurantiurn Chinensis ii 129. 520. sulphide TRAKS. 528. i 323. Liroconite from Cornwall ii 5Oi.. Lithium amidochromate non-existence - bromide hydrates of ii 350. - chloride hydrates of ii 348 350. - - molecular refraction of dis- solved TRANS. 835 839 844 864. - physical properties of solu- tions of in amylic alcohol ii 383.- chlorochromate ii 272. - cupriferrocyanide i 487. - cuproferrocyanide i 487. - I-lactate TRANS. 625. - lead iodide ii 268 350. - nitrate molecular refi%ction of - salts detection and estiiiiatioil of __. thalliuni chloride ii 399. Litmus and methyl-orange as iiidica- tors ii 134 242 325. Liver and the metabolism of carbohy- drates ii 360. - cells at different ages yerceat- age of sulphur and phosphorus in ii 54. - changep in under the adion of various drugs ii 79. - in aukylo.stonaiasis percentage of iron in ii 56. - of the ox calcium in the ii 63. Lomatin ilicifolia colouring matter - longij’olia TRANS. 784. Lossenite from Laurion ii 172. Lucern chlorophylls from i 389. Lupins germination of ii 521. Lapinas albus alkaloyds of i 311. - Zutene crystalline nitrogeiious compounds in the seedlings of ii 84. Luteol i 572.Lutidine hydrochloride compounds of with lead dicliloride and tetrachlo- ride i 390. Lymph action of iutrai-enous injection of sodiutii chloride solution on the comnosition of ii. 1’73 362. of ii 273. dissolved TRANS. 837 845. sodium in ii 532. from TRANS. 784. Lymph-cysts liq&d contained i n 11 280. Lysidinc i 73. M. Maclurin constitution of i 538. - derivatives of TRANS. 933. Muc1urinazobenzene.p-sulphonic acid sodium salt of TRANS. 934. Magdala-red base of i 612.668 INDEX OF SUBJECTS. Magenta acid- constitution of i 539 I 540. I - action of hydrochloric acid on i 278. Magnesia solubility of in sugar solu- i tions i 79. I Magnesite formation of ii 50. I Magnesium nction of on manganous 1 salts ii 316.1 - action of on inoist nitrous oxide ' ii 495. - action of on the vapours of alco- hols i 4.05. - arsenites ii 218. -carbonate estimation of in soils ' ii 245. I 7 chloride hydrates of ii 226 269. - luolecular refraction of dis- solved TRANS. 836 844. I - compounds elimination of in cases I of rachitis ii 455. - cupriferrocjanide i 407. cuproferrocyaeide i 4G7. - detection of ii 64. - diphenyl i 143. - effect of on the development of the organised structures of the cell ii 457. - freezing point of TRANS. 186. - d-lastate T~~ANs. 626. I - nitride action of phosphorus tri- ~ - oxide action of dry hydrogen I - chloride on ii 46. I chloride on PROC. 1894 240. of the elements ii 107. - potaesium fluorides ii 351. - - silicate ii 361. - salts action of on the animal - sulphate molecular refraction of - voltaic cell ii 35.Nagnetic rotation of the plane of polar- I - - of solutions of hydrogen - of unsatuioatcd hydrocar- - of water ii 474. - of cai*bon bisulphide ii 474. Magnetism influence of on chemical Maize meal fat of i 501. - peutosans in ,ii 177. Malachite-green constitution of i 234. ~ - oxime and phenplhydrazone Male'ic acid chloro- i 19. Maleimide n-amido- i 356. position of in the genetic system I - organism ii 53. dissolved TRANS. 838,866. isation of light in liquids ii 474. chloride ii 196. bone TRANS. 855. action ii 153. of i 234. Malehanil dichloro- i 177. I Naleindianil dichloro- i 177. Male'in-p-toluildipiperidide dichloro- Maleylhydrazide i 356. Malic acid action of antimonious oxide - rotatory power of ethereal Malonamide action of aniline on - action of nitrosyl chloride on - diamido- TRANS.1003. - imido- i 266. - nitro- TRANS. 1005. Malondihydroxamic acid i 393. Malonhydrazide i 263. Malonic acid amido- TRANS. 1006. - derivatives of TRANS. 1002. Malt comparative saccharifying and liquefying powers of i 692. - means of varying and regulating the degree of fermentation of ii 181. - varying composition of ii 181. Ndtodextrin preparation of TRAM. Maltol i 80 164. - constitution of i 80. Maltosazone TEAM. 742. - modification of by the osazone derivatives of maltodextrin TRANS. 734. " iso-Maltosazone," TRANS. 706 719- 728,730,731 735,740,74&. - synthetical production of TRAYS. 731. Maltose action of the diastase of kiln- dried malt on TRANS. 742. - action of the mucous membrane of the stomach and intestines on ii 4a03._- action of yeast extract and of in- vertase on i 6. - action of yeast on PROC. 1895 46 ; i 442. - and its anhydride i 7. - birotation of TRANS. 312. - estimation gravimetric of with Fehling's solutions TRANS. 999. - hydrolysis of by yeast I'ROC. 1895,46 ; i 442. - specific rotatory power of i 260. '( iso-Maltose," action of the mucous membrane of the stomach and intes- tines on ii 403. - febmentation of TRANS. 729. - Lintner's TRANS. 706 707 709 Manaca roots pharmacological investi- Manacei'n ii 57. Manacin ii 57. i 177. on the salts of TRANS. salts of ii 251. TBANS. 1006. TRANS. 490. 703. 714,739. gation of ii 57.INDEX OF SUBJECTS. 669 Mandclic acid condensation of with I Manure farmyard and green utilisation - thermochemistry of ii 102.I Manures estimation of nitrates in. Manganese alloys spectra of ii 432. ii 370. - ammonium alum ii 394. - estimation of nitrogen and plios- - pyropliosphomoly bdate ’ phoric acid in ii 243. - estimation of ilotassium in. ii 417. phenols i 419. 1 of the nitrogen of ii 367. ii. 230. - sodium pyrophospliotung- - - sulphate ii 394. - arsenites ii 218. - chloride and cobalt chloride mixed crystals of ii 209. - hydrates of ii 226 269. - compouuds spectm of ii 432. - cyanides double i 485. -- dioxide apparatus for the assay of by Bunsen’s method ii 88. - estimation electrolytic of ii 419. - estimation volumetric of TRANS. - natural oxides of ii 50. - nitrides ii 16. - oxide new ii 395. - separation of copper from ii 332 - separation of iron and copper from - separation of mercury from - separation of silver from ii 423.- sodium pyrophosphomolybdate - pyrophosphotungstate - spectrum of ii 432. - sulphide precipitated crystallisa- - - protomorphic state of ii 224. - titration of with sodium sulphide Manganese-steel ii 16. - magnetic properties of ii 16. Manganic chloride double salts of ii 46. Manganine thermoelectric properties of ii 152. Manganous oxide action OP nitrous oxide on ii 312. 7 salts action of magnesium on ii 316. - sulphate anhydrous crystallieed ii 394. Mange1 wurzel digestion of ii 452. Msnnan 8s a reserve material in the seeds of Diospyros k-nki ii 128. Mannitol action of on Fehling’s solu- tion ii 408. - estimation of by the optical method ii 141. - estimation of in wines ii 334.- formation of in wines i 198. state ii 230. 268; ii 420. 419. ii 419. ii 332. ii 230. ii 230. tion of ii 267. ii 64. - mineral effeci of various,’ on tlie saline components of potatoes and oats ii 130. Manuring experiments on various phos- phates and nitrogenous substances ii 180. ter of ii 316. - natural meadows ii 458. Marcasite and pyrites chemicltl charac- Margarine detection of in butter ii 145. Marignac memorial lecture TRANS. - titles of published papers b)- Marmora water of the Sea of ii 515. Marshite from Broken Hill N.S.W. Mass action law of ii 384. Mauve‘ines relations of the snfranines Mauvindonc i 610. Meadows action of calcium and potas- sium salts on the herbage of ii 458. - natural manuring of ii 458. Meat extract estimation of the nitro- genous constituents of ii 543.- extracts analpsie of ii 543. a-Medicagophyll i 67 389. /l-Medicagophyll i 389. Mediterranean Eastern water and sea- bottom deposits of the ii 51. Melitriose estimation of ii 425. - properties of ii 425. Mellitic acid etherification of i 471. - - formation of from sugar 468. TRANS. 485. ii 504. to i 527. i 164. change of ii 107. ii 36. compounds ii 378. m. p. of ii 379. - Melting and boiling points and solubilitF - point determinations at a red heat - points of difficultly f uible organic - - of mixtures TRANS. 327. - of mixtures of isomorphous snlt,s ii 36. - - of some inorganic salts ii 339. of the elements as a clue to their genesis ii 340. Memorial Lecture - JEAN CHABLES GALISSABD DE MARIGNAG TRAM. 468. - Menthene derivatives of i 549.Menthol deriratiree of i 549.670 INDEX OF SUBJECTS. Xenthone cliloro- i 549. 7 physical properties of i 6?8. Xenthonebisnitrosylic acid i 549. Menthylic bromide i 549. Mercapt-ides action of halogen alkylene compomds on i 286. Bfercapturic acids synthesis of i 284. Vercui.ic arsenite ii 218. - bromide heat of formation of ii 305. 7- hydrolysis of aqueous solu- tioiis of ii 393. - chloride and hydrogen sulphide reaction of in the gaseous state ii 225 - - estimation of ii 140. - hydrolysis of nqueous solu- - stability of aqueous solutions _I - volatility of ii 15. - cyanide compounds of with cli- I__ diammonium chloride ii 11. - formumide i 9. - iodide heat of formation of ii 305. - solubility of in carbon bi- sulphide at low temperatures ii 4239.- &naphthoxide i 86. - - acetate i 86. - chloride i 86. - nitrates heats of dissolution and €onnation of ii 154. - oxide heat of formation of ii 305. - oxides thermocheinistry of ii 305. - oximidocarbonate i 3. - osychlorides ii 393. - perchlorate TRANS. 1013. - phenoxide acetate i 87. - - chloride i 87. 7- - hydroxide i 87. - - picrate preparation and thermo- - silver cpnonitrates i 581. - sulpbetes thermochemistry of ii 103. - sulphide conversion of the black into the red modification acd the density and specific heat of the two foriiis ii 110. - - thermal changes accompany- ing the isomeric changes of ii 435. - tliiophosphate ii 13. p-Mercuriox!etanilidc i 358. Mercurioacetanilides i 858. p-Mercuriomiline bromide i 358. - iodicie i 358.p-Mercuriodiethglaniline bromide and iodide i 359. tions of ii 393. of ii 46. cbromateP ii 385 356. chemistry of i 131. Mercuriodimetliylaniline bromide and iodide i 358. p-Mercuriodiphenylenediacetplmer- curiodiammonium salts i 357 358. p-Mercurioetliylaniline iodide i 359. p-Merciiriometl;ybniline bromide i 358. Mercuriothiophen sulphate basic i 41 1. Mercurous arsenite ii 218. - chloride molecular weight of - vapour molecular state of - nitrate hypophosphite TRANS. - oxide heats of formation of I_ perchlorate TRAPU'S. 1016. - salts heat of formation of ii 380 381. Xercury action of on fused ammonium salts PHOC. 1805,114. - and silver double salts of contain- ing cyanogen i 581. - compounds of the aromatic series i 368. - compounds of thiophen i 411. - estimation of in presence of iodine ii 87.- heat of combination of with the halogens and oxygen ii 380. - hypophosphites TRANS. 227. - separation of antimony from ii 532. - separation of arsenic froin ii 532. - sepai*ation of bismuth from ii 332 - separation of cadmium from - separation of copper from ii 532. - separation of lead from ii 332 532. - separation of manganese from ii 332. - separation of the metals of the ar- senic and copper groups from ii 532. - separation of tin from ii 532. Mercuryrtcetylcarbamide i 270. Mercury-\t-cumyl stilts i 368. Mercurycyniyl salts i 368. Mercnrydi-+-cuniyl i 365. Mercurydimesityl i 368. Mercui*ydiphenyleneplienyl i 368. Mercurydi-m-toljl i 365. Mercuryformylcarhnmide i 270. Mercurymesityl salts i 368. Mercui.$-m-tolyl salts i 368.Mesityl oxide action of ethylenediamine .__- action of hydrogen peroxide ii 447. ii 46 166 225. 227. ii 381. 532. ii 632. on i 328. on i 644.INDEX OF SUBJECTS. 671 Slesorcinol i 299. Mesosalamide hpdrazone TRAxs. 1003. - nitrophenplhydrazone TRAXS. - phonylhydrazone TRANS. 1003. Metabolism ii 78. - and absorption in obstruction of - in diabetes ii. 406. - influence offlit and starch on ii 516. - influence ~f the division of food - influence of the thyroid gland on - nitrogenous ii 359. -of carbohydrates and the liver - plant place of tannins in ii 324. Metacopaivic acid i 384. Metttcholestol i 384. Metallic bases constitution of ii 499. Metallolites ii 23. Metals action of nitric acid on TRANS. 1121. - action of nitric oxide on at high temperatures ii 11.- and electrolytes potential differ- ences between ii 35. - and their oxides action of nitrous oxide on ii 312. - fluidity of a t temperatures below their melting points ii 37. - method for determining the ther- mal conductivity of ii 69. - molecu1::r complexity of in the liquid and solid states TRANS. 1162. - molten certain regularities in the weights of drops of ii 161 203. - pure thermoelectric properties of ii 99. - separation of in alkaline solution by hydrogen peroxide ii 331. Metanicotine i 116 309. - action of bromine on i 116. Metapectin i 8. Metapropaldehgde i 200. Metafitannic acid ii 448. Meteoric iron estiriiation and detection of seleninm in ii 369. - of Verchne-Udinsk Siberia ii 4Q2. Meteorite of Cafion Diablo ii 319. - of Netschaevo (Tula) silicates of the ii 402.- of Plymouth Indiana ii 320. Methremoglobin i 256. Methane critical density of ii 379. - nitro- exploriveness of sodium and potassium i 123. Methanehydmzomethane i 262. Methenic acids i 648. Methenjlcarbohjdrazine i 12. 1004. the pancreatic duct ii 454. into rations on ii 78. ii 516. ii 360. Methinic acids i 648. ~~et.hoxyacetopl~enone i 44. nz-MethoxSac~~toplienonc i 114. .,)L-Methoxja.nthranil i 525. o-Methoxybenzamide i 213. nt-MetlioxFhenzoic acid dry distillation of the calcium salt of i 366 o-Methoxjbenzoic chloride i 213. nr-Methoxybenzoylacetoiie and its plw- p-Methoxybenzylamidoacetal i 80. p - ~fethox~benzylamido~cetaldehjde - phenylhydrazone i 89. m- Methoxgbe~~zylideneamidoacetd p-Metlioxybenzylideneamidoacetal i S0. o-Methoxy-m-iso-butjlacetophenone o-Methoxy-p-iso-butylbenzaldeh 7 de o-Methoxy-p-iso-butylbenzoplienoue i~z-Methoxycournarin-~-ct~rboxylic acid 5 3 4 l-Methoxydimethylphenylpy- Methoxydiphenylenepyrodinzoline (?) 2 2’-Methoxyethyltetraliydro-iso-qui- ~-Metlioxyhippuraldehyde i 90.- phenylbydrazone i YO. p-Methoxyhippuric acid m-bromo- i 90. 4-Methoxy-2-t1ydroxybenzoic acid MetJioxymetliylenecamphor i 64. Methosymethylenementhone i 65. 5 3 l-Methoxgmethylpl~en~lp~razole p-Methoxy-l’-methyl-Y-quinolonc-4’- 2 2’-Methox~niethyltatrahydro-iso-qui- 2 l’-Methoxynap~~th~lenes~llplion- 2 3’-Methoxv1itlplit~lialenesulpl~o1i- 2 1’-Methox~na~phtlialenesulphon- 2 3‘-b~ethoxynapl~tlialenesulphon- 2 1’-Methoxynaphthalenesulpl~onic 2 3’-Methoxy naph tlia lenesulphonic 2-Methoxy-1 4-naphthilquinone iodo- ark?-Methoxynaphthoic acid i 367.6-Methoxyphenoppridaaole7 i 302. 3-Methoxy-2’-phenylcinchoninic acid nylimide i 114. i 89. i 624. i 280. i 222. i 290. i 420. razole i 39T. i 213 noline i 616 626. TRANS. 994. i 39T. carboxylic acid i 156. noline i 616. amide PPOC. 1805 50. amide PRO”C. 1895 50. anilide PROC. 1895 50. unilide Puoc. 1805 50. chloride PROC. 1895 50. chloride l’xoc. 1895 50. i 237. and it0 derivatives i 114.672 INDEX OF 3-MeC;hoxy-2’-phenylcinchoninic acid metliochloride and methylbewine of i 114. 3 4’-Methoxyphenylquinaldine i 431. 2- Yethoxy-iso-quinoline i 624. - ethiodide i 623. - methiodide i 625. Methoxysuccinic acids optically active -- ethereal salts of TEANS. 9 a . TRANS. 957. d-Methoxysuccinic acid TRANS. 949.i I-Methoxysuccinic acid TRANS. 949. i i-Methoxysuccinic acid resolution of into its optically active components TRANS. 944 959. 2-Methox y tetrahydro-iso-quinoline i 626. Methyl ainidobuty! ketone salts of i 685. - amidoetliyl ketone i 685. -- amyldiketone preparation of i 499. - - diketoxime i 499. - benzenesulphamidobutyl ketone - butyl ketone oxidation of i 499. - iso-butylidene ketoxime i 644. - a-dichlorobutyl ketone i 49’7. I_ a-dichloroetliyl ketone i 497. - a-dichloropropyl ketone i 497. - ethyl diketone preparation of - - ketone action of nitric wid - - - iso-nitroso- i 499. -- oxidation of i 499. - group influence of on the proper- - hexyl ketone i 203. -- oxidtbtion of i 499. - o-hydroxydihydrostyryl ketone i 280. - 6 3-nitrobromophenylhydroxj- ethyl ketone i 282.- iso-nitrosopropyl ketone reduction products of i 498. - octyl diketone i 15. - - - monoxime of i 15. - - - phenylhydmzone of i 15. - - - phenylhydrazoxime of i 15. - diketoxime i 15. - phenyl ketone reduction of by sodium ethoxide i 601. - picolyl ketone i 564. - propyl diketone preparation of i 499. - - ketone oxidation of i 499. - iso-propylidenepropyl ketone i 646. Methylaceturic acid i 176. a-Methjladipic acid TRANS. 115 j i ‘78. i 686. 499. on i 201. ties of nitro-groups i 654. SUBJECTS. a-Methyladipic acid saltsof,T~Axs.,ll6. 8-Methyldpic acid i 448. Methylamidocaffei‘ne i 116. Methylamidocollidine i 562. 2-Methylamido-4 B-diphenyldihydro- 2-Methylamido-4 5-diphenyldihydro- Methyl-p-amidophenylcarbinol i 178. 2’-Me th ylamidoquinolin e me thiodide - methochloride i 156. a-~ethyl-~-amidothirrzole-8-acetic acid a-Methpl-8-amidovaleraldehycle i 479. Methylamine action of on phenanthra- - dichloro- i 494.__. methylthiocarbamate i 577. Methylanilidomethylenecamphor i 63. Methylanilidometliylenepropyl phenyl Methylaniline dinitro- reduction of Methdsnishydroxamic acid i 38. Methilated spirit detection of in tinc- Metb?-lbenzhydroxamic acid i 38. m-Metliylbenzoyl-o-uramide derivatives Methyl-Oo-butylacetamide TRANS. 511. Metliyl-iso-butylacetanilide TRANS. Methyl-iso-butylacetic acid TRANS. - chloride TRANS. 511. Methyl-iso-buty lacet-p-toluidide Methylbutylidene ethyl ketone i 645. Methyl-iso-butylmalonic acid TRANS. a-Methylbutylnitramine i 589. 8-Methylbutylnitramine i 589. a-Me thjl-i8o-butylni tramine i 589.8-Methyl-iso-butylnitramine i 589. a-Methylbutyrolactone synthesis of a- Meth ylbu ty rolactonecarboxylate MethFlcamphorimine hydriodide i 426. 8-Methylcoumaric acid polymerisation Metliylcytisine salts of i 159. o-Methyldiazoamidobenzene p-nitro- o-Methyldiazobenzene ethyl ether p- - methyl ether p-nitro- i 216. Methpldibenzyl ketone i 375. - phenylhydrazone i 375. pMe thy l- la-diethyldiphenylimidazolon- 1 3-azothiole i 597. 1 3-azoxole i 597. i 156. i 495. quinone TRANS. 45. ketone i 65. i 514. tures &c. ii 91. of i 524. 512. 509 511. TRANS. 512. 510. PROC. 1896 $0. i 171. of i 279. i 216. nitro- i 216. ium iodide TRANS. 44.IKDES OF SUBJECTS. 673 I ’-Methyldihydrocinchonic acid i 155. Methyldihydrocoumaroketone i 280. Methyldihydro-Ppheuotriazine salts M ethyldihydrophthalazine i 568.- methiodide i 569. 3- Methyl- 5-dimethylpyrazoline i 249. Methyl-m-dinitrodiphenylcpnidine 2-Methyldipheny1 4-uitro- i 280. 6-Mcthyldiphenyl 4‘-nitro- i 182. Methyldiphenylamine oxi3at8ion of by incomplete combustion i 272. 2 4 5~Methyldiphenyldih~droglyoxs- line i 567. rt-Methyldiphenyleneimidazole TRANS. 46. 3Icthylemetonium hydroxide i 118. Methylene-blue difficulty in the detec- - distribution of between water and - electrolytical conductivity of ’Methylenecaffe’ic piperidids i 469. lUethylenecamplior amido- i 63. - bromo- i 63. - chloro- i 63. - imido- i 63. Methylenecamphorcarboxylic acid i 85. Methylenecinchoxinic acid i 166. Xethylenediantipyrine i 482. p - Methylenedihydrobenzoic acids iso- Metliylenediorcinyl i 46.Methylenedioxyanthranil i 525. Methylenedioxytmthranilic acid i 525. 2 3-Methylenedioxy-2’-methyItatraliy- 2 3-Methylenedioxy-iso-quinoline - methiodide i 625. Mebliylenic chloride action of ammoiiia - chlorobromide action of ammonia - diphenylic ether PROC. 1895 40. - lactate i 332. Methylenitan nou-identity of with fortnose i 164. Methylethylacetic acid i 119. Methylcthylacraldehyde condensation y-Tilethylethylaticonic acid i 143. p- Methyl-n-ethyldiplienylimidazole Me:liyleth yldithiourazole i 402. Methylethylfuraznn i 192. 4 1-Metli~lethylgl~ox~lidine i 48‘3. Methyl-3’-etliyl-3-heptanon-8.olide. 1- y Methylethylitaconic acid i 143. of i 306. i 266. tion of chlorine in ii 182. merceriscd cellulose i 668. i 540. meric i 92. dro-iso-quinoline i 626.i 625. on i 262. on i 262 of with acetone i 644. TRANS. 43. 3’- i 548. YOL LXVIII. ii. Methylet,hylnitramine i 455. Met hylet hyl-iso-oxazoline nitro- i 6%. p-Methylethylparaconic acid i 143. - broino- i 143. BB-Methylethylpropionamide TRANS. PB-Metliylethylpropionanilide TRAX’J. BB-Methyletliylpl.opionic a i d TRAN~. BB-Xethylethylpropion-o- toluidide Metliyletlijlprotocatechuic acid di- 1 3-Methylethylthiotetrahydroquin- &Methyl-a-ethylvaleraldehye 6-atniclo- iso-Nethyleugenol action of nitroiis - nitrosite i 36. - peroxide bromo- i 35. - diisonitroso- isomeride of - diisonitrosonitro- i 35. i.so-Methyleugenoldioxime i 36. Methylfructoside i 441). Methylfumaramic acid i 591. Metliylfurazancttrboxylio acid i 192. a-Methjlgalactoside i 439. &Methylgalactoside i 439.- action of emulsin od i 441. Methylglucoheptoside i 439. Methylglucoside the second i 5. a-Methyl-d-glucoside i 437 439. - oxidation of i 507. a-Methyl-I-glucoside i 439. 8-MethyI-d-glucoside i 439. @-Methyl-Z-glucoside i 439. Methylglyoxalidine i 73. 4- Methylglyoxalidine i 482. Methyl-green action of bromine on Methylheptcnone natural i 646. Methyl hexamethylenect~rboxylic acid ~-l\lethi~lhexaresorcinolsulphop~tli~le~i~~. Methylhexylcarbinol i 203. - n,ction of chlorine on i 260. Methylhippuric acid i 176. Metbylhydrazicsrbimine i 30. 3-Methyl-1-p-hydroxypheoyl-5-pyrazo- Xethyl hydroxydiphenylethylthiocarb- Metliylic acetate molecular surface - acetoxy methyleneplienyiaceta te. - acetylenedicarboxplate action oE 267. 268. 261 267. TILANS. 268.bromo- i. 656. rtzoline i 307. i 683. acid on i 35 i 36. i 56. TRANS. 125. i 184. lone i 398. amide i 597. energy of ii 40. i 65. sulphur on i 510. 49674 IXDEX OF SUBJECTS. Methvlic acetylmalate rotatoi*y power - acetylsarcolactate PROC. 1896,54. - alantolate i 555. - alcohol action of boron fluoride - action of bromine on i 637. - - action of chlorine on i 637. - action of iodine on i 637. - action of magnesium and of iron on i 4-05. - and etliylic et.lier osmotic plicnomena between with different diaphragms ii 487. -. - molecular coiiiplexity of ii 41. - oxidation of with Fehling's solution i 198. - - velocity of etheriflcation of ii 258. - amidoanilidoniethoxyacetate i 170. - amidoanilido-oxalate i 170. - p-amidotoluate i 365. - amylacetate i 203. - amylic ether chloro- i 14.- - - b. p. sp. gr. and rota- Cory power of i 318. - anhydrocamphoronate i 242. - 8-anilidobenzylmalonate i 228. - aniline ~-anilidobenzjlmalonate - anisbenzhydroxamates i 40. - an th racene-8-sulphonate i 671. - anthraquinone-8-sulphonate - benzhydroxamate i 37. - benzophenonedicarboxylate i 422. - 8- benzoyl-a -phenylpropionate - benz-p-tolubydroxamates i 40 - bel;zylidenemalonate action of aniline and of phenylhydrazine on i 227. - borate i 452. - bromanhpdrocamphoronate i 242. - o-bromobenzoate TRANS. 590. - p-broinobenzoate TRANS. 591 j - bromo-m-diphen ylcarboxy late - bromopropionate TRANS. 980. - a-bromopropionate i 16 169. - action of on sodium nitrite - d-bromosuccinate i 451. - but-ylcarbaniate i 588. - iso-butylcarbamate i 588.- sec-butylcarbamate i 588. - tert-but-ylcarbamate i 588. - iso-butylic oxide chloro- i 14. - butylnitrocarbamate i 588. of ii 251. on i 452. i 227. i 671. i 361. i. 150 218. i 149. i 169. Methylic ;so-butylnitrocarbamate i 588 - sec-butylnitrocarbamab i 588. - y-iso-butylphenylic ether action of - hutgrate molecular surface energy - ho-butyrate molecular surface - caffehecarboxylate i 629. - cttmpholate i 295. - ko-campholate i 62. - camphoronate i 242 243. - catechol dicnrbonate i 603. - chloride hydrate of ii 44. - identity of with menthene - 8-chloro-a-ketoindenecarboxylic - chloronicotinate i 244. - d-chloropropionate i 431. - 1-chloropropionate TRANS. 919. - d-chlorosuccinate i 40. - cinnams te dichloride i 664. - B-cresotate acid derived from i 366. - cyanacetoacetate compound of with phenylhydrazine i 648.- cyanobutyrylacetate i 649. - cyano-iso-butyrylacetate i 649.. - cyanopropionylacetate i 649. - diacetpltartrate i 173. - dianilidomethoxyacetate i 170. - dianilido-oxalate i 170 - dianishydroxamates i 40. - dibenzhydroxamatce i 39. - dibenzoyltartrste i 268. - 2 4&bromobenzoate TRANS. - 2 6-dibromobenzoate TRANS. - 3 5-dibromobenzoate TBANS. - dibutyryltartrate i 174. - di-iso-butyryltartrrtte i 211. - dicaproyltartrate i 175. - iso-dichlorosuccinate i 19. - diethylic ethanetetracarboxplata - dihydrofluoranate i 291. - dihydrogen camphoronate i 242. - ethanetetracarboxTlate - dihydroxystearate i 501. - y$-diketosebate i 335. - 2 6-dinitrobenzoate TRANS. 590.. - 3 5-dinitrobenzoate i 365. - dinitrosolactate i 169.- diphenylocet,yltartrate i 268. - dipiperidorncthoxyacetate i 170. - dipiperido-oxalate i 170. - dipotassium ethanetetracarboxgl- acid chlorides on i 289. of ii 40. energy of ii 40. hydrochloride i 549. acid i 231. 592. 595. 594. TBANS. 774. TRANS. '771. ate electrolysis of TRANS. 772.INDEX OF SUBJECTS. 67 5 Methylic dipropionyltartrate i 174. - di-p-toluidornethoxyacetate i 170. - di-p-toluido-oxalate i 170. - di-p-toluoylturtrat i 268. - divaleryltartrate i 174. - di-iso-vnlei.gltartrate i 21 1. - ethanetetracarbosylate TBANS. - ether chloro- i 14. - and boron fluoride inolecular compound of i 452. - d-ethoxy succinate TRANS. 971. - 2-ethoxysuccinate TRANS. 972. - ethylic ether chloro- i 14. - ethylpulvate i 101. - ethyl-p-toluhydroxamate i 39.- fl-ethyl-p-toluo-m-diazine-a-carb- - formate molecular surface energy - form ylsuccinate hydrazone-dihydr- - hydrazone-hydrazide i 128. - hemipinates i 421. - liexahydro-p-phenylbenzoic acid - hydrogen camphoronate i 242 - sulphocamphylate i 154. - 2 6-hydroxydiphenylcarboxylic acid i 373. - hydroxymethylenephenylacetate i 65. - 3-hydroxy-Z’-phenylcinchoninat e i 115. - hydroxypent.decoate i 119. - iodide and etliylic sulphide ve- locity of reaction between ii 8. - 2-lactate TRANS. 916. - maleate rotatory power of ii 251. - mercuridiazoacetate i 203. - m-methoxybenzoate i 366. - 3-methoxycincboninate i 115. - m-methoxycoumarin-,3-carboxyl- - 3-methoxy-2’-phenylcinchoninate7 - d-methoxysuccinate TRANS. 970. - B-methyladipate i 448. - methylbenzhydroxam~te i 38.- methylenecamphorctLrboxylate - methy lenequinaldinium-@-carboxy - -. methylfumaramate i 591. - methylmalate ii 98. - methylresorcylate methyl ether - @-methyl-p-toluo-m-diazine-a- - 1 2-naphthaquinone4anthrani- 770. oxylate i 399. of ii 4.0. azide i 128. i 97. 243. ate i 420. i 115. i 65. lake i 113. TRANS. 994. carboxylate i 399. late i 107. Methylic 3 5-nitramidobenzoate i 365. - o-nitrobenzoate i 276. - a-nitrosobutyrate i 330. - a-nitrosopropionate i 169. - 3 5-nitrothionylsmidobenzoate - p-nitrotohate i 365. - orcinol dicarbonate i 603. - oxalyldibenzyl ketone i 375. - pheno-3-pyridazolonecarboxylate - 2’-phenylcinchoninate i 115. - /?-plienylhydrazidobenzylmalonat e - phenylimidomethoxyacetate i I ’TO. - phenyl-m-nitrocinnamates iso- - phen yl-o-nitrocinnamates isomeric - phenyl-p-nitrocinnamatee isomeric - propionate molecular surface - propylic ether chloro- i 14.- propylvulpate i 101. - pulvamate i 101. - pyrogallol dicarbonate i 603. - quinaldine-fl-carboxylate and its alkyl-halo‘id derivatives i 112. - quinol dicarbonate i 603. - quinoline-l-sulphonate i 111. - a-quinoquinolone-8-carboxy late - resorcinylic dicarbonate i 603. - salicylate in indigenous plants - sarcolactate PBOC. 1896 54. - semiorthoxamate i 170. - semiphenylimido-oxalate i 170. - sulphocamphylate i 154. - 2 3 4 6-tetrabromoben~oate~ - tetrachloroxyhydrindenecarbory- - p-thionylamidotoluate i 365. - thiophentetrscarboxylate i 510. - thiosulphite i 258. - 2 4 6-tribromobenzoate TRANS. - 3 4 5-tribromobenzoate TRANS. - triethylic ethnetetracarboxylate - cis-l 2-trans-l 3-trimethylene- - trans-1 2 3-trimethylenetri- - 2 4 6-trinitrobenzoate TRASS. - vulpate i 101.- y-trinitronaphthylic ether i 235. - 3-trinitronaphthylic ether i 236. i 365. i 303. i 228. ineric i 532. i 531. i 582. energy of ii 40. i 24p. ii 177. TRANS. 699. late i 231. 597. 596. TRANS. 773. tetrscarboxylrrte i 269. carboxylate i 269. 600. 49-2676 INDEX OF SUBJECTS. Metliylimidobenzoylformic acid i 9. Metliylindene condensation of with 1"'-Methylindolesulphoiiic acid sodium Methyllevuloside i 440. Methyllysidine i 73. Methylmeutnicotine methiodide i 309. 1,-Methyl-2-methylimido-5-thio-3 4- dithiazolidine i 577. - tribromo- i 577. Methylmenthone i 65. Methylnaphthalimide i 239. Methylnaphthaloxime i 240.a-Methylnaphthylamine a-nitroso- Methylnitramine i 445. Methyl-o-nitrobenzylaniline i 354. Metbylochdienone i 644. p-Methyloctoresorcinolsulphophthale'in Methyl-orange and litmus as indicators Methyloxalyldibenzyl ketone i 3i5. Methyl-iso-oxazolenimide phenylhydra- Methyl-iuo-oxazolone nitro- i 684. - - bromo-derivatives of i 665. I"-Methyloxindole i 145. p Methylphenopenthiazole i 191. ~c-Methylphenopentoxazole i 191. 1-Methylphenopyridezolone i 303. a-Methyl-y-phenoxyethylmalonic acid y-Methylphenylaconic acid i 142. Methylphenylaticonic acid i 143. 3 1 4-Methylphenylbenzenazopymzo- a b - Methylphen ylbenz ylcarb am ide a h - Methylphenylbenzylurea TRANS. a b- Methylphenylcarbamide TRANJ. iMcthSlphenylcarbino1 p-amido i 177. Met hylphenylcyttnotliiocarbaniide D~ethylphenyldithiobiuree i 418.- condensation of with aldehydes a- Methylphenyldithiodimethylketuret a- Methylphenyldithiophenylalduret 31 e thy1 phengl fl aorin din e i 52 6. 7- btet.hylphenylitaconic acid i 142. 3 l-Methylphenyl-4-keto-6 5-pyrazo- 3 5- Methylphenyl-A2-ketotetrahydro- Met,liylphenylmalonic acid i 368. Methylphenyl-iso-oxazole i 529. benzaldehyde i 535. salt of i 145. i 598. i 184. ii 134 242 325. zone i 583. PBOC. 1805,40. lone i 395. TRANS. 563. 563. 551. i 462. and ketones i 418. i 418. i 418. lone hydrazone i 398. benzene i 50. y-Met.liylphenylparaconic acid i 142. - 8-bromo- i 142. l-Methyl-3-phenylphenop~riclazolone 2 6-Methylpheiiylpiperidine i 563. l-Methylphenylpyrazole i 396. Methylphenylpyrazolonc electrolysis of 1 3-Methylphenyl-2-pyrzoloneY i 687.4 3-Methylphenyl-Z-pyrazolone i 687. 3 1- Uethylphenyl-2-pyrazoloiie-3- 2 6-Methylphenylpyridine7 i 562. 1' 4/-Methylphenylquinolone i 430. p-Methylphenylsulphophthde~n i 183. Methy lphenyltetrah ydroketo triazine Mcth ylphenylt etrahydroquinoline Methylphenylthiotetralqdroquinnzo- Methylphenylthiuret i 418. Methylphenyltriazolecarboxylic acid nb-Methylphenylurea TRANS 561. Methylphthalylhydrazide i 355. Methylpiperazine i 570. - dinitrosamine i 570. a-Methylpiperic acid i 468. Metliylpiperidineotlrhoxylic acid i 63 1. Met,hylpiperine i 469. Methylpropylethylene magnetic rota. tion of TRANS. 257. MethTlpropylimidazole i 686. Metliylpropylimidazolone i 686. Metliylpropylimidazolyl hydrosulphide Methylpropylnitramine i 4t5. Methyl-iso-propylnitramine i 445.Metliyl-iso-propylnonadienone i 644. Methylpjrazine and its derivatives l-Methylpyrazole i 397. 6-Metbylpyrazoline i 688. 3-Methylpyrazolone 4-dibromo- i 687. - Z-iso-nitroso- i 246. 3-Methglpyrazolone-4-azobenzene 3-Methylpyrazolone-l-carboxylamide 3-Methylppridazinone i 247. 3-31 ethylpyridazolone i 247. 2-Methylpyridine 4-chloro- TRANS. 2-Methyl. 6-pyridinecarboxylic acid 4- Methylpyromeconic acid i 80. n-Methylpyrrolidine i 311. 1- Methylquimoline physiological action 3-Methylquinoline physidogical action i 303. i 209. carboxyliz acid i 432. i 460. i 431. line i 307. i 574. i 686. i 569. i 687. i 252. 405. chloro- TRANS. 404. of ii 56. of ii 56.IKDES OF SUBJECTS. 677 3’-Methylquinoline. See Quifialcline. Methylquinoliniumhydroxidecnrbox- l’-Met~liyl-2’-quinolone-4’-carbox~-lic Methylresacetophenone i 43.- methyl ether TRANS. 996. - bromo- TMANS. 997. Methyl-8-resorcylic acid methgl etlier Methylrhamnoside i 440. Methylsalicylic acid dry distillation of Methylsorboside i 440. 3 5-Methyl~tyry1-3~-ketotetrahydro- benzene i 51. Methylsulphonethylamine secondary i 85. Methylsulplionethylene barium sul- phute i 85. v-Methyltetrahydroquinoline i 480. BIethylthiocarbimide wtion of bromine on i 576. 3-Methylthiotetrahydroquinazoline i 306. Mcthyl-o-toluidine oxidation of by incomplete combustion i 272. Metliyl-~-toluo-m-diazine-a-ca~boxylic acid i 398. B-Methyl-p-toluo-m dinzine i 399. Methyl-8-m- tolyl-ay-diketohydrindene 1 -blethyl-3-p-tolylphenoppidazolone 3~etliyltriacetonamine i 32’7. Methyltrimetliylene i 161.Methyltripiperidine-a-phosphonium hy- droxide and salts i 682. Methylxanthine a product of metabol- ism of theobromine and eaRei’ne i 434. a-Methylxyloside i 44.0. 8-Methylxyloside1 i 439. Microbes assimilation of free atmo- spheric nitrogen by ii 283. Xicrolite from Greenlund ii 401. Mignonette root oil of i 218. Milk analysis of ii 145. - citric acid and calcium phosphate - coagulation of ii 122. - demonstration of fat in ii 122. - detection of formaldehyde in - discoloration and coagulation of - estimation centrifugnl of fat in - estimation of fat in. ii 95,298,299 - estimation of fat in by Soxhlet’s - estimation of the acidity of ii 94. ylic acid i 115. acid i 156. TRANS. 994. the calcium ealt of i 366. i 536. i 303. in ii 122. ii 373. by heat i 640.ii 539. 373 539. method ii 95. Milk formaldehjde as a preservativc for - freezing point of as a criterion of - gaseous products in ii 298. - genuine Bdl’s nnelyses of ii 189. - human cusei’n of ii 54. - gases of ii. 405. - loss of total solids in on keeping - of the gamoose PROC. 1898 77. - preservation of for analysis ii 189. - recognition and estimation of sugars added to ii 425. - sour analysis of ii 247. Milk-sugar action of emulsin on i 4.13. Mineral water. See Water. Minerals dimorphous ii 49. - direct spectrum analysis OF ii 470. - helium a gaseous constituent of ii 498. - oi the I<urakoi*arn Himalaps ii 51. - spectra of gases obtained froin various ii 430. - synthesis of by crystallisation from molten metals ii 390. Mixtures,melting points of TRANS.327. Maabi seeds ii 285. Molecular syrnnietry and rotatorppwer 7 compounds constitution of ii 498. - rotation and molecular deviation - solution volume ii 70 209. -- use of in determining - symmetry and aeymmetrz ii. 480. - weight and density of liquid and solid substances relation between ii 307. - boiling point apparatus for the determination of ii 479 480. - - calculation of from the redue- tion of solubility of IZ solvent ii 256. - determinations by aid of the molecular solution volume ii 209. - - cryoscopic ii 41. -I_ in solid solutions -- of solid liquid aiid dis- - - of iodine in solution deter- - of liquids determination of - of mercurous chloride ii 46 - weights determination of ii 154 ii 373. purity ii 539. ii 95. of organic substances ii 1.ii 473. molecular weights ii 209. ii 439. solved substances ii 308. mination of ii 388. ii 99. 166 447. 382.678 INDEX OF SUBJECTS. Molecule motions of and within the Molecules atoms and ions ii 441. - liquid complexity and dissociation Molybdamic acid ii 48. Molybdamide ii 48. Molybdenum action of nitric oxide and - atomic weight of ii 356. - boride ii 502. - carbide ii 397 502. I_ estimation of ii 535. - hexachloride attempt to prepare ii. 18. - pentachloride and hydrogen sul- phide action of in the gaseous state ii 225. - preparation and properties of ii 501. - presence of in hematite ii 505. - reduction of ferric chloride by - separation of arsenic from ii 416. - eesquioxide action of nitrous oxide Molybdethylamic mid ii 48. Molybdethylamide ii 48. Moly bdic wid estimation acidimetric - anhydride action of acetylene on - action of ethylene on ii 307.- action of phoephine on ii 397. - action of phosphorus penta- chloride on ii 396. - - and vanadic anhydride volu- metric estimation of in the same solution ii 535. - - reduction of by aluminium magnesium or zinc ii 397. Moljbdodiethylamide ii 48. Moljbdosulphurous acid salts of ii 18. Monazite from North Carolina ii 319. - helium from TRANS. 689. Monotropa hypopitys methylic salicyl- Morin hydriodide TRANS. 650. - hydrobromide TRANS. 649. - hydrochloride TRANS. 650. Morphine fallacies of the post-mortem test for ii 375. - test for ii 375. Mucic acid action of antimonious oxide - - action of arsenioun anhydride Mucin detection of in sputum ii 376. - in plants ii 128.Mucous membrane of the stomach and intestines action of on some bioses and on mffinose ii 403. ii 481. of ii 40. peroxide on ii 396. ii 398. on ii 312. of ii 331. ii 397. ate in ii 177. 011 the salts of TRANS. 1037. on the salts of TBANS. 1038. Muffle furnace new foim of ii 260. Mummy analysis of bones of a ii 456. Muscle blood gases of in rest and __. exchange of blood gases in ii 231 - gaseous exchange in isolated Muscle-nucleon i 314. Muscular work sugar as the source of ii 233. Mushrooms presence of chitin in the cell membrane of ii 408. - presence of trehalose in i 199. Must analysis of ii 463. Mustard utilisation of elementary ni- Mjcosin i 124; ii 323. Myosin colour reaction for ii 376. Myristamide heat of formation of Myristanilide heat of formation of Myrosin occurrence and roil of iii activity ii 231.405. ii 231. trogen by ii 521. ii 483. ii 483. plants ii 178. N. Kaphtha Caucasian occurrence of hexanaphthene in i 271. Naphthndiphenazine i 616. Naphthalanil i 239. Naphthalene and a-naphthol melting points of mixtures of TRANS. 333. - and &naphthol melting points of mixtures of TRANS. 333. - a-bromo- reaction of with aniline and p-toluidine i 292. - a-chloro- reaction of with p-tolu- idine i 292. - constitution of the tri-derivatives Of PROC. 1896 78 79 81 82 84. - 1 4 2-dibromonitro- TBANS. - homonucleal tri-derivatires of - a-nitro- action of sulphur on - compound of aluminium - oxidation of i 543 - nomenclature of cyclic derivatives - tetrachloride [l 2 3 41 i 291. - y-tetramido- hydriodide of [l 3 - d-tetramido- hydriodide [l 2 I_ " a-tetranitro-," i 235. - p-tetranitro- [? 1 3 1' 3'1 i 237.- y-tetranitro- [l 3 1' 4'1 i 235. 007. TRANS. 907. TRANS. 640. chloride with i 510. of i 106. 1' 47 i 235. 1' 4'3 i 236.IXDEX OF SUBJECTS. 679 - 1 2 2’-trichloro- YROC. 1895 - 1 3 3’-trichloro- PROC. 1895 - a-trinitro- [l 3 4’1 i 236. - y-trinitro- [l 4 4’1 i 236. - 6-trinitro- [l 2 4’1 i 236. Naph thalene-$/-azimidonaphthalene i 670. Naphthalenecarboxylic acids chloro- etherification of i 228. Naph thalene-2-diazo- 1-oxide 4-bromo- TRANS. 908. Naphthalene-3 1’-disulphonic acid 1- nitro- i 543. Naphthalene-2 3’-disulphonic chloride Alen’s a-nitro- the trichloronaphtha- lene derivable from PROC. 1895 81. Naphthalenes trichloro- t,he fourteen isomeric PROC.1895 84. .Naphthalene-2’-sulphonic chloride Cleve’s 1 2-niti-ochloro- the tri- chloronaphthalcne derivnble from Naphthalenesulphonic chlorides forma- tion of chloronaphthalenes from PROC. 1895 86. Naphthalhydroxamic acid i 239. Naohthalic acid derivatives of i 239. ‘‘ gaphthalic acid,” iodo- derivatives of Naphthaloxime i 239. Naphthalpbenylhydrazone i 240. Naphthaphenazine aB-dichloro- i 615. Naphthaphenazinequinone i 616. 1 2-Naphthaquinol 4-amido- i 151. - diacetate chlor- i 57. 1 4-Napht.haquino1 2-amido- i 151. 1 2-Naphthaquinone i 105. - dibromide i 57. - dichloride i 56. - ureide from i 425. 1 4-Naphthaquinone 2-amido- i 151. - bromo- i 56. - dibromide i 56. - dichloride i 56. - 2 3-dichloro- i 291. - iodo-2-amido- i 237. 1 2-Naphthaquinone-3 4-acridone7 1 2-Naphthaquinone-4-anthmnilic acid - - azine from i 107.Naph t haquinonebenzoylamidoanilide 1 4-Naphthaquinonephenylimide i 601. 80. 81. - - 4-chloro- YROC. 1895 83. PROC. 1895 79. i 237. i 107. i 107. i 245. Naphthalene 8-tetranitro- [l 2 1’ 4’3 I 1 4.Naphthuquinonimide 2-amido- .- aa-thio- TRANS. 642. - trichloro- of m. p. 75.5” non- I - chloro- i 613. i 236. 1 action of watcr on i 151. I Xaphthazarin i 150 477 613. existence of PROC. 1895 83. - dichloride i 613. - identity of with 1‘ 2‘-dihydrox~- - preparation of from 1 2 1‘ 4‘- 1. 4-naphthaquinone7 i 151. tetranitronaphthalene i 668. - tetracliloio- i 614. Naphthenes spt.hcsis of i 339. Naphtheurhodole B-chloro- i 61 5. - from tetmchloronnphthnzarin - from tetrachlorotetraketotetra- Saphthindone Nh-4-amido- i 612.l-Waphthoamide 4-amido- i 670. - 4-nitro- i 670. Naphthocyamic acid formation of i 150. l-Naphthoic acid 4-amido- i 6iO. - 4-chloro- i 670. - 4-niti*o- i 6’10. - para-substituted derivatives a-Naphthol action of diazobenzene - and naphthalene melting points - and &naphthol melting points of - 1’ 2’-dichloro- PROC. 1896 ’18. - 2’ 3’-dichloro- PBOC. 1896 T9. - 3 4-dichloro- i,r292. - 4 2-iodonitro- TRANS. 913. &Naphthol 4-amido- 1 668. - and naphthalene melting points of mixtures of TRANS. 333. - and a-naphthol melting points of mixtures of TRANS. 332. - molecular weight of in a solid so- lutioii ii 439. - thio-derivatives of i 103,150,237. a-Naphtholazo-p-benzylic sulphide i 457. /3-NapMholazo-pbenz~lic sulphide i 457. a-Naphtholcarbothionylic acid prepara- tion of i 378.l-Naphthol-2 4’-disulphonic acid 4- amido- i 543. - 4-nitroso- i 543. a-Naphthols dichloro- from dichloro- yhenyl-iso-crotonic acid YROC. 1895 78. 2-naphtholsulphonic acids l-amido- i 106. 1 4-Naphtholsulphonic acid prepara- tion of i 151. l-Naphthonitrile 4-amido- i 670. - 4-ChlOrO- i 670. - 4-nitro- i 670. i 615. hydronaphthalene i 615. of i 670. chloride on i 618. of mixtures of TRANS. 333. mixtures of TRANS. 332.680 INDEX OF SUBJECTS. Naphthophenoxazime i 245. Naph thophenoxazine-o-hydrox yaniiide Naphthophenoxazone i 245. - chloro- i 245. Naphthoresorufin i 246. Naphthoresorcfinsulphonic acid i 246. Naphthoxsnthone i 107. B-Naphthylamidohydroxydiketotetra- hydronaphthalene i 616. a-Naphthylamidohy droxy -a-naphtha- quinone i 616.- tetrabromo- i 616. /3-Naphthylamidohgdroxy-a-naplitha- quinone i 616. u-Naphthylamine action of p-nitro- phenylazomethylaniline on i 618. - citrate 1 106. - condensation of glyoxylic acid - derivatives of i 106. - hydrogen tartrate i 106. /3-Naphthylamine 1 4-dibromo- TRANS. 907. - action of nitrous acid on TRANS. 908. - 1 4-chlorobromo- TRANS. 910. - - action of nitrous acid on TRANS. 911. a-Naphthylamine-2 2'-disulphonic acid of Freund's Geman patent 27,346 i 668. i 245. with i 171. YROC. 1895 82. 1 3-Naphthylaminesulphonic acid 1 3-Naphthylenediamine. i 668. a-Naphthylic carbonate i 152. 8-Naphthylic arsenite i 340. - methylic ether a-chloro- i 511. - oxide thio- i 237. - thiocarbonate i 131. Naphthylindoxazen i 619.2- Naph thy1 naph th aquinol TB AN s. 658. Naphthyl-a-ntlphthaquinone TRANS. p-Naphthylnaphthindone i 612. - amido- i 613. pa-Naphthylnaphthinduline i 612. 3-Naphthylphenopyridazolone~ i 303. Naphthyl-red i 611. Narcei'namide i 630. Narcei'ne i 630. Narcei'nimide i 630. - methiodide i 630. Narceonic acid bromo- and tribromo- - phenylhydrazide-niih ydride Narceonimide i 630. Nascent state the assumption of a Natrolite from Magnet Cove Arkansas 657. i 630. and oxirne-anhydride of i 630. special ii 43. ii 510. Natto a Japanese regetable cheese Kepheline constitut,ion of ii 358. Nephrite from Kuen-Lun ii 510. Neptunite ii 22 402. - from Greenland ii 23. Nerves sensory chemical stimulation Neurine in blood ii 454. Neutralisation volume changes on Nickel action of on fused ammonium - arsenide ii 21.- arsenites ii 218. - atomic weight of ii 167 318 - csesium bromide ii 166. - chloride ii 166. - dichromate mercury cyanide - estimstion of in nickel-steel - estimation volumetric of ii 534. - ores chocolate of Sew Caledoniu - oxidising action of ammonia solu- - separation of arsenic antimony or - separation of bismuth from - separation of copper from ii 246. - separation (qualitative) of cobalt - separation of iron from ii 293. - silicate ores analjses of ii 514. - sodium triphospliate ii 446. - suboxicle hydrated ii 169. - sulphide behaviour of with alkali sulphides ii 355. - formation of in solution ii 228. - fused action of an electric current on ii 271. - properties of n t the moment of its formation ii 828. - solubility of in ammonium and sodium sulphidee ii 228.- thiohypophosphates ii 389. - titrat>ion of with sodium sulphide ii 64. Nickelous chloride compound of with pyridine i 122. Nickel-steel estimation of nickel in ii 421. Nicotinamide i 391. Nicotine i 116 308. - constitution of i 433 628. - estimation of in tobacco ii 541. - bydrobromide action of bromine - perbromide i 433. ii 130. of ii 79. ii 204. salts PROC. 1895 114. ii 356. ii 421. ii 117. tion on PBOC. 1895 9. tin from ii 89. ii 422. from ii 247. on i 433 628.IXDEX OF SUBJECTS. 681 Nicotine hydrobromide perbromide di. - oxidation of i 433. - quadroxalati? i 309. +-Nicotine oxide i 308. Nicotinic acid ethylbeta’ine of i 391. Nicotol i 308. Nicotone i 309. Nicotyrine constitution of i 628. Xigritella suaceolens occurrence of iso-Nitramineacetic acid i 503.iso-Xitraminebntjric acid i 503. iso-Nitramineyhenylpropionic wid i.so-Nit.raminepropionic acid i 503. Nitramines aliphatic i 587. i.so-Nitramines i 124. iso-Nitramineraleric acid salts of i 503. Nitrate group specific ionic yelocity of bromo- i 434. vanillin in ii 129. i 503. ii. 477- - - I ~- - - Nitrates assimilation of by plants ii 125. - assimilability of potassium in poor sandy soils by the action of ii 60. - basic ii 315. - estimation of in manures ii 370. - estimatioD of nitric acid in ii 530. - estimation of nitrogen in gaso- metrically ii 183. - loss of in drainage ii 133. Nitration of organic bases i 273. Nitre aswy of ii 87. Nilric acid action of on metals TRANS. - act,ion of on organic corn- - - action of thionyl chloride on L_- estimation of ii 528.- estimation volumetric of 1151; ii 164. pounds ii 262. ii 43. ii 86. - hydrate of IIN03,7H,0 ii. 262. - molecular refraction of dis- Nitric oxide act.ion of on metallic - - action of on metals a t high - action of on nitric peroxide - action of oxygen on ii 12. - compound of with ferric ohloride ii 271. - compounds of with ferrous and bismuth chlorides ii 496. - preparation of ii 163. -7 reduction of by moist iron Nitric peroxide action of nitric oxide solved TRAXS. 837 845 865. chlorides ii 495. temperatures ii 11. ii 12. or zinc ii 445. on ii 12. Nitric peroxide liquid influence of the solvent on the dissociation of TRANS. 794.. Nitrification conditions favourable to ii 83. Nitriles a ncw class of i 257.- amido- reduction of i 345. - aromatic hydrolysis of TRANS. - bimolecular and their dcrivatives - combination of with aiuminium Nitxites indole as a test for ii 63. Nitro-compounds aromaiic reduction - - reduction of in neutral - - primary and secondary re- Nitrogen action of on carbon bisulph- - atomic refraction of ii 430. - atmospheric and chemically pre- pared re!ative behaviour of Paoc. 1894 222. - combination of with carbon and sulphur ii 495. - compounds refraction and dieper- sion of ii 194. - combustion in ii 272 389. - density of ii 444. - estimation gasometric of in nitrates ii 183. - estimation of by Kjeldahl’s method TRANS. 813; ii 243 528. - estimation of by Kjelduhl’s pro- cess apparatus for measuring small drops of mercury for ii 369. - estimation of in feeding stuffs by Kjeldahl’s method ii 243.- estimation of in guano ii 135. - estimation of in manures ii 243. - estimation of in nitrocellulose - fixation of influence of the root - free atmospheric assimilation of - - fixation of by Alga ii 58,!59. - - utilisation of by mustard ii 521. - in the humus in soils of arid and humid regions ii 267. - Kjeldahl’s method for the deter- mination of aa applied to elementary organic snalysie TRANS. 813. - liquid spectrum of the electric discharge in ii 34. - 1058 of in drainage wat,er ii 286. - minimum amount of required by 601; i 345. i 582. chloride i 630. of i 214 217. solution i 417. action for i 634. ide ii 495. ii 243. nodules of the alder on ii 523. by microbes ii 283. human beings ii 232.682 INDEX OF SUBJECTS.Nitrogen nitric estimation of in pres- ence of organic nitrogen ii 369. -of farmyard manure and green manure utilisation of ii 367. - organic estimation of by Stock’s method ii. 86. - oxides formed during the combus- tion of some fuels in air ii 62. - rarefied pressure temperatme and volume relstions of ii 38. - secondary products containing formed during combustion in air ii 61. - so-called stereochemistry of i 200. - spectrochemistry of ii 194 250. - total estimation of in urine ii 327. - -the Gunning method of estimating in fertilisere ii 328. Nitrogenous food constituents Ruhn’e method of artificial digestion of with pepsin solution ii 516. - metabolism ii 359. Nitro-groups influence of the methyl group on the properties of i 654. Nitrolic acids i 456.iso-Nitroso-derivatives afinity con- stants of ii 310. Nitrososulphates TRANS. 466 1095 1098. - action of alcohol on TRANS. 1101. - constitution of TRANS. 1098. “ Nitrosulphates,” TRANS. 1098. Nitrosyl chloride action of on amides TBANS. 489. Nitrosylsulphuric acid electrolysis of in sulphuric acid solution ii 10. Nitrous acid &ion of hydrogen per- v i d e on in dilute solution ii 496. - anhydride existence of ii 12. - vapour determinations of Nitrous oxide action of on metals and - - estimation of ii 328. - - reduction of by metals in “ Nitroxysulphites,” TRANS. 1098. Non-electrolytes solubility of in mix- tures of alcohol and water ii 156. {so-Nonenic acid i 129. iso-Nonylic acid dibromo- i 128. Norgranatanine and its salts i 160. - nitroso- i 160. Norgranatenine and its salts i 160.Norgrariatoline and it8s salts i 160. Nucle’ic acid precipitation of toxalbu- mine by i 692. Nucleh precipitation of by ammonia- cttl magnesium chloride solution,i. 692. volatilised ii 13. metallic oxides ii 312. presence of water ii 495. pseudo-N-ucle‘ia from case’in digestion of ii 2%. Nucleoalbumin colonr reactions for Nucleo-histon ii 52. Nucleon i 314. Nucleo-proteids ii 518. Nut.gslls from mid Europe ii 409. Nutrition effect of calcium phojphate Nutritive substances heat values of 0. ii 376. and carbonate on ii 173. ii 51. Oat plants composition of ii 365. Oats digestion of by rabbits ii 120 51 7. - effect of mineral manures on tlie saline components of ii 130. - effect of various nitrogenous man- ures on ii 181. - effects of on rabbits ii 517.Occlusion of oxygen and hydrogen by plat.inuni black ii 492. Octacetylmaltose TRANS. 212. as-iso-Octenic acid i 207. - - oxidation products of i 208. By-Go-Octenic acid intramolecular - - oxidation products of i 208. Octocuprammonium iodide acetate iso-Octoic acid 8-bromo- i 207. - up-dibromo- i 207. 0 ctomethyltetramidophenylacridine Octylene magnetic rotation of TEAKS. Octylic a-hydroxybut,yrate physical (Enanthaldoxime action of thionyl mnanthe croeatn poisonous constitu- mnanthotoxin i 680. Oil bay constituente of ii 540. - - detection of adulteration in. change in i 207. i 330. i 213 222. 257. properties of i 410. chloride on ii 44. uent,s of i 680. ii 540. - castor analysis of ii 147. - croton detection of castor oil in ii 147. i 680.- - resicating constituent of - earth nut detection of ii 540. - essential of Cannabia indica - - of hops TRANS. 54. - geranium examination of rose oil - lemon occurrence of citronella1 in - - specific gravity and rotatory i 623. for ii 187. i 382. power of ii 541.lSDES OF SUBJECTS. 683 Oil linseed analysis of ii 147. - of basswood ii 285. - OF Cananga i 425 551. 7 of cassia o-couniaraldehjde methyl ether from i 279. - of geranium from the Isle of Re- union i 186. - of lavender rotator? power of i 294. - of mignonette root i 218. - of pelargonium from Reunion i 4. - - rhodinol from i 78. - of pennyroyal i 153. - of peppermint composition and - of spike rotatory power of i 294. - of Ylang-ylang i 248. - olive analytical properties of analysis of ii 295. ii 247.- rose examination of for geranium oil ii 187. - sun5ower properties and tests for _c Turkey-red i 82. Oils Brulle’s test for ii 248. - detection and estimation of metals - drying and non-drying i 447. - essential detection of adulteration in ii 540. - detection of gera3iol in ii 541. - - so called estimation of nlco- 1101 in ii 141. - ethereal i 59. - and terpenes i 619 621. - - assay of ii 91. - quantitativc testing of - Hauchecornc’s test for ii 248. - Heydenreich’s test for ii 248 - Maumene’s test for ii 427. - non-drying effect of lead or man- ganese compounds on i 4.43. - Schneider’s test f&,’ii 248. - seed- analytical properties of ii 247. - thermal method of examining ii 427. Olefines halogen behaviour of towards sodium and towards mercaptides i 485.Oldc and ricinole’ic acids relations of i 647. Olire oil analytical properties of ii 247. Opium alkalolds i 117. Optical activity of amylic derivatives in the state of liquid and vapour ii 472. - effects of different asymmetric ii 335. in ii 463. ii 333. carbon atoms in the same molecule superposition of the ii 149 195. Opt,ical rotation and dissociation of active compounds ii 301. - and electrolytic dissociation relation between ii 301. - of ions ii 65. Optically active halogen derivatives i 450 585. Orange peel levulose from ii 129. Orangeite helium from TRANS. 689. Orcinolsulphophthalei’ns i 189. Ores estimation of iron in ii 420. Organic compounds estimation of halo- - estimation of sulphur in - - volatile estimation of sulphur - matter in water titration of with Organism animal absorption of fat in - action of calcium and other - action of copper on the ii 321.- behaviour of acid imides in - behariour of the aromatic - effects of acid fodder on the - formation of sulphuric acid - - heat value of proteid in the - paranucle’in in the ii 519. - the output of carbonic an- hgdride and temperature in the ii 51 458. Organisms animal action of distilled water on ii 455. Organs animal estimation of fat in ii 540. Ortho-compourrds aromatic action of benzimidomebhyl ether on i 522. Orthoclase from Canada ii 23. Osazones st ereoisomeric TR AN s. 606. Osmose variation of the course of with the diaphragm ii 488. Osmotic phenomena between ether and methylic alcohol with different dia- phragms ii 487. - pressure and ionisation (electro- lytic dissociation) cause of ii 308.and surface tension of soIu- tions relation between the ii 41. - correct formula for ii 107. - nature and cause of ii 381. - of albuminous liquids deter- Fination of by the cryoscopic method gens in ii 326. ii 136. in ii 136. potassium permanganate ii 90. the ii 320. salts on the ii 53. the ii 280. hydroxy-ketones in the ii 25. ii 517. in the ii 24. ii 359. - 11 7.684 IXDES OF SUBJECTS. Ossification cheinical plienomcnrr of Ox calcium in the liver cells of tJle Oxalic acid action of thionyl chloride - amido-derivatives of i 449. - localisation of in plants - - occurrence of in beetxoot Oxaluric acid metallic derivatives of Oxalylbisnitrophenylhydrazine i 27. Osalyldiacetophenone products of the Oxalyldibenzyl ketone i 373.- action of hydroxylamine on - anilide i 374. - compound of with phenyl- - isomeride of i 374 375. - oxidation of i 375. - phenylhydrazone i 374. ;so-Oxalyldibenzyl ketone and its deri- - oxidation of i 375. Onalyldiliydroxamic tetracetate i 393. Oxalyldipicrylhydrazine i 28. Oxalylhydrazide i 264. Oxamic acid action of nitrosyl chloride on TRANS. 490. Oxamide action of nitrosyl chloride on TRANS. 490. - m. p. of ii 379. Oxanilide action of nitrosyl chloride on TRANS. 490. Oxazines of the naphthalene series i 245. Oxazolonehydroxamic acid salts of i 393. iso-Oxazolonimide i 585. Oxazomalonic acid i 503. Oxidation by incomplete combustion Oxidisingaction of animal tissue ii 234. C)ximes affinity constants of ii 311. - isonierisni of the i 200. - formation of as a reversible reac- Oxindenecarboxylic acid dichlor- -7- lactone from i 231.Oxonic acid i 129. Oxy-compounds effect of on the freez- Oxybrhenic acid constitution of i 16. Oxygen and hydrogen ratio of the - atomic refraction of ii 430. - atomic weight of ii 261. ii 518. ii 53. on ii 43 ii 129. ii 177. i 269. reduction of i 464. i 374. hydrazine i 374. yatives i 375. i 271. t ion ii 259. i 231. ing point of benzene ii 41. atomic weights of ii 9. Oxygen effect of on aleoholic fernien- tation ii 282. - in presence of aunlight oxidising pro.perties of ii 493. - influence of on the coagulation of blood ii 78. - liquid spectrum of the electric discharge in ii 33. - occlusion of by platinum black ii 492. - possible explanation of the two- fold spectra of ii 469.- rarefied pressure volume and temperature relations of ii 38. - refraction and dispersion of ii 471. Oxy-hydrogen gas condeneation of by metals of the platinum group ii 150. Oxynicotine i 508. Oxyphosphazo-p-chlorobenzenechlor- anilide i 364. Oxypyridine derivatives TBANS. 399. Oxysulphantimonic acid TRARS. 542. Oxysulpharsenic acid THANS. 533. Oyster shells ii 279. Oysters phosphorus in ii 456. Ozobenzene i 593. Ozone atmospheric influence of on - bye-products formed in the action - formation of by the action of eleo- - oxidising action of ii 493. - solubility of in water ii 216. vegetation ii 240. of on ammonia ii 74. tric oscillat.ions ii 109. P. Pnchyma cocos carbohydrate from? Pachymose i 323. i 333. Prtllidium,- absorption of hydrogen by ii 388. - action of on fused ammoniuni - condensation of electrolgtic gas by - selenide crystallieation of ii 301.- septum passage of hydrogen Palladium-antimony alloy ii 392. Palladium-bismuth alloy ii 392. Palmitamide heat of formation of Palmitic anilide heat of formation of,. Palmitolic acid constitution of i 126. Pancreas glycolytic ferment from Bancreatic digestion leucine from salts YBOC. 1896 114. ii 151. through ii 39. ii 4th. ii 483. ii 277. i 83.INDEX OF SUBJECTS. 685 Pancreatic digestion of albumin ii 533. - duct. absorntion and metabolism 7entenic acids from tlie interaction of in obstruction 6f the ii 4-54. ii 25. - fermentation the leucine of the - juice action of on starch ii 403. Parabanic acid behaviour of in the Paracotdin i 111. Yara-iso-dextrin i 323.Paraffin estimation of in crude anthra- Par;iffiins nitro- constitution of the salts - preparation of i 77. - preparation of in a state of purity Paralactic acid in normal pericardial Pnraldehydn formation of i 197. Paramiwin ii 361. Paranucleln in the animal organism Paranucleons i 314. Parapectin i 8. Parapropaldehyde i 200. Yarapyruvic acid i 449. Pariitungstic acid ii 503. Parisite from Greenland ii 401. Parmelia parietina phpicon from - perlata vulpic and usnic acids in Yarmelin i 299. Yarvoline from coal tar i 390. Peat estimation of dry matter in Pectase i 312. Pectic acid i 8. Pectic fermentation i 312. Pectin from beet i 556. Pectose i 8. Pectous substances properties and re- Pelargonic acid affinity constant of Pelargonium oil of from Reunion Pelurgonium-rhodinol i 4.$-Prlletierine i 254. Yellitoriiie TRANS. 101. Yellitory of medicine tlie active con- Pellotine i 120. Pennjroyal oil i 153. Yentacetyltannin i 420. Yentadecoic acid i 119. l'entane incomplete combustion cf Pentaquinoline cobaltons cliloride Pcntenic acid dibromo- i 510. animal organism ii 280. cene ii 423. of i 3. i 2. fluid ii 405. ii 519. i 299. i 299. ii 544. actions of i 8. ii 253. i 4. stituent of TR~NS. 100. PROC. 1894 181. i 122. propaldehyde and malonic acid i 204. in i 204. 3y-Pentenic acid iiitrainolecular change yd-Pentenic acid experiments witl- Pentosans digestibility of ii 278 - estimation of ii 141. - estimation of f urfurddehyde in - formation of in plants i 7. - in plants ii 176. Pentoses estimation of f urfnraldehyde - in diabetic urine ii 406. Peppermint oil American compositioii Peptic digestion ii 232.Peptone colour reactions for ii 376. - disappearance of leucocytes froln the blood after the injection of ii 79. - in urine ii 25. Peptones commercial estimation of' the nitrogenous aonstituents of ii 543. - estimation of ii 468 543. Pepsin influence of acids and other siibstances on the activity of ii 516. Perchloric acid preparation of ii 444. - use of in estimating potas- sium ii 414. Percolator simple ii 345. Yercylite ii 115. Pereiro bark i 312. Pwicardial fluid paralactic acid in the ii 405. Periodic law and refraction equivn- lent of tlie elements PROC. 1895 10. i 204. 404. ii 426. in ii 426. and analysis of ii 295. - system history of the ii 439. - - modified ii 491. Permanganic acid electrical conduc- Persian berries a constituent of TRANB.Petroleum estimation of sulphur in Petroleums analysis of ii 90. Phsrmucolite ii 508. Phenacite froin Ober-Neusattel ii 172. Phenanthraquinone action of benzyl- - action of iiiethylamine on TRAXS. - condensation of with carbamide - dithiourelde from i 423. Yhenazine-like substance from the oxi- tivity of ii 451. 496. ii 413. amine on TRANS. 46. 45. i 423. dation of o-amidophenol i 25.686 ISDEX OF SUBJECTS. Plienetdil y-cbloro- i 511. - dibromoseleno- i 341. - dichloroseleno- i 341. - diiodoseleno- i 341. 7 selenium derivatives of i 341. - seleno- i 341. p-Pheneto’ilcarbamide i 359. Pheno-m-diazine derivatives i 250 306 398. Phenol action of diazonicthane on i 494. - action of ethylic chloracetate and dichloracetate on the sodium deriva- tives of i a.- alteration of by the action of light and the formation of hydrogen per- oxide i 340. - o-amido- action of chlorine on i 131. - - condensation of with p-tolu. enesulphonic chloride i 369. - - red oxidation product of i 25 220. - p-amido- action of on o-diketones i 214. - dichloride hexachloro-. i 273. - a-dinitro- and acetanilide melt- ing points of mixtures of TRANS. 331. - - and o-nitrophenol melting points of mixtures of TRANS. 332. - a-hexachloro- i 272. - action of acid chlorides on - action of aluminium chloride - constitution of i 653. - - formation of tetrachloroquin- one from i 343. - o-nitro- and a-dinitrophenol melt- ing points of mixtures of TRANS. 332. - oxidation of by incomplete com- bustion i 272.- 1 2 3-triamido conversion of into1 2 3 5-tetrahydroxybenzene i 458. i 593. on i 594. o-Phenolbenzylamine i 372 537. Phenolnaphthale’in i 425. - oxime i 425. Plienolphthalei’n action of bromine on - crction of iodine on i 539. - constitution of the alkali com- - derivatives i 376. - tetraiodo- i 539. i.po-PhenolphthaleTn i 219. Phenolphthalei’nanhydride i 54. Yhenolphthalei‘nanhpdrideaiiilidc i 54. i 56. pounds of i 99. Phenols action of phthalic chloride on - o-amido- oxidation of i 25. - and their ethers action of sul- - condensation of with mandelic Phenonaphthwridine i 107. Phenopyridazolone (phthalazone) i 302. Pheno-3-p~ridazolonecarboxylic acid Phenoquinone constitution of i 513. Pheuosafranine electroly tic conductivity Phenoxyacetal i 360.Phenoxyacetaldehyde i 360. - phenylhydrazone i 361. Phenoxyacetic acid o-bromo- i 44. - thermochemistry of ii 102. Phenoxyacehnitrile i 361. Phenoxyacetoxime i 361. y-Phenoxydipropylmalonic acid i 480. Phenoxyf ormophenylamido-dichloridc Phenoxymethylenecamphor i 64. c -Phenoxy-8-propylamylamine i 480. 6-Phenoxy-a-propylvaleric acid i 480. 6-Phenoxy-a-propylvaleronitrile i $80. Phentetrol i 467. Phenyl benzgl ketone reduction o€ by - naphthyl ketone o-bromo- i 477. - ketoxime o-bromo- i 477 - quinone sulpbone i 1 4 . Phenylacetic acid antiseptic action of ii 58. - iodo- new class of cyclic iodine compounds from i 139. - - - preparation and pro- perties of i 139. - - iododichloride of i 139. Phenylacetophenone Po-nitro- i 290. o-Phenylamidocinnamic acid i 533.p-Phenylamidocinna.mic acid i 532. 2-Phenylamido-4 B-diphenyldihydro- Phenyl-a-amidolactic acid i 281. - - lactimide of i 281. PhenglamidomaleSnimide i 103. Phenyl-p-axnidophenylinduline i 608. Phenylamido);henylmauveine i 609. 2’-Phenylamidoquinoline methiodide - methochloride i 156. Yhenylamido-m-xylidine symmetrical trinitro- i 654. Phenylauraniine o-amido- i 185. - p-amido- i 184. Pheny lauraminephenylthiocarbimidc 0-aniido- i 185. -pamido- i 185. i 219. phuryl chloride on i 342. acid i 419. i 303. of i 540. i 277. sodium ethoxide i 601. 619. 1 3-azoxole i 597. i 156.INDEX OF SUBJECTS. 687 Phenylazocarbamide TRANS. 1067 ; - tribromo- i 604. Phenylazocarboxylic acid i 603. - tribromo- i 603. Phenylazo-o-cresol i 352. Phenylazodiethylaniline p-nitro- i 352.Phenylazodiethyl-o-toluidine p-nicro- Phenylazodimethyl-o-toluidine,p-nitro- Phenjlazoethplaniline p-nitro- i 352. Phenylazoimide 2 4-dinitro i 29. - p-nitro- action of hydrazine hy- Phenylazomethylanil ine p-nitro- i 35 2. Phenylazo-a-naphthol p-bromo- i 619. - p-nitro i 352. Phenyl-2-azo-1 -naphthol o-nitro- i 61 8. Phenyl-4.azo.l .naphthol,’o-nitro - i 61 8. Phenylazo-&naphthol p-nitro- i 352. Phenplazophenol p-nitro- i 352. Phenylbenzaldehyde p-nitro- i 290. Phenylbenzoic acid p-nitro- i 290. Phen yl. cl/-benzylcyanothiocarbamicle B-Phenylbenzyl-ay-diketohydrindene Phenjlbenzylic alcohol? p-nitro- i 200. Phenylbenzylketazine 1 608. Phenylbenzylmalonic acid i 868. Phenylbenzylmetb ylenehydrazine 3’ 1’-Phenylbenzyltetrahydroquinazo- d-Phenylbromacetic acid i 451.- chloride i 461. Phenylbutyric acid antiseptic action of - /3-bromo- i 223. - hydroxy-derivatives of i 92. Phenylcamphoric anhydride i 108. Phenylcarbamide preparation of the sodium derivative of i 289. d-Phenylchloracetic acid i 451. - chloride i 451. Phenyl-a-chiorolactic acid 3 6-bromo- nitro- i 282. o-Phenylcinchonic acid carboxy- and hpdroxy-derivatives of i 71. p-Phenylcoumalic acid i 111. Phenylcoumalin i 554. - fusion of with potash i 554. Yhenylcoumalin-catechol i 554. Yhenylcoumalin-coto’in i 554. Phenylcoumaliii-quinol i 554. Yhenglcoumalin-resorcinol i 554. Yhenyl-o-cresolnmine i 372 537. u&PIienylcrotonic acid i 223. By-Phenylcrotonic acid intramolecular Phenyl-l-iso-crotonic acid 1 2-dichloro- i 603. i 618. i 352. drate on i 30.i 461. i 536. i 607. line 2‘-thio- i 134. ii 58. chsnge in i 223. I I i i i I I j I I I I I I ! I dicl~loro.n-naylithols and trichloro- naphtha,lenes from PROC. 1896 78. Phenylcyanopyruvic acid Erlenmeyer’s nature of i 103. Phenylcystei’n benzoyl ethyl and phenyl derivatives of 1 284. - iodo- i 606. Phenyldiamidophenylic bisulphide Yhenyldibenzoylacetic acid PROC. Phenpldibenzoylmethttne PROC. 1895 Phenyldiketopentoic acid i 395. Phenyldiketotetrahydroquinazoline Phenyldioxythiazoleacetic acid i 13. p-Phenyldiphenyleneoxazole TRANS. Phenyldipiperidylguanidine i 416. Phen yl-apdithiophenylpropylsulphone Phenyldithiourazole i M2. cyclo-Phenylenebenzylidene oxide i 537. m-Phenylenediamine condensation of glyovylic acid with i 171. Yhenylenediamines action of chloro- form and potash on i 568.o-Phenylenediauramine i 185. p-Phenylenediauramine i 185. Phenylethylenediamine i 274 345. a-Phenylethylic bisulphide i 362 363. - mercaptau i 363. Phenylfiuorindine chloro- i 526. Phenylglycidic acid 3 6-bromonitro- - chloronitro- i 282. - acids nitro- i 281. Phenylglycoline i 155. - ethyl ether i 155. - - - nitrosamine of i 155. Phenylhydrazicarbtlmine i 31. Phenylhydrazidoacetanilide i 521. - action of sodium ethoxide on - condensation of with aldehydes Phenylhydrazidoauetic acid asymmetri- - - s.vmmet.rica1 i 461. 8-Phenylhydrazidobenzylmalonic acid potassium salt of i 471. 2’- Plienylh ydrazidoquinoline methiod- ide i 156. - methochloride i 156. Yhenylhydrazine action of nitroso- benzene on THANS. 928. - as D reducing agent i 595.- derivatives. action of magnesium - 2 4-dinitro- and its derivatives i 133. 1895 147. 147. i 307. 46. i 230. i 282. i 521. and ketones i 521. cal i 460. on PBOC. 1805 9. i 27 29.688 ISDES OF SUBJECTS. Plienylhydrazine o-nitro- action of alkalis on i 135. i 27- 30. i 28. nitro i 28. i 27. i 660. i 28. 2 4 6-trinitro- derivatives of Pheiiylhydrazobenzile 2 4-dinitro- Phenplhydrazobenzophenonc 2 4-di- Plienylhydrszomethane 2 4-dinitro- Phenylliydrazoneacetic acid m-bromo- Phenylhydrazopropane 2 4(-dinitro- Phenylhydrocarbostyril i 533. Plienylhydro-p-coumaric acid i 533. " Phenylhydroxycrotonic acid," identity of with beuzoylpropionic acid i 033. Plienylhydroxydiphenyletliylthiocarb- amide i 597. Phenylhydroxylamine p-bromo- i 459. PI1 enylhydroxy -p-tolylacetic acid i 41 9.- luctone i 419. Phenylic acetate pentachloro- i 503. - acetoxyhippurate i 284. - anhydrohippurate i 284. - -.- dichloro- i 284. - arsenite i 340. - benzenesulphonate p-chloro- - benzoate action of bromine oc - - bromo- i 281. - pentachloro- i 594. - a - ben zoylamido-a -chloropropion - - bisulphide p-diamido- i 87. - p-bromophenylic phenylimidocar- - bromophenylnlercapturate i 284. - bromosalicylate i 280. - a-bromothiophenyl-a-benzoylami- dopropionate i 284. - butyrate pentachloro- i 593. - campholate i 295. - carbonate p-bromo- i 416. - - pentachloro- i 594. - p-chloraniline-n-phosphintlte - dibromosalicylute i 280. - dihydrogen phosphate pcnta- - diphenylarnine-n-phospliinate -. diselenoxide i 413. - hgdroselenide i 413. - bydrosulphide p-iodo- i 606.- imidochloroformate i 416. - -p-bromo- i 416. - phenylamidocarbonate p-bromo- - -p-chloro- i 416. i 512. i 280. ate i 284. bonate i 416. i 364. cliloro- i 652. i 364 i 416. Phenylic phenylimidocarbonate i 415. p-bromo- i 416. - propionate pentachloro- i 593. - salicglute action 0:' bromine on - selenoxide chloro- i 413. - sulphide,.p-diamido- i 87. - p-dinitro- i 132. - o-sulphobenzoate i 475. - thiocarbonate i 131. - tribromosalicylate i 250. - bromo. i 280. Phenylimidazolone nitro- i 218. Phenylimidoacetic acid i G87. Phenylimidocarbonates i 415. Phenylimidocarbonyl bromide i 277. 2-Phenylimido-5-imido-3 4-dithiazoli- Phonylindoxazen dibromo- i 371. Phenylindoxazendisulphonic acid 2-Phenylindoxyl i 371. p-Phenylinduline i 608. Phenyliauretine i 11.Phenyl-8-lactaldehyde 3 6-bromo- - phenylhydrazone of i 283. Phenyl-&lactic acid 3 6-bromonitro- Phenylmauve'ine i 609. Phenylmercaptansulphonic acid potas- sium salt of PRoC. 1895 141. Phenylmercapturic acid p-iodo- i 605. - acids bromo- deriyatives of i 284. Phenylmethane nitro- i 435. - sulphone of i 284. Phenylnaphthtllirdide i 239. n-Phenylnaphthimidazole-B-benzene-o- carboxylic acid i 57. n- Phenylnaph thimidazole-B-propionic acid i 57. 8-Phenylnaphthylamine action of nitrosodimethylaniline on i 611. - azo-derivatives of i 235. B-Pheny lnaph thylenecarbamide i 51. Phenylnaphthylketonesulphonic acid o- P lien ylnapht h ylsulphone i 471. Plienylnitramine i 273. - p-bromo- i 274. - y-chloro- i 274. - rn- o- and p-nitro- i 273. Phenylnitrocinnamic acids and their derivatives crystallography of i 533.- and their isomerides i 531. Phcnyl-nz-nitrocinnauic acids isomeric i 532. Phenyl-o-nitrocinnamic acids isomeric i 531. Phenyl-p-nitrocinnamic acide isomeric i 533. - i 250. dine i 516. i 371. nitro- i 282. i 282. bromo- i 477.INDEX OF PIrt.iiyhiitroniethane preparation of i 23. Phenylnitroaamine p-niti-o-. action of :wid chlorides on tho eodium deriva- t ivc of i 182. i 29. ride on TRANS. 490. Plien~lnitrosohydrazine 2 4-dinitro- Phenyloxamide uction of nitrosyl chlo- Phenyl-up-peiitenic acid bivminated Phenyl-j3y-pentenic wid brominated - - - intramolecular chaiige in - oxidation of i 225. Yhenyl-y8-pentenic acid dibromo- Plienylpentenol~~ne i 224. 8-~lien~lplieno-~~n-cliazine derivatives p-Yhenylphenopen thiazole i,.191. 3-Plienylphenopyridazolone 1 303. Yhenylphenylene-blue dinitro- i 278. 1-Phenyl-2-phenylimido-5-thio-3 ; 4-di- tliiazolidine i 579. Plienpl-p-phenylinduline i 608. Ylicwj-lpiperine i 469. Ylienjlpropionic acid antiseptic action - - 2 4 6- tribromo- i 467. - 2 4 6 3-tribromamido- Plienylpyrazole 4-b~omo- i 396. - u. p. 78’) constitution of - - nitro- i 396. - m. p. 228” constitution of i 303 3-Phenylpyrazole i 192 687. 4-Phenylpyrazole formation of i 396. 5-Phenylpyrazole i 192. 4 3-Phenylpyrazolecctrboxy~c acid Plicnylpyrazoledimet.hylcarbinol i 396. Phenylpyrazoles constitution of i 395 1 5-Phenylpyrazolidine i 394. l-Phenylpyrazoline isonitroso- i 249. Yhenylpyrazolone m. p. 1 5 5 O coustitu- N- Yhenylpyrazolone constitution of I Yhenyl-5-pyrazolone i 193.- constitution of i 570. - iso-nitroso-. i. 193. ilcids from i 224. - - oxidation of i 225 acids from i 224. i 223. i 224. 1 251. of ii 68. i. 467. i 395. 395. i 396. 396 371. tion of i 303. i B i O 6136. IUBJEOTS. 689 3 - Phenylpyi*iwolone 4-is0 -ni troso - 3-Yhenylygrazolone-Pazobenzene 3-Phenylpyrazolone-blue i 687. Yhenylpyrazolonediketohydroxy py ri- dine phenylhydrazone of i 167. Phenylpjrazolonephenylpyridtonecar- boxylic acid i 157. 3-Phenylpyrazolonerubazonic acid i 686. 3-Phenylpyridazinone i 248. 3-Phenylpyridazinone-5-carbosplic acid i 248. - - hydrazide of i 248. 3-Phenylpyridazolone and its nitroso- Phenjlpyridine p-nitro- i 290. 6 Z-Phenylp,pidinecnrboxylic acid LPhenylpyrroline i 627. - tetrachloro- i 176. 2-Phenylpyrroline7 i 627.4’- Phenylquinaldine derivatives of y-Phenylquina,ldinic acid new synthesis 2’-Phenylquinoline i 481. 4’-Phenylquinoline derivatives of 2’-Phenylquinoline-l 4’-dicarboxylic 3’-Yhenylquinolinesulphonic acids Phcnylrosinduline nitro- i 610. .- trinitro- i 610. o-Phenyldicylic acid i 233. Phcnylmnicarbazide action of benzd- deliyde on TRANS. 1064,; PROC. 1895 124. - action of nitrous acid on i 603. - t.ribromo- symmetrical i 604. Yhenylserine i 281. Phenylsulphonamide action of carbonyl chloride on i 28&. Phenylsulphone-a-propyleuic glycol i 229. - benzoate i 229. Phenylsulphonepropylic alcohol i 286. - benzoate. i. 286. i 247. i 687. derivative i 302. i 563. i 430. of i 431 i 430. acid i 21. i 431. 4/-Phenyltetr~hydroquinaldine i 431. 4’-Phenyltetrahydroquinoline i 481.- 3-nitroso- i 431. 4-Phenyltetmzole bisulphide i 194. 4-Phenylte trazole-3-methylt,hiole 4-Yhenyltetrazole-3-sulphonic acid i 193. i. 193. 3-l’henylpyrazolb~e i 247 686. - 4-amido- i 686. - tlibromo- i 687. - iso-nitroso- and itts acetyl benzoyl 1 on i 5178. 4-~henyltet~rtzole-3-thiole i 293. 1 Phenylthiocnrbimidc action of bromine I :ind cthyl deriratives i 686. VOL. LxviiI. ii. SO690 INDEX OF SUBJECTS. 4-Phenyltl1iosemicarbazide hydrochlo- 4-Pheny1-3-thiotetrazoline i 193. o-Phenyltoluene p-amido- i 889. - p-nitro- i 289. - synthesis of i 606. - tribromo- i 606. p-Yhenyltoluene synthesis of i 606. /3-Phenyl-p-to1uo-m-diazine7 i 400. 8-Phenyl-p-toluo-m-diazine-a -carboxylic Phenyl-1 2 4-trihydroxybutane7 - triacetate i 489. Phenyl-p-tolylbenzenylamidine i 347.ab-Phenyl-m-tolylcarbamide TRANS. ab-Phenyl-p-tolylcarbnmide YRAN s Phenyl-p-tolylethenylamidine i 347. Phenyltolylmethane preparation of ah- Phenyl-m-tolylthiocarbamide Phenyl-p-tolyltriazole i 137. ab-Phenyl-m-tolylurea TRANS. 562. ab-Phenyl-p-tolylurea TRANS. 562. Phenylraledc acid 8-bromo- i 224. - aj3-dibromo- i 223. - /3y-dibromo- i 224. Phenylvderolactone dibromo- i 224. Phenylxylylmethane prepamtion of nb-Phenyl-m-xylylthiocarbarnide Plilobaphene i 470. Phloretin constitution of i 45,538. Yhloroglucinol action of alkalis on bro- minated derivatives of i 343. - action of on sugars i 164. Phorone action of ethylenediamine on Phosphate from Grand-ConnBtable - soluble estimation of ii 184. Phosphates estimation of aluminium - estimation of iron and aluminium ride i 193.acid i MO. i 489. 562. 562. TRANS. $28. TRANR. 557. TRANS. 828. TRANS. 558. i 328. ii 242. in ii 533. Phosphates natural solvent action of citric acid on ii 29. Phosphazobenzese thioanilide i 463. - thiochloride i 463. - p-chloro- i 4.62. Phosphazo-o-toluene thioanilide i %3. - thiochloride i 463. i 463 - thio-o-toluidide i 463. Phosphazo-p-toluene thiochloride - thiopiperidide i 463. - thio-p-toluidide i 463. Phosphazotriinethylbenzene thiochlo- ride i 463. Phosphine removal of from acetylene prepared from calcium carbide i 635. Phosphoduodecimolybdic acid ii 11 2. Phospholuteomolybdic acid ii 112 113. Phosphomolybdic acid and its silts action of hydrofluorio acid on ii 18. Phosphocarnic acid i 313. Phosphorescence at the temperature of boiling liquid air PROC.1894 171. Phosphoric acid and metaphosphoric acid action of thionyl chloride on ii 43. - - citra te-soluble estimation of in basic slag and in mineral phos- phates ii 243. - compounds aoluble in water of in superphosphate ii 131. - - estimation of ii 291 530. - estimation of by the citric acid procew ii? 138. - estimation of by the molyb- date-magneeis method ii 329 414. - estimation of by the molyb- date method ii 414 415. - - ePtimation of by titration of the znolybdate precipitate ii 183. estimation of in manures ii 243. - (oEcina.1) estimation voln- metric of ii 339. - eut.imation volumetric of - - i 463. - in ii,i6u zm ZHY. 1 11 1U4. - estimation of the mtinurial value 1 - - estimation volumetric of by ‘ titrating the yellow precipitate ii 85.estiniation volumetric of in i superphosphates ii 244,290. -insoluble in water estimation of - - of ii 4.61. the value of ii 139. - manuring experimenrs wirn various ii 180. - mineral estimation of citrate- soluble phosphoric acid in ii 24.3. - natural agricultural value of various,’ii 28. - - solvent actioii of carbonic mid on ii 29. - ioraging powers or some agn- cultural plants for ii 124. - peculiar propcrty of in peaty soil ii 285. - - soluble in water behaviour of towards the absorbent constituents of eoil ii 524. - a.morphous action of Ljdrogcii on ii 348.INDEX OF SUB.JECTS. 69 1. Phosphorus chloronitricle ii 217. - estimation of in coal and coke ii 328. - estimation of in iron ii 328 414 530. - estimation of in steel ii 30 414 530.- estimation volumetric of in cast iron ii 414. - estim:ttion volumetric of in steel ii 30 414. - in oysters ii 456. - in the digestion products of casdin ii 54. - of case‘in bebavionr of in peptic digestion ii 119. - percentage of in the hepatic and splenic cells at different ages ii 54. - products of the slow oxidation of. ii 262. - rate of oxidation of ii 213. - refractive indices of in carbon bi- sulphide solution ii 97. - test Eggertz’s ii 530. Photographic action at the temperature of boiling liquid air Paoc. 1804 171. - dry plates action of hydrogen on ii 265. - image latent development of by alkali peroxides ii 66. Photographs came of the fugitiveness of when fixed with sodium thiosul- phate ii 349. Phthalanil m-nitro- i 135 360 414. - o-nitro- i 414.- p-nitro- i 134 360 $14. Phtbslanilide m- o- and p- nitro- Phthallazine ethiodide i 569. - preparation of i 568. Phthalazone i 302. Phthale’in melts i 538. Phthalei’ns of o-sulpho-p-toluic ticid - quinoldal i 55. - tauto- i 55. Phthalic acid ethereal salts of i 538. - mixed anhydrides of i 539. - tetrachloro. etherification of - acids nitro- etherification of - anhydride action of hydroxyl- - chloride action of on nitranilineg - action of on phenols i 219. - heat of formation of ii 483. i.so-Phthdic acid action of plienylic isocyanate on i 680. - - nt-iodo- i 226. i 414. i 183. i 93. i 93. ainine on i 417. i 360. iso-Phthalic acid 0-iodo-. i 226. - o-iodoso- i 226. Phthalide heat of formatioil of Phthalimide action of nitrosyl chloriclc - behaviour of in the aiiiiiirtl o~gaii- - electrolysis of i 209.Phthalophenoneanilide i 55. P hthdy l-o- amidodiphenjlme t hane iso-Phthalylbenzhydroxamic acid i 39. Phtlmlylcliamidowetal i 90. Phthalyldiamidoacetaldehyde i 90. i~~o-Phthalyldiamidoacet.aldehyde iso-Phthalyldiamidoacetic acid i 91. i.qo-Pthalyldiamidoacet.yl i 91. Phthalyldithiocarbimide Taa~s. 573. - action of various bases on TRasS. - derirrttives of TRANS. 365. Phthalylhydrazide i 354. Phthalylhydrazideacetic acid i 335. iso-Phthalylhydrosamic acid i 37. tere-Phthalyl-. See Terephthalgl-. Phycoerythrin i 556. Phyllites ii 23. Phyllocynnin copper acetate i 624. Phylloporphyrin i 297. Physcia medians ethylic vulpate i d calycin from i 298. - parietina physcion in i. 299. Physcianin i 300. Physcihydrone i 300.Physciol i 300. Physcion and its derivatires i 299. - nitro- and dinitro- i. 300. Physconic acid i 300. Physico-chemical measurements inc- thods of ii 491. Physiological action of acetonitrile and its homologues ii 238. ii 484. on TRANS. 491. ism ii 280. i 53. i 91. 57s. of barium salts ii 321. - - - .- of carbonic oxide ii 407. - of certain pyridine naphthal- ene and quinoline deriratives ii 56. - - of ch!orocaffeke andof cyano- affe’ine ii 238. - of cinchotoxine i 435. - of extract of pituitary body of extract of s u p r a r e d cap- of h y droh y d ras ti nium h j d 190 - ii 405. sides ii 235 405. chloride ii 362. - - - of hydroxylamine ii. 413. - - of potassium silicate ii 237. - of sodium coppcr tartrate of piperovatine TRAXS. 99. - ii 321. 50-2692 INDEX OF SUBJECTS.Piiionic acid oxiines of i 478. Pinoresinol i 109. Piwits lnriciu resiu from i 109. i 8-Pipecoline action of hydrogen per- oxide on i 479. Pber ovntnm constituents of TR.uw. 94. Yipemzines i 569. Piperic acid synthesis of i 42. - aldehyde i 464. Plipiological action of sptliesised 001 - - - of tolylenediamine ii 456. - - of rery low temperatures Picene i 292. Picenecarboxylic acid i 293. Picenefluorene i 293. - alcohol i 293. Picenequinone i 292. Picenequinonecarboxylic acid i 293 Picenic acid i 293. Picoline chloride compounds of with lead dichloride and tetrachloride i 390. Picolineacrylic acid i 564. Picoline-a-bromopropionic acid i 564. Picoline-a-lactic acid i 663. Picoline-a-lactonitrile i 564. Picolinic acid uy-dichloro- preparation of TRANS.408. Picric acid action of ethylic diazo- acetate on i 140. - and anthracene solubility re- lations of a mixture of ii 71. - and picrates action of on metallic cyanides i 132. - colorimetric estimation of i n its compounds with organic bases ii 64. Picrjlazoiniide i 28. Picrylb;rrlrazine derivatives of i 27. Pic~lhydraaopropane i 28. Picylene diketone i 292. - ketone i 292. Picplenecaphinol i 293. Picylenemetliane i 293. Pigment red of Diemyctylzcs viridesceiis Pinielic acid conrersion of into cyclo- - alal-dibromo i 338. y-Pimelic acid i 448. Pinacolinenitrimine i 446. Pinacone prepared from acetophenone i 537. Yinacone prepared from phenyl p-tolyl ketone i 537. Pinacones preparation of by the re- duction of aromatic ketone i 537. Pinastric acid i 197. Pine tar i 185,294.l’inene i 477. - constitution of i 428 676. Pines German i*esin of ii 365. Pinole constitution of i 60. - dibromide action of reducing - tribroniide i 60. - ketone and secondary nlcohoi Pinonic acid I 478 676. loids. ii 454. ii 254. ii 174. pentenedicarboxylic acid i 338. agents on i 60. from i 60.. Piperonylviny1ketocarbox.ylic acid i. 463. - phenylhydrexone i 465. Piperovatine TBANS. 93. - physiological avtion of TBANS. 9% Pipette valve- ii 525. Pitchblende helium from TRANS. 689. Pituitary body physiological action of extract of ii 405. Plant cells green separation of oxygen by ii 26. - metabolism plnce of tannins in ii 324. - pathology chemical invest>igations. iii ii 524.INDEX OF SUBJECTS. 693 Plants agricultural foraging powers of some for phosphoric acid ii 326.- alumina in ii 284. - assimilation of nitrates by ii 125. - cane-sugar in ii 53 523. - carbonic anhydride exchanges of - effect of chlorides on the growth - estimation of lecithin in ii 96. - etiolated changes of composition - formation of pentosans in i 7. - ghtamine in the green parts of - green detection of hydrogen per- - hydrogen peroxide in ii 26. - nutrition of by glycerol - higher formation and decomposi- - localisatioii of oxaiic acid in - lower action of dilute alkalis on - mucin in ii 128. - nutrition of by humus and orgnnic substances ii 28. - occurrelice and vdle of myrosin in ii 178. - origin of unsaturated compounds in i 640. - pentosans in ii 176. - presence of calciuni citrate in ii 27. - reserve prote‘in in ii. 128._I_ respiration of ii 175. - richness of soil in nitrogen after t h e cultivation of varioup ii 178. - time of trehalose formation in ii 362. - transpiration and msimilation in ii 175. Platinic pyrophosphate formation of TRANS. 513. Platinochlorides attempt to estimate the nitrogen in bv Kjeldahl’a method ii 290. Platindid thermo-electric propertics of ii 152. Plntinomolvbdates ii 230. Platinosochlorides preparation of Platinotungstates ii 229. Platinous chloride ii 357. Platilium arsenite ii 218. - bases constitution of ii 400. - bIack occIusion of oxygen and hydrogen by ii 492. - chloride molecular refraction of dissolved TRANS. 836 844. ii. 620. of ii 175. in during growth ii 124. ii 83. oxide in ii 239. ii 126. tion of organic acids in. ii 126. ii 129. ii 174. ii 170.Platinum condensation of electrolytic - selenide ii 391. - crystallisation of ii 391. - subchloride probable existence of - thermal conductivity of ii 69. Platinum-ammonium compoiincls Platinum-antimony alloy ii 391. Platinum-bismuth alloy ii 398. Platosodiammoniodipyridine com- Platosodi-i8o- undecy lthiocarbamide Platosoetl~glsulphine chloride isomeric Platoso-iso-undecylthiocarbamide Pleopsidic acid i 298. Pleopsidizint chloro$hantcs pigments Pleural cavities absorption of salt solu- Plumbates of the alkaline earths Poisonous action of diqyanogen ii 129. - - of the h~droxpbenzenes on Poisons arrow ii 123. Polariaation galvanic thermodynamics - with solid and with liquid cathodes Polybasite ii 115. Polycrase helium from Tnms. 689. Polygala essence of roots of ii 364.Polygala vulgaris P . depvessa and P. calcarea methylic salicylatc- in ii 177. gas by ii. 150. ii 170. ii 400. pounds i 557. i 324. forme of i 488. i 324. from i 298. tions from ii 321. ii 14. yeast and bacteria ii 130. of ii 198. ii 67. Polygonin TRANS. 1085. Polygonum cuspidaturn coustituents Polymerisation of liquid molecnles Polymopphism ii 49. Polynitro-derivatives action of sodiuiii Polyporus betuliaus carbohydrate from Polysterism ii 71. Pomegranate root alkaloyds from the rindof i 160. Potassammonium action oS hydrogen phosphide on ii 75. Potassium amidochromate at.teinpts to prepare ii 450. - antimoniocitrate TRANS. 1030. - antimoniomulona te TRANS. 1036. - antimoniomucate TRANS. 1037. - antimony bromide ii. 114. of the root of TRANS.1084. ii 8. and alkalis on i 653. i 323. non-existence of ii 272. -694 INDEX OF SUBJECTS. Potassium nntiniouy chloride TRANS. - ai-seniocitrate TRAKS. 1033. - arseniomucate TBANS. 1035. - arsenites ii 218. - assimilabilityv of in poor sandy soils by the action of nitrateP ii 60. - bismuth sulphide ii 273. - bromide melting point of ii 36 339. - molecular refraction of dis- solved TRANS. 837 844 865. - cadmium dichromate ii 355. - carbonate melting point of ii 36 339. - chloride freezing point of very dilute solutions of l'aAxs. 14. - melting point of ii 36 339. - inolecular refraction of dis- solved TRANS. 836 844 864. - solution volumes of be- tween 100" and 150° ii 307. - cupriferrocyanide i 487. -_ cuprocupricyanide i 486. - cuprocyanide cobaltocyanide - - nickelocyanide i 486. - cupromanganocyanide i 486.- cuproferrocyanide i 406. - cpnate detection of in pota.ssiuni - cyanide detectioii of potmsium - solutions action of on gold - dinitrosoferrothiosulphonate - dodccaii-idite ii 504. - estimation of ii 245. -estimation of by means of per- - estimationof in kainite ii 417. - estimation of in manures ii 417. - allo-ethylic camphorate electro- - ferric chloride ii 165. - - chromates ii 227. - ferricyanide formation of i 197. - fluoi.oxymolybdate ii 19. - hexiridite ii 504. - hydrogen fluorides heats of formu- - iodate in volumetric analysie - tartrate as material for stan- - Iiypoiodite velocity of reaction - iodide action of ferric acetate on 51G ii 114. i 486. cyanide ii 424. cyanate in ii 424. and silver TRANS.199. ii 317. cliloric acid ii 444. lgsis of TRANS. 337. tion of ii 389. ii 525. dardising alkalis ii 289. of ii 213. ii 111. Potassiuni iodide melting point of ii 36 339. - molecular refraction of' ilk- solved TRANS. 837 845 865. - iridium nitrites action of heat on ii 503. - magnesium fluorides ii 351. - silicate ii 351. - manganichloride ii 46. - manganicyanide i 485. - manganocyrtnide i 485. - molybdosulphit.; i'i 18. - nickelocyanide action of reducing agents on ii 16% - nitlate and #odium chloride satu- rated solutions of a mixture of ii 345. - molecular refraction of dis- solved TRANS. 837 845. - iiiti*ometliane i 123. - nitrosodphnte TRANS. 452. - action of alcohol on TRANS. - alleged isomerism of TRAXS. - oxpulphantimonate TRANS. 540. - permanganate standardising - phosphine ii 75.- phosphoduodecimolybdate ii 113. - platinochloride reduction of - platinomolybdate ii 230. - d-prop;roxysuccinates ~ ' R A N ~ . - rottlerin TRANS. 235. - salts action of on the herbage of - sepa.ration of rubidium from - silicate physiological action of - silver sulphide ii 223. - sodium cobalt nitrite as a reagent - sodium racemate Wyrouboff's - sulphate estimation of in wine - - freezing point of TEANS. - - melting point of ii 36 339. - molecular refraction of die- - tartrarsenite TBANS. 104. - tetroxalate for use in alkalimetry - titanofluoride reduction of with - zinc sulphate rnolecular refraction 1101. 1019. ii 88. TRANS. 984. 955. meadows ii 458. ii 319. ii 237. for ii 87 ii 485. ii 418. 191. solved TBAK s. 838. ii 532. sodium ii 169.of dissolred TRANS. 838.INDEX OF SUBJECTS. 695 Potatoes effect of chlorides 011 the I_ effect of mineral nianures on the Yote ntirtl diH erences between metals and - electric. See Electric potential. Precipitates crystallisation of ii 26i. - in gelatinous solutions ii 491. I’rCSSUre of solution as a means of deter- mining the temperature of change ii 106. - volume and temperature relatioils of rarefied gases ii; 38. Propaldehyde and acetone condensation of i 643. - polymeric modifications of i 200. Propane critical density of ii 3i9. - liquid i 77. - physical constants of i 1 12.2. Propionamide heat of formation of I’ropionanilidq heat of formation of Y ropiona tes ni troso - prc para tion of Yropionic acid affinity constant of - bromo- optically active ethe- PI_ a-bromo- i 16.- -- chloro- optically active ethe- - freezing point of i 273; - - transformation of into lactic - bromide a-bromo- i 17. Propionitrile compounds of aluminium - physiological action of ii 238. Yropion-m-toluidide i 571. Yropionyl-p-methylisatic acid i 399 Propionyl-pmethylisatin i 399. Yropoxysuccinic acids optically nctire d-Propoxgsuccinic acid TRANS. 954. i-Propoxysuccinic acid preparation of - _- resolution of TRANB. 962. I-Propoxysuccinic acid !~CAWS. 954. Propybcetamide i 495. - nitroso- i 495. iso-Propylallylcarbinol i 198. ,~so-PropyItrllylcarbinylic acetate i 198. a-Propyl-6-amidovaleraldehyde i 479. Yroyglamyl rotatory power of ii ’37. Proyrlbenzhydroxamic acids i 38. ~~-i.~o:Propyl-,6~iso-butylacraldehyde amount of starch in ii 61.saline components of ii 130. electrolytes ii 35. ii 483. ii 483. i 330. ii 253. veal salts of TRANS. 914. real salts of TRANS. 914. ii 207. ncicl i 197. chloride with i 636. 400. TRANS. 944. TRAM. 949. i. 044. Propylcarbamide TRANS. 563. B- Propyl- c -chloramylamine i 4230. Propylcyanal acetate i 258. iso-Propglcymene i 644. iso-Propjleiie-pamidophenol i 87. Propylenediamine resolution of into its Propylenediphenjldisulphone i 286. Propglenedi-p-tolyldisulphone i 286. Propylglyoxalidine i 481. Propylic acetate molecular surface - acetylnialate rotatory power of - alcohol action o€ magnesium and - heat of raporisation of - oxidation of with Eehling’s - amylic ether b. p. sp. gr. and rot. - I-bromopropionate TRANS. 922. - d-chloropropionate TRANB. 919.- cyanacctoacetate i 649. - diacetyltartrate i 174. -- dibenzhydroxamates i 4Q. - dibenzoyltartrate i 268. - dibutyrjltartrate i 174. - di-iso- butyryltartrate i 211. - dicaproyltartrate i 175. - dioxjsuccinate action of phenyl- - diphenylacetyltartrate i 268. - dipropiongltartrate i 174. - divaleryltartrate i 174. - di-iso-valeryltartrate i 211. - d-ethoxysuccinate TRANS. 973. - I-ethoxysuccinate TRANS. 973. - formate molecular surface energy - hemipinntes i 421. _I E-lactate TRANS. 918. - malate rotatory power of ii 251. - E-methoxysuccinate TRANS. 9i1. - d-phenFlchloracetate i 451. - quinaldine-B-carboxylate and its - vulpate i 101. iso-Propylic acetate nitro- i 638. - alcohol action of chlorine on - heat of vaporisation of nitro- i 638. - campholate i 295. - diacetyltartrate i 210.- d-ethoxysuccinate TRANS. 973. Yropylideneacetone i 643. Propylideneacetoxime i 643. Propylidenebenzovlhrdrazine i 35. optical components i 482. energy of ii 40. ii 251. of iron on i 405. ii 101. solution i 198. power of i 318. hydrazine on i 173. of ii tM). methiodide i 112. i 259. ii 101. -696 INDEX OF SUBJECTS. S-Propylidenebutyrolactone bromo- iso-Propyllevulinic acid i 208. /3-Propylpheno-na-diazine i 250. 8-iso-Propylpheno-m-diazine i 250. 3 4-iso-Propylphenylpyrazole i 396. Propplphenylsulphone uj3-dibromo- a-iso-Propylpipelc acid i 4.68. p-Propylpiperidine i. 4YO. - syntliesis of i 480. Propyltartronic acid i 335. - formation of from dibutyryl iso-Propyltartronic acid i 335. Proppl-p-tolylsulphone nljl-dibromo- Propylurea TRANS. 563.Propylvulpic acid i 101. Proteld estimation densimetric of - estimation of in urine ii 237. - physiological minimum ii 360. Prote’ids action of on solutions of - action of rennet and related fer- - coagulation of by mechanical - gastric digestion of ii $7. - &c. heat va.lue of ii 51. - heat value of in the organism - in albaminuria ii 82. - influence of fats on the assimila- - of suprarenal capsules ii 236. - recognition and distinction of di- - reduction of ltllraliuc copper solu- - sparing intluence of carbohydrates - sparing influence of gelatin on in Proteln reserve in plants ii 128. Protein-iike substances artificial Prote’inochromogen ii 233. Proteoses in serous cffusions ii 455. Protochlorophyll i 389 429. Protochlorophyllane i 429 Protophyllin natural and artificial Protophyscihydrone i 300.Protophyscion i 300. Prussian-blue attempts to ascertain the constitution of i 486 487. Pseudaconibine constitution of PROC. 1895,154. Ptomatine (Ptomaine) i 196. Pulegonamine i 153. i 16. i 229. dicyanides i 335. i 829. ii 192. glycogen i 124. mente on ii 80. means i 254. ii 359. tion of ii 78. verse ii 376. tions by i 690. on in nutrition ii 78. nutrit,ion ii 78. i 446. i 389. Pulegone i 153. - hydrochloride i 380. - nitroso- i 380. - physical properties of i 673. - semicarbazide i 380. Pulegoneoxime i 153. l’ulvamic acid salts of; i 100. Pulvanilic acid and its salts i 100. Pulvic arid; bromo- i 100. - - constitution of i 100. Pulvinono i 376. Yulvodimethylamic acid i 100. f’ulvohydroxamic acid i 100. Pulvomethplamic acid and its siLI1 s Pulvo-u-naphthSlamic acid and its salt s Pulvo-,9-naphthylamic acid i 100.Pulvophenylhydrazinic acid i 100. Pulvopiperidinic acid i 100. Pumpkin oil analytical constaiita of Pyrazine and its derivatives i 569. Pyrazinecmboxylic acid i 570. Pyrazines i. 569. Pyrazole action of naecent broniinci 0 1 1 - phenyl derivatives of i 192. l-Pyrazolecarbamide i 397. l-Pgrazolewethane i 397. Pgrazoles aromatic ohsracter of the Pyrazole-series i 302. - - isomerism in the i 303. - - syntheses in the i 686. Pyrazole-3 4 5-tricarboxylic acid Pymzoline and its derivatives i 2.18. Pyrazolone i 6‘24. - action of diazomethane on - derivatives from ethylic cliosysuc- iso-Pyrazolone constitution of i 432. Pyrazolones conatitution of i 482. Pyrazoloneeulphonio acids constitution Pyrenei’te from BarBges ii 401.Pyrethrine TRANG. 101. Pyridazine i 301. Pyiidazinedicarboxylic acid i 301. Pyridazinetetracarboxylic acid i 301. Pyridazinones i 302. Pyridazolone i 302. Pyridazolone-4-carbonylhy draziiie. Pyrida zolone-4-carbon~l-iso-pi*opyAenc- “ Pyridazolone-3-crtrboxylic acid,” t r w Pyridazolone-4-carboxylic acid i 305. Pyridazolones i 302. i 100. i 100. ii 374. i 68. i 397. i 688. i 494. cinate osazones i 172. of Walker’s i 304 i 302. hydrttzine i 302. constitution of i 302.INDEX OF SUBJECTS. 697 Pyridine action of nascent bromine on - 8-amido- i 391. - bromtlmido- i 391. - compound of with lead bromide - derivatives conversion of aliphatic - oxy- TRANS. 399. c_- synthesis of from coumalin - platinoesmmonio-compoiinds of - production of in the roasting of ad-Pyridinedicarboxylic acid y-chloro- Pyridineplatinosammonium chloride 2-Ppidone action of diazomethanc on c-Pyridylpyrroline i 627. - methiodide i 628.1 3-Pyridylpyrroline7 i 627. - methiodide i 627. 2 3-Pyridylpproline methiodide Pyrites and marcmite chemical charac- - estimation of sulphur in ii 63 Pyroantimonious acid ii 231. Pyrochlore from Alna Sweden ii 609. Pyrocomenic acid chloro- i 22. Pyrolusite apparatus for the assay of by Bunsen's process ii 88. Pgromellitic acid formation of in the action of sulphuric mid on charcoal i 229. - formation of from sugar i 164. Pyrometers platinum-resistance deter- mination of high temperatures by means of TRANS. 160. Pyromucic acid heat of formation of ii 436. Yyronines i 146.Pyropseudaconine PROC. 1805 154. Pyropseudaconitine YROC. 1896 154. Pyrotartaric acid resolui iou of into its Py rrhoarseni t e i i 7 6. Pprroline action of nascent bromine on - compound of with hydroferrocy- -- compound of with Rymmetrical - compounds synthesis of from Yyruric acid tribromo- carbrtmide deri- i 68. i 391. oximes into i 562. compounds i 557. i 557. coffee i 624. TRANS. 408. i 557. i 494. i 628. ters of ii 316. 291 411. optical components i 449. i 68. anic acid i 390. trinitrobenzene i 653. nitroso ketones i 68. ratives of i 18. Pgruvic ureide tiibromo- i 13. P,vruric-a-naphthalide i 106. Q* Quercetin constitution of i 554. - derivatives TnANS. 647 ; i 387 - hydrobromide TEAKS. 6 17. - hydrochloride TRANS. 648. - hydriodide TRANS. 648.- identity of sophoretin with - preparation oE TRANS. 646. - sulphate TRANS. 647. Quinacetophenoneoxime TRANS. 998. Qninnldine action of formaldehyde on - physiological action of ii 56. Qainsldinealkine i 71. Quinaldine-S-carboxylic acid alkyl de- rivatives of i 112. - methochloride i 113. - methylbetsine i 113. Quinazolines synthesis of i 571. Quinine alksloids i 579. - hydrochlorosulphate i 434. - methohydroxide and salts i 879. 7 solubility of in alkalis ii 299. Quinizrtrin dimethyl ether i 232. - synthesis of i 232. Quinol action of phthalic chloride on 7 action of sulphuryl chloride on - dichloride chlor- i 342. - o-dicbloro- and its dibenzojl de- - tetrachloro-compound of with Quinoline 4-amid0 properties of i 70. - bases in brown-coal tar i 244. - benzyl hydrosulphide i 300.- sulphide i 300. - brom-4-trmido- i 70. - 1 3 4-dibromamido- i 565. - methiodide i 665. - 1 3 4-dibromoniti.o- i 565. - compound of lead iodide with - 1 3-dibromo- i 566. - 1 &dibromc- i 666. - 2 4-dichloro-. i 392. - 2 4 l-dichloramido- i 392. - 2 4 l-dichloronitro- i 392. - ethiodide 2'-amido- i 156. - freezing point of i 272 ; ii 207. - in brown-coal far i 392. - methiodide Zl-amido i 156. - methochloride 2'-amido- i 156. - - 2'-iodo- i 156. 429 5840. "BANS. 31. i 71. i 219. i 342 rivative i 342. hydrazine i 28. i 391.698 INDEX OF SUBJECTS. Quinoline spthesis of i 155. - 1 3 4 3'-tetrabromo- i 566. - 1 3 4-tribromo- i 565. - 1 3 3'-tribromo i 565. - 1 4 3'-tribromo- i 666. - 1 2 4-trichloro- i 392. Quinolineemmonium bases const$itution Quiiiolincbenzen~lamidoxime i 156.Quinolii I e - 3-eulphonic acid me thylbe- talne i 112. Quinoline-4-sulphonic acid rnethylbe- ta'ine i 1.12. Qninolinesulphonic acids ethereal salts and brtai'nes of i 111. iso-Qvinoline [l or 41 amido- i 684. - benzglochloride i 684. chlor- i 530. - derivatives i 683. - synthesis of i 624. - et hiodide amido- i 684. - ethobromide amido- i 684. - iodo- and its derivatives i 301. - iodonitro- i 301. - methiodide amido- i 684. - iodo- i 301. - synthesis of i 72. - trtriodide i 300. iro-Quinolmecarboxylic acid hydrochlo- of the so-called i 155. ride of. i. 393. iso-Quin;l&esulphonic acid (1 or 4) i. 684. iso1Quiuolinesulphonic acid (3 or 2) Quinone action of o-amidobenzoic acid - constitution of i 655.- 3-nitro- i 513. - tet rachloro. action of phosphorus pentachloride on i 24. - formation of from hexa- chlorophenol i 343. - ureide from i 425. Quinone-bis-o-amidobenzoic acid i 466 - nitroso- i 533. - reduction of i 534. Quinonedioximes stereoisomeric deriv- Quinones action of carbamide on i 425. a-Quinoquinolone i 245. - deritatives of i 244. a-Quinoquinolone-p-carboxy-o-carboxy - a-Q,ui~~oquiuolone-~-carboxylrrte i 244. Quinoxlrlinecarboxylic acid amido- Quinoxtllinedicarboxylltmic mid i 5'72. Quinoxnlinedicarboxylic anhydride i 684. on i 465. 533. atives of i 217. tmfiide i 245. i 572. i 572. R. Rabbits contents of the stomach and intestines of a t different periods after feeding ii 120. - poisoned by carbonic oxide lactic acids in the urine of ii 1'75.- wild and tame composition of the bones teeth &c. of ii 519. Racemates trunsition temperatures of ii 380. Racemic acid synthetical formation of i 21. Racemism i 506. -and change of temperature on mixing liquids ii 485. Rachitis elimination of magnesium compounds in cases of ii 455. Radiation of heat at low temperatures ii 123 253. Rallinose action of the miicous mem- brane of the stomach and intestine& on ii 403. - estimation of ii 425. - properties of ii 425. Randia dzrmetorum constituents of Randia fat i 190. Randia-red i 190. Randiasapogenin i 190. Randiasaponin i 18!k Randiatannic acid i 190. Randic acid i 190. Baphiospora $uvovirescens pigment from i 29s. Rate of escape of gases from eolutions of varying concentration TRANS. 869 983. - of oxidation of phosphorus sulphur and acetaldehyde ii 213.Reaction velocity of. Bee Velocity of reaction. Reactions zone- and their use in testing for acids ii 135. Reflux condensation or distillation ap- paratus for ii 260. Xefraction atomic of nitrogen ii 250. - of selenium ii 249. - equivalents and the periodic law - molecular and atomic ii 429. - - of dissolved salts and acids - of liquid oxygen ii 471. - of the CHi,-group mean value of - specific and molecular new for- Refractive indices of aqueous solutions - - of solutions of sulphur and i 189. PROC. 1805 10. TRANS. 831. ii 65. mulre for ii 193. of cadmium salts ii 83.INDEX OF - SUBJECTS. 699 __ phosphorus in carbon bidphide ii 97. Refractive powers of nitrogen com- pounds ii 104. Refractometric observations apparatus for ii 33.- researches ii 65 Rennet and similar ferments action of on prote’ids ii 80. Resacetophenone action of rrietliylic iodide on the potassium derivative of i 43. - behaviour of in the animal orga- nism ii 25. Reseda odorata oil of i 218. Resin estimation of in soap ii 190. - from Pipep ovatum TRANS. 96. - of German pines ii 365 - Thapsia i 385. Resins natural i 109. Resorcinol action of phthslic chloride - action of zinc chloride on i 655. - condensation of with glyoxylic Resorcinolazo-y -benzylic sulphide i 457. P-Resoi*cylic acid derivatives of TRANS. - ethyl ether TRANS. 995. - ethylation of TRANS. 995. - - methyl ether of TRANS. 994 - - methylation of TEAKS. 993. Respiration a new theory of ii 119. - leaf ii 175. - of green and etiolated leayes - vegetable ii 520.Respiratory exchanges ii 119. Reuniol i 186. - acetate i 186. Rhamnazin TRANS. 498. - constitution of TRANS. 500. - sulphate TRAWL 651. Rhamnetin sulphate TRANS. 650. Rhamnose anhydrous cr.vst~lline Rhizocarpic acid i 298. Rhizocarpon geographicum and R. leca- Rhodinol aldebyde and acid from - from oil of pelargonium constitu- Rhodium bases constitution of ii 47. Rhodochroisite from Asin Minor Bhtts succedanea sap of i 3%. Ricinehidic acid derivatives of i 126. Ricinole’ic acid and its derivatives con- - -and olei‘c acid relations of on i 219. acid i 171. 990. ii 176. i 440. norinurn pigments from i 298. i 78. tion of i 78. ii 506. stitution of i 125. i 647. Ricinole’ic acid constitution of i 81. - preparation of i 500. iso-Ricinoleyc acid i 82.Ricinoricinic acid i 83. Ricinostearolic acid i 126. constitution of i 81. Ring systems constitution of i %a. Rock salt Occurrence of argon in the gases enclosed in PROC. 1896 143. Rocks containing carbonates free alka- line earths in ii 171. - of the Karakoirrm Himalayas ii 51. Root of Polygoaum cuspidattm con- stituents of TRANS. 1084. Root-nodules of the alder (Alnus gkcti- nosa) composition of ii 523. -- influence of on the fixation of nitrogen ii 522. Rosaniline acid action of alkdis on i 423. - action of bromine OII i 56. - action of hjdrochloric acid on i 278. - constitution of i 56 ZiS. - methylation of i 667. p-Rosaniline acetate sulplione of - action of bromine on i 56. - compounds of with mercury salta - constitution of i 231. - electrolytic conductid)- of a i d its deriratives i 540.Rosanilines and their derivatives basic properties of i 667. - i 285. i 541. constitution of i 540 667. - Rosanilinesulphonic acids i 539. Rose oil examination of for geranium Rosindone mnido- i 610. - nitro- i 610. Rosinduline i 611. Roeindulines constitution of i 148. Rotation magnetic of solutions of hy- - of the plane of polarisation - molecular and molecular deviabion - optical of ions ii 65. Rotatory dispersion determillatioil of - power and cryoscopic propertiee - and molecular asymmetry of - - of active amylacetic acid and - of nmyl derivatives i 202 oil ii 187. drogen chloride ii 196. of light in liquids ii 474. ii 473. by the aid of ray filters ii 1. connection between ii 194. organic substances ii 1. its derivatires i 203.318 ; ii 149 196 472.700 IXDEX OF SUBJECTS. Rotatory power of amylic derivatives in the states of liquid and vapour ii 472. - of amylic ethers and salts i 318. - of amjlic valerates ii 196. - of apoquininc i 688. - of csmphorsulphonic brom- ides and chlorides TRANS. 354. - of chloro- and bromo-phenyl- acetic acids and their salts i 431. - of cinchonicine i 689. - of corydaline TRANS. 17. _I- of dissolved substances - of ethereal acidyltartrates - of ethereal chloro- and - of ethereal chloro. and - - of ethez-eal chloro- and - of ethereal diacidyltaxtratcs - - OC ethereal 8-methyladipates i 448. - of ethereal malates and acetylmalates ii 251. - of ethereal methoxy- and propoxy-succinates TBANS. 957. - of ethereal salts derived from active amylic alcohol i 202.- of ethereal salts of a-hydroxy- butyric aciJs i 410 ; ii 471. - of ethereal salts of optically active lactic and chloro- and bromo- propionic acids TSANS. 917. - of ethereal ealts of sarco- lactic acid PRO~. 1805 54. L- - of ethereal tartrates ii 338. - of halogen derivatives of camphor TRANS. 372. - of metallic 1acts.t.e~~ ii 174. - of metal5c salts of actire lactic acids TRANS. 616. - of methoxy- and propoxy- auccinic acids TRANS. 949. - of oc tacetylmaltose TRAXS. 814. - of I-propylenediamine i 482. - of saturated hydrocarbons containing the active amyl radicle ii 97. Rottlerin a dyeing property of TRAXS. 238. - action of nitric acid on TRANS. 230. - action of sodium carbonate on TRANS. 237. - metallic derivatives of TRANS. ii 194. ii 195. bromo-mrtlates i 451.bromo-propionates i 451. bromo-surcinates i 450. i 173-175 211. 333-236. Rottlerin molecular weight of TRANS. - oxidation and reduction of i 429. Rot>t!erone TRANS. 237. Rubber goods analysis of ii 191. Rubidium chloride molecular refraction of dissolved TRAXS. 836 844. - dinitrosoferrothiosulphonate ii 451. 7 ferric bromide ii 1.65. .- chloride ii 165. - gold chloride ii 319. - hep tanitrosoferrothiosulphonate ii 451. - separation of potassium from ii 319. - sulphate molecular refraction of dissolved TRANS. 838. - thallium bromides ii 339. - chlorides ii 398. - - iodide ii 399. Rubifuscine i 221. Rutile artificial preparation of ii 2L. - ilmenite and sphene genetic rela- tions of ii 4.00. Rutin identity of sophorin with TRANS. 32. Rye grain effect of manure season and seed on the composition of ii 179.233. - iodide m. p. of ii 36. - S. Saccharimetry correct.ion for the voluine of a precipitate held in mspension in ii 135. ‘i Saccharin,” crystallography of TRANS. 985. Saccharomyces Marxiaszcs enzyme of ii 322. Saccharomycetes fermentation of poly- saccharides by ii 322. Saf ran in tf f roru m - d iamido-p - d i to1 y 1 - amine and quinorie dichlorimide i 220. - Jaubert’s and its diazo-derivative i 279. Safranines constitution of i 148 219 278 468 527. - relations of to the mauvei’nes and indulines i 527. Safraninone i 219. - from diamidodurene and m-amido- ditolylamine i 462. Safranol i 219. - ethyl ether i 610. - methyl ether i 610. Safranone i 219. iso-Safroleazoxime i 36. iso-Safroledioxime derivatives of i 36.INDEX OF SUBJECTS.701 Selicylaldehyde heat of formation of Salicylic acid detection of in wines - estimation of ii 297. - /%nitro- i 179. -- bismuth salts of i 179. - rate of etherification of Salicyloacetic acid i 46. Salicylscopole’ine i 632. Saligenol action of 011 aromatic di- - heat of formation of ii 436. Salira action of on starch ii 403. Salivary glands of the leech ii 53. Salt solutions aqueous Tolume of he- trvcen 100” and 150° ii 307. -7 thermoelectric properties of ii 68. Salts action of the cathode disclilirge on ii 150. - coagulation of arsenious sulphide solutions by TRANS. 63. - dissolved mo!ecu!ar refraction of TRARS. 831. - ethereal molecular surface energy of ii 40. - - rate of liydrolysis of ii 107. - fused direct spectrum analysis of ii 470.- isomorphis melting points of inixtures of ii 37. - solubility of mixed crystals of pairs of ii 7. - organic dependence of the elec- trical conductivity of on the tempera- ture ii 4. - saturated solntions of two OF more ii 345. - solutions of in organic liquids law of solubility oE ii 256. - sparingly ~oluble heats of solutioii arid dissociation of ii 435. - superfused solubility of ii 488. - - specific heat of ii 482. - volume of in their aqueous soln- tions ii 486 487. Salvone identity of with thujone i 619. Samarakite helium from TRANS. 687. SnnzbzaMcs nigra existence of coniine in i 433. Sand of the Dunes of Holland mineral- ogical and chemical composition of ii 117. Yap of thelnc tree i 385. Sarcolactic acid ethereal derivatives of PROC.1885 54. - 1-otatory powers of the ethe- real deriratires of PRO~. 1896 54. Sarcosine i 175. ii 436. ii 426. i 228. amines i 346. Sarcosine nitro- i 176. - nitroso- i 176. Scamniony resin i 109. Scarlet acid i 388. Scatole compound of with spmmetiicnl trinitrobenzene i 653. - synthesis of i 155. Schizo-sacchnl.oeiyces octospwm ell- “ Schneebergite,” the so-called ii 512. Schotten-Blrumann method convenient Scolecite from Black Lako Quebec Scopolamine and its salts i 158. - ethiodide i 158. - methiodide i 158. - methohydroxide i 158. - inactive and its d t i i 159. Scopole’ine i 632. Scopoline i 159. “ Scrophularacrin,” real nature of Scvophulnria gaodosa constituent6 of Scrophularin non-existence of ii 410. ‘‘ Scrophularosamine,” real nature of Sea of Marmora water of the ii 515.Sea-bottom deposits from the ERstern Sebacic acids dibromo- i 267. Secalose i 165. Seed oils analytical properties of Seedlings crystalline nitrogenous con- Seeds agricultural organic bases occur- - amlgsis of ii 192. - germination of ii 521. - of Diospyyos kaki mannan as R - of the Moilbi ii 285. Selenides natural spectra of ii 338. Selenious acid estimation of by means. of potassium permanganate ii 461. Selenitines i 8. Selenium atomic refraction of ii 249. - compounds aromatic i. 413. - detection and estimation of in meteoric iron ii 369. - spectrum of ii 338. Semicarbazide i 251. Semiorthoxalylopiperidide i 170. Senecine i 632. Sewecio eu~*un.r~s. alkaloYds from i 632. Senecionine i 632. Serous effusions aibumoses in ii 81. - proteoses in ii 455.Serpentine action of dr? hydi*ogen chlo- zyme of ii 322. modification of i 139. ii 116. ii 410. ii 410. ii 410. Mediterranean ii 51. ii 247. stituents of ii 84. 14ng in ii 364. reserve material in ii 128. ride on ii 166 316.702 INDEX OF SUBJECTS. Serpentine of the Binneiithal ii 117. Serum blood determination of the osmotic pressure of by the cryoscopic method ii 7. Besamc cake effect of feeding with on butter ii 299. Besquiterpene from essence of canaiiga i 426. - from essence of Ylang-ylang i 243 294. - from oil of Catmabis indica i 623. - from oil of hops TRANS. 59. Shaking apparatus ii 216. Silica rociuction of by aluminium - reduction of by carbon ii 497. - volatilisation of ii 497. Silicates crystallochemical theory of - decomposition of by lead carbon- - estimation of ii 325.Silicon amorphous ii 263. - preparation of ii 222. - properties of ii 263. - analysis of ii 264. - composition of various prepara- - crystalline ii 447. - combustibility of ii 264. - displacement of carbon from fused Silico-spiegel estimation volumetric of Silver acetylide compound of with - action of on fused ammonium - amalgam remarkable molecular - and mercury double salts of con- - arsenites ii 218. - bismuth sulphide crystallisation - collo’idal ii 46. ~ cyanide solubility of ii 478. - dichromate mercury cyanide ii 355. - estimation of in iron and steel ii 536. - freezing point of TRANS. 188 1024,1027,1028. - fulminate action of ethylic iodide on i 12. - d-lactate TRANS. 62’7. - mercury cyanonitrates i 581. - metallic solutions of ii 166.- nitrate and urea interaction of ii. $47. thc ii 22. ate ii 330. tions of ii 264. cast iron by ii 220. manganese in TRANS. 274. d r e r nitrate i 635. salts PROC. 1806 114. change in TRANS. 239. taining cyanogen i 581. of ii 391. TRANS.. 765. Silver nitrate molecular refraction of dissolved TRANS. 837 845 865. - organosol of with ethylic alcohol ii 45. I_ ornaments from Inca graves a t Chimbote Peru chemical composi- tion of TRANS. 21.2. - potassium sulphide ii 223. - recovery of from solutions ii 500. - rottlerin TEAKS. 236. - selenide crystallisation of ii 391. - separation of arsenic antimony or - separation of manganese froin - sodium sulphide ii 223. - solubility of in solutions of potas- sium cyanide TRANS. 204. - specific ionic velocity of ii 477.- sulphide ii 223. - crystallisation of ii 390. - thermal conductivity of ii 69. - thioformohydroxamate i 11.. - thioh-ypophosphate ii 13. - titration of with sodium sulphide - trihydrogen fluoride ii 389. - triiodide i 581. 8ilveracetylcarbamide i 270. Silver-ammonia compounds ii 222. Silverformylcarbamide i 270. Silver-gold-tin-zinc alloys assay of Skeleton iufluence of acid fodder on Skin of Alburnm lucidus silvery sub- Slag basic estimation of citrate-soluble - genuine ii 86. Slags estimation of iron in ii 4,220. Smithsonite from Marion Co. Arkansas Soap estimation of resin in ii 190. Soda commercial caustic vanadium in Sodalite constitution of ii 358. Sodamide derivatives syntheses with - heat of dissolution of ii 499. - preparation and properties of Sodammonium action of hydrogen phos- Sodium acetate heat of dissolution of 7 ncetylide heat of formation of - alkyloxides reducing action of - ammonium auropyrophospho- tin from ii 89.ii 423. ii 64. ii 295. ii 517. stance of the ii 279. phosphoric acid in ii 243. ii 510. ii 49. i 289. ii 499. phide on ii 75. ii 255. ii 482. i 601. molybdate ii 275.INDEX OF SUBJECTS. 703 Sodium ammonium mangmeae pyro- Sodium nitroethanc constitution nnd rc- actions of i 3. tarti*ates transition tempera- I - nitromethane i 123. phosphotungatat e ii 230. ture of ii 380. - tungstates ii 503. - antimoiiiocitmte TRANS. 1031. I on ii 312. - arseniocitrate TRANS. 1034. - - nitrososulphatc TRANS. 1093. I - peroxide action of nitrous oside ; - - analysis of ii 185. - phosphotungstate a new ii 2i5.- platinotungstates ii 229. - potassium racemate Wvrouboffs. - arsenites ii 218. - aurilmine pyrophosphate ii 274. - bromide m. p. of ii 36 339. - carbonate freezing point of TRANS. 191. - - melting point of ii 36 339. - - solution volumes of between 100" and 150° ii 307. - chlorate moledar refraction of dissolved TRANS. 838. - chloride and potassium nitrate saturated solutions of admired ii 345. - effect of the intravenous in- jection of on the composition of blood and lymph ii 173 362. -. - freezing points of solntions of ii 156. - - melting point of ii 36 339. - molecular refraction of dis- solved TRANS. 835 844 S64. - reductioti of the freezing point of dilute solutions of ii 206. - solution volumes of between looo and 150° ii 307. - cobalt triphosphate ii.446. - cupriferrocyanide i 406 - cuproferrocyanides i 406. - cupi*omanganocyanide i. 486. -detection and estimation of in lithium salts ii 532. - detection of. br means of dihy- droxytartctric acid TRANS. 48. - dinitrosoferrothioaulphonate ii 317. - ferrofulminate i 12. - gold sulphide ii 274. - hydrogen sulphide electrolysis of ii 500. - - sulphite effect of severe cold on solutions of ii 349. - hydroxide volumes of aqueous solutions between 100" and 150° ii 307. - hypoaulphite ii 500. - iodide melting point of ii 36 339. - lead iodide ii 268. - manganese pyrophosphomolyb- - pyro3hospliotiin~states - molybdosulphite ii 18. - nickel triphosphute ii 44G. dates ii 230. ii 230. I " ii 485. - press as modified by E. Beckmaim - pyrophosphates ii 14. - rottlerin TRANS.233. - silver sulphide ii 223. - sulphate freezing point of - - melting point of ii 36 339. - - molecular refraction of dis- - - eolution volumes of between - sulphide estimation of the heavy - tartrarseni te TRANS. 103. - thallium chloride ii 399. - thiosulphate cause of the fuqitire- ness of photographs fixed by ii 349. - - for standardisiug iodine solu- tions ii 63. - specific heat of ii 492. - triphosphate ii 446. - zinc triphosphate ii 447. Sodiumphosphine ii 75. Soil and ite produce effect of sulpiiu- rous acid on ii 366. - behaxiour of phosphoric acid soluble in water towards the absor- bent constituents of ii 52%. - cultivated drainage from ii 133. - estimation of calcium and mag- nesium carbonates in ii 245. - estimation of free ferric oxide in ii 293.- peaty,. peculiar property of phos- phoric acid in ii 285. p poor sandy asnimilsbiltty of po- tassium in by the actioti of nitratcs ii 60. - richness of in nitrogen after the cultivation of various plants ii 178. Soils from South India composition of ii 366. - of arid and bumid regions amount of nitrogen in the humus of ii 367. - Silesian i 178. Solid and liquid phases equilibriuni between ii 158. Solids determination of the specific gravity of ii 4S5. - dissolutioii of in vapours ii 253. ii 163. TRANS. 191. solved TBANS. 838 866. 100' and 153O ii 307. metals by tibration with ii 64.704 INDEX OF SUBWTS. ii 308. - iiicrease of by the addition of - melting and boiling points change - of bettzene derivatives in watei. - of double compounds ii 71.- of mixed crystals of pairs of iso- inorphou* salts ii 7. - of solid non-electrolytes in mir- tures of alcohol and water ii 156. - of siiperfused salts ii p88. “ Solute,” ii 157. Solution and pseudo-solution TBAXS. 63. - existence of hydrates and of double compounds in PROC. 1896 87. - pressure of as a meuns of deter- mining the temperature of change ii 106. - Tolumes atomic and molecular ii 70. Solutions aqueous electrical condnc- tivity in ii 252. - thermal expansion of ii 339. - voluine of salts in ii 436 487. - concentrated freezing points of ii 71. - dilute absorption spectra of ii 433 471. - experimental proof of the laws of van’t Hoff Brrhenius and Ostwald for ii 105. - freezing points of ii 155. - - new method of determining the freezing point of TRANS. 1.- - 0‘ small conductivity elec- trical conductivity and convection in ii 253. - geltttinous precipitation iu ii 491. - of calcium chloride freezing points heat of dissolution and densities of ii 208. - of ual~s in organic liquids law of solubility of ii 156. - of ternary mixtures ii 157. - of mryirig concentrationl rate of escape of gases from TRANS. 869 983. -saline aqueoue volumes of he- tween 100” and 150’ ii 307. - thermoelectric properties of ii 68. - saturated ii 344. non-electrolytes ii 382. of ii 107. ii 489. Solvent crydscopic behaviour of sub- stances having constitutions similar to that of the ii 205. Solvents maximum depression of the freezing point of ii 105. - organic electrolytic dissociation and the law of dilution in,. ii 302. Sophora japonica ycllow colouring matter of TRANS.30. Sophoretin identity of with quercetin “BANS. 31. Sophorin identity of with rutin TRANS. 32. Sophorine identity of with cytisine i 159. Sordidin i 388. - polymeride of i 388. - products of reduction of i 388. Specific gravity of solids determination Specific heat. gee Heat specific. Specific inductive capacity. See Induc- Specific volume. See Volume specific. Spectra absorption of dilute solutions - flame a t high temperatures - of carbon electrodes variation in - of gases from clhveite ii 431. - - obtained from various I_ of metallic manganese its alloyp - of oxygen possible explanation of - of selenium and natural selenides Spectroscopic phenomena of the Besse- Spectrum absorption of iodine ii 193. - of liquid air ii 471. - analysis direct of niinerals and - fiuorescencc of argon ii 469.that of the Aurora borealis ii 337. -of helium TRANS. 687 698 1108. -- gas showing the,ii 498. - of methoemoglobin i 256. - of the electric discharge in liquid - of the gas from clhveite TRANS. Spessarite from Llano Co. Texas of ii 4.85. tive capacity specific. ii 432 471. ii 432. ii 432. minerals ii 430. and other compounds ii 433. the two-fold ii 469. ii 338. mer process ii 432. fused salts ii 470. - resemblance of to - - - oxygen air and nitsogen ii 33. 1108. ii 511.ISDEX OP SUBJECTS 705 Sphene ilmenite and rutile genetic rela- Spiegeleisen estimation volumetric of Spike. oil of rotatory power of i 294. Spinel artiticial ii 275 Splenic cells at different ages perccnt- age of sulphur and phosphorus in ii 54. Stannic and metastannic acids ii 4423.Stannic bromide preparation and pro- perties of ii 448. - chloride and hydrogen sidphide reaction of in the gaseous state ii 235. - volatility of ii 144). - iodide solubility of in carbon bi- sulphide at low tcmpratures ii 469. Stannous chloride and ferric chloride velocity of reaction betwcen ii 257. - diammonium chlorides ii 11. - oxide action of nitrous oxide on ii 312. Starch a second achroodextrin obt.ained by the action of diastase on i 409. - action of diastase on TRANS. '102 739. -action of diastase prepared from kiln dried malt on TRANS. 707 744. - combination of with water i 165. - comparison of the ferment actions of saliva pancreatic juice intestinal juice and blood on starch ii 403. - dissolved molecular structure of i 199.- effect of clilorides 011 tlie ainount of in potatoes ii 61. - estimation of ii 189 426. - estimation of by alcoholic fer- -- estimation of in compressed yeast 7 fractionation of the products of - influence of on metabolism - iodide of i 79,199 313,322,587. - oxidation of i 587. - paste action of diastase on in the cold TRANB 309. - potato combination of iodine with i 587. -resolution of by the action of oxalic acid i 491. - steeping of i 165. Staurolite chemical nature of ii 51. Stearolic acid action of fused potash on - constitution of i 648. Stearoxylic acid i 208. Steel analysis oi k 420. - boron ii 269. - estimation of carbon in ii 86. ~ O L . LXVIII. ii. tions of ii 4.00. manganese in TRANS. 274. mentation ii 14.4. ii 93. ligcl~olysis of TRANS.717. ii 516. i 126. Steel estimation of gold and silver in - estimation of iron in ii 530. - estimation of sulphur in ii 24.6 - estimation of tlie carbide carbon in -estimation of the total carbon in - estimation rolumetric of man- - estimation volumetric of phos- - aickel- estimation of nickel in Steels temperatures of transfoi*motion Stereochemistry some points in i 10s. Stereoieomerides nomenclature of Stilbene o-diamido cis- ?nd traits-inodi- - o-dinitro- cis- and traas-modifica- Stirring apparatus ii 21 163 216. Stomach analysis of the contents of the - contents of the healthy ii 77. - estimation of hydrogen chloride in - hydrochloric acid in the ii 77. - thiocjaiiic acid in the juices of the Stopcocks glass improved fornis of Strontium atomic weight of ii 314.- arsenites ii 218. - bromide properties of ii 314. - solubility of in slcohol ii 223. - chloride m. p. of ii 36 339. - - molecular refraction of clis solved TRANS. 836 844 864. - cuprifei~ocyanide i 407. - cuproferrocyanide i 4.07. - estimation volumetric of ii 387. - iodide heat of formation of ii 348. - &lactate TRANS. 626. - oxybromide ii 500. - rottlerin TRAXS. 235. - salts action of on the animal organism ii 53. - separation qualitative of barium and calcium from ii 461. - tartraraenite TRANS. 105. Strychnine detection and estimation of in corpses ii 544. - discrimination of from atropine ii 467. - d-ethoxyeuccinate TRANS. 965. - Z-ethoxjsuccinate TRANS. 96% ii 535. 411. ii 292. ii 292. ganese in TRANS. 275. phorus in ii 30 414.ii 421. of ii 110. 2413. i 489. fications of i 534. tiona of i 534. ii 77. the contents of the ii 526. ii 361. ii 345. 51706 INDEX OF SUBJECTS. Strychnine Z-ethoxysuccinate acid TRANS. 964. - 1-methoxysuccinste TRANS. 964. Stylolites ii 23. Styryl methyl ketone 3 6-bromonitro- i 288. “ &Sublimonaphthol,” i 86. Substitution in mineral chemistry thermochemical researches on ii 341. Succinaminehydroxamic tetracetate i 393. Succinanil action of phosphorus penta- chloride on i 176. - constitution of i 177. - tetracliloro- i 177. Succinhydrazide i 264. Succinic acid chloro- laevorotatory - dibromo- m. p. of ii 379. - dichloro- i 20. -7 diketohexamethjlene from i 339. - trichloro- i 20. - acids nlkylated separation and identification of i 504. - - chlorinated i 19.- anhydride d-chloro- i 450. - chloride d-chloro- i 450. iso-Succinic acid dibromo- i 20. Succinimide action of nitrosyl chloride on TRANS. 491. - behaviour of in the animal orga- nism ii 280. - electrolysis of i 209. Succinite i 384. Succinoabietic acid i 384. Succinoabietol i 385. Succinoresinol i 385. Succinosilvic acid i 385. S u ccin yl -ab -dim ethy ldiphen y ldi thio- urea symmetrical TRAN~L 570. Succinyl-ab-di-a-naphth~l~t~iocarb- smide TRANS. 569. Succinyl-ab-di-a-naphthyldithiourea TRANS. 569. Succ~yl-ab-diphenyldibenzyldithiomea symmetrical TRANS. 570. S uccinyl-ab-diphenyldisemithiocarba- zide TRANS. 571. Succinyl-ab-diphenyldithiocarbamide TRANS. 566. S uccinyl-ab .diphen$ thiourea TRANS. 566. Succinyldithiocarbimide TBANS 565. - action of alcoholic ammonia on - action of water on TRANS.572. - derivatives of TRANS. 565. Succiny Lab -di-o- toly ldithiocarbamide S uccinyl-d -di- o 401 yldithiourea formation of TRANS. 494. TRANS. 573. TRANS. 569. TRANS. 569. Sulfoborite ii 276. Sugar apparent presence of in the urine of persons taking sulphonal ii 406. - as the source of muscular work ii 833. - cane- action of acetic and hydro- chloric acids on ii 297. - crystallieable estimation of in raw sugars ii 93. - decomposition products of i 164. PI_ estimation of in beer wort ii 93. - - estimation of in presence of commercial glucose ii 296. - - formation of mellitic and pyromellitic acids from i 164. - - freezing points of solutions of 3,156. - - in plants ii 523. - inversion of in the small in- testine ii 405.- oxidation of i 443 587. - - oxiddion of by potassium permanganate i 443. - - oxidation of by manganic oxide i 443. - - solutions temperature of maximum density and freezing points of ii 343. - detection of in urine ii 334. - detection of small quantities of in urine ii 537. - estimation -gravimetric of by means of alkaline copper solutions ii 91. - estimation of by Fehling’s solo- tion ii 142. - from indican i 96 189. - in blood after bleeding ii 24. - in urine source of ii 360. -invert influence of normal or basic lead acetate on ii 143 296. - juice amount of lime and mag- nesia in i 79. - of Agave Americana ii 363. - procedure in Fehling’s titration Sugar-group syntheses in the i ?9. Sugars acetates derived from i 321. - action of phloroglucinol on i 164. - action of the enzymes of yeast on i 162.- combinations of with primary hydrazines i 409. - compounds of with alcohols and ketones i 437. - estimation volumetric by means of an ammoniacal copper solution for ii 187. l’ROC. 1895 43. - formation of glycogen from ii 360.INDEX OF SUBJECTS. 707 Sugars purification of i 260. - raw estimation of alkalinity of ii 532. - estimation of crystallisable sugar in ii 93. - variations in during the germina- tion of barley ii 363. Sulphanilic acid thio-derivatives of PROC. 1895 141. Sulphantimonic acid TRANS. 542. Sulphate group specific ionic velocity Sulphates decomposition of by ammo. - ethereal hydrogen in urine ii 55. - insoluble estimation of sulphuric Sulphides of aromatic bases i 300. o-Sulphobenzanil i 473,474. o-Sulphobenzanilic acid i 473.?it-Sulphobenzoic acid y -chloro- de- rivatives of i 181. o-Sulphobenzoic acid isonieric chlorides of i 472 473 474. - anilides i 473 474. - chlorides action of aniline on i 473 474. - - separation of i 474. o-Sulphobenzo-rn-tolil i 473. o-Sulphobenzo-o-tolil i 473. o -Sulphobenzo-p- tolil i 473. o-Sulphobenzo-p-tolilic acid i 473. o-Sulphobenzo-o-toluidide i 473. o Sulphobenzo-m-toluidides i 473. o-Sulphobenzo-p-toluidides j 473. Sulphocamphylic acid PROC. 1895 23 ; i 154. - fusion of with potash PBOC. 1895 24. Snlphohydrazimethylenecarboxylic acid potassium salt of i 642. Sulphomolybdic acid salts of ii 18. Sulphonal apparent presence of sugar in the urine of persons taking ii 406. Sulphones aromatic i 284. - - constitution of i 286.- synthesis of i 337. - unsaturated i 229. Sulphonic acids hydrolysis of the o - 8 ulpho -p - to1 uic acid ph t haleln s of Sulphur addition of to unsaturated - and carbon combination of nitro- - atomic refraction of ii 430. - chloride vapour electroljsis of - combination of iodine with of ii 477. nium chloride ii 185. acid in ii 137. ethereal salts of i 370. i 183. organic compouncis i 509. gen with ii 495. ii 476. ii 163. Sulphur compounds in the atmosphere attempts to estimate PROC. 1894 218. - estimation of ii 184. - estimation of in iron ii 244 411 527 528. - estimatioc of in organic sub- stances ii 136 182 244. - estimation of in organic com- pounds with sodium peroxide ii 244. - estimation of in petroleum ii 412. - estimation of in pig iron ii 248. - estimation of in pyrites ii 63 291 411.- estimat,ion of in steel ii 244 411. - estimation of in urine ii 327 528. - estimation of in volatile organic compounds ii 136. - mode of combination of in albu- min i 691. - percentage of in the hepatic and splenic cells a t diflerent ages ii 54. - precipitated detection of traces of metallic eulphides in ii 137. - yrecipitatum solubility of in car- bon bisulphide ii 261. - rate of oxidation of ii 213. - refractive indices of in solution in carbon bisulphide ii 97. - solubility of in carbon bisdphide at low temperatures ii 4S9. Sulphuric acid action of thionyl chloride on ii 43. - - aqueous volumes of between 100' and 150° ii 307. - .- estimation of combined in water ii 137. - estimation volumetric of ii 137. - formation of in the animal organisni ii 24.- - molecular refraction of dis- solred TRANS. 838 866. - - solutions freezing point of ii 106. - standardisation of ii 413. - anhydride estimation of in the products of combustion of coal gap ii 368. Sulphurous anhydride estimation of in the products of combustion of coal gas ii 368. - hydrate of ii 44. - - rateof escape of,from aqueous solutions of varying concentrations TRANS. 877 880. Sumach the glucosazone from ii 407. Sunflower oil properties of and teats for ii 335. iluperphosphate compounds of phoe- 51-2708 IXDEX OF phoric acid soluble in water in ii 131. Superphosphates volumetric estimation of phosphoric acid ii 244 290. S uprarenal capsules cons ti tuen t of yielding phosphorus and sugar ii 278. - physiological action of ex- tract of ii 235 405. - proteids of ii 236.- gland the physiologically active substance of ii 236. Surface energy molecular of ethereal salt,s ii Po. - - - of non-associating liquids ii 40. - tension and osmotic pressure of solutions relations bet ween the ii 41. Svabite ii 22. Sylvanite from Stassfurt ii 504. Spntonin colour reactions of ii 3iG. T. Tsdpolea action of distilled water on - influence of saline media on ii 455. ii 239. Ta.nacetone identity of with thujone i. 619. Tannin estimation of ii 3%. - from hops i 4iO. 7 of cider apples oxidation of Tannins place of in plant met.abolism Tantalite helium from TRANS. G89. Tar brown-coal i 258. -- quinoline bases in - - - quinoliiie in i 392. - coal- bases from i 390. - pine i 185 294. Tartaric acid bismuth mlt of i 92.- ketonic compound from - a-naphthalide i 106. *,i eso-Tartaric acid synthetical formation - nitrile i 21. - acstyl and benzoyl derivatives from Tartrarsenic acid salts of TRANS. Tartraraenious acid TRANS. 105. Tartrarsenitcs metallic TRANS. 102. Tartmtes rotatory power of ii 338. Y’automerism i 257 347. Teeth of wild and tame rabbits ii 519. i 386. ii 324. i 243. i 449. of i 21. i 21. 108. X?BJEC!TS. Telluric acid action of Iiydrogcn sul- phide on solutions of TRANS. 527 543. - iodometric estimation of ii 30. Tellurium atomic wight of TRAXS. 549. - estimation of in copper bullion ii 289. Temperature and electrolytic dissocin- tion relation between ii 203. - and the output of carbonic aiihy- dride ii 452. - and vapour pressure Van clcr Waal’s formula for thc relation be- tween ii 153.- critical ii 6. - as a criterion of clreiiiirtll - - electrical conductivity new - - of liquids holding solids in - effect of on phosphorescence purity ii 200 304. the ii 377. solution ii 201. PROC. 1894.172. - functions; chemical equilibria as ii 211. - gradients of flames TRANS. 1050. - influence of on the specific heat of - measurement of high ii 389. - of change pressure of solution a s a means of determining ii 106. - pressure and volume relations of rarefied gases ii 38. Temperatures high determination of by means of platinum-resistance p ~ r o - meters TXANS. 160. - low attainable wit#h solid carbonic anhydride ii 498. influence of on the laws of crystallisation ii 42. aniline ii 199. - - radiation a.t ii 253. - of flames TRANS.1049. - of transformation of iron ant1 - transition of some racenmtes steels ii 11@. ii. 380. - very low physiological effect of ii. 254. Terkonic acid synthesis of i 142 Terephthalylbenzhjdroxamic acid i 39. Terephthalyldiamidoacetal i 90. Terephthalyldiamidoacetaldehyde i 90. Teraphthalyldiamidoacetic mid i 91. Terephthalylhydroxamic acid i 37. Ternary mixtures ii 157. Terpenes and ethereal oils i 59 619 Terpene-series isomerism in the i 6i2. - - orientation in the i 152,379 621. 549.INDEX OF SUBJECTS. 709 ainido- and phenylthiocarbamido-de- rivatires i 51. Terpenjlic acid constitution of i 548. Terpilenol from d-eucalyptene i 673. Terpin hydrate action of phosphorus triiodide on i 59. - conversion of d- and E-linalol and of geraniol into i 639.- oxidation of i 548. - oxidation of i 548. Terpineol constitution of i 547. - optically active i 675. - oxidation products of i 548. Tetanus cultures acLion of sunlight on 1 2 1‘ 4’-TetracetoxynaphthaleneY 1 3 1‘ 4’-Tetracetoxynaphthalene Tetracetylacetone i 498. Tetracetylbenzaconine TRANS. 461. Tctracetylphloretin i 538. Tetracetyltriamidophenol i 459. Tctraliydrocarbazole bases obtained by the action of methylic iodide on i 54. Tetrahydrocarvone Z-bisnitroso-4- bromo- i 551. - chloro- i 550. - physical properties of i 673. - oxilue and semicarbazone of i 672. - semicarbazide compound of i 551. Tetraliydrocar~-onebisnitrosylic wid Tctrahydrocinchoiiine i 630 631. - nitrite i 631. Tetrahydrofenchene i 380. Tetr~hp(1ro~aphthalic acid i 57. - anhydride i 57.Tetrahydrophenylbenzoic acid i 98. Tetrahydroquinazoline salts of i 306. - thio- oxidation of i 306. Tet.rahydroquinoline metholi ydroxidc identity of with kairoline i 481. Tetrahpdro-nt-toluidine and its carb- ii 58. i 151. i 614. i 550. Tetraphenylhydrazine TRAXS . 1091. 2 4 5 6-Tetraphen~lpyridine i 48. Tetrapj-ridine cobaltous chloride i 122. 1 Tetiaquinoline cobaltous chloride i 122. Tetrametliyldiainidobeiizli~drol i 145. Tetramethyldiamidobenzophenone ac- Tetrarnethyldiamidodih~droxydiphenyl- - derivativcs of i 146. Tetrainetl~yldian~idodiphenylacetic acid i 171. Tetrainetliyldismidodipben~lainidoacet- amide i 146. Tetramethyldiamidotli~~l~enyla~ido- acetic acid. i 146. Tetra metli~ldinruidocliplieiiy lamido- acetonitrilc i 145. Tetramethyldiamidodiplienylcarbinol instability of i 511.- oxide i 147. - oxidation of i 541. Tetraineth yldiam idodiphenyleth~l i dene Te t rame t h yldiamidodii>hen y lgl y coll- Te trame t h yldiamidoclipli en yl gl y collic Tetramethyldinmidodiphenylme thane - amido- action of bromine on i 53. - oxidc i 147. Tetramethyldiamiclo triphenylniethane - action of bromine on i 56. Tetramethyldinitroazoiy~nethanc Tetramethylenedipiperidide i 681. Tetramethyloxamide i 450. Tetramethyltetmniidodiphenyvlmeth- 2 3 4 5-!l‘etramet.h~lpyridine i 390. Tetrametliylsrtfranine dinitro- i 278. Te train nionio tricupirtmmouiuru iodide tion of bromine on i 53. methane i 47. oxide i 47. amide i 146. acid i 156. i 98. i 56. i 446. ane i 98. i. 330.71 0 INDEX OF SUBJECTS. Thallium rubidium chlorides ii 398.- - iodide ii 399. - sodium chloride ii 399. (Phapsia resin i 385. Pheba'ine i 117,402. Thebaol i 402. Thebaolquinone i 402. Thebenine and its methiodide and eth- iodide i 11 7. I'hcbenol i 117. 'rheobromine,estimation of in cocoa nibs and cocoa ii 542. - m.p. of ii 379. Thermal conductivity of metals method - expansion of aqueous solutions Thermochemical carbon battery ii 302. - relations between acids alcohols - researches on substitution in Thermochemistry of mandelic acid - of mercuric picrate i 131. - of the Bessemer process ii 432. - See also heat. Thermodynamics of galvanic palm isa- Thermoelectric phenomena between two - properties of platinoid and manga- - of pure metals ii 99. - - of salt solutions ii 68. Thermometer platinum-resistance TRANS. 161.Thermostat. ii 318. Thiamincs i 264. Thiazolecarboxylic acid amido- i 73. Thioacetic ucid as a substitute for hydrogen-. sulphide in qualitative analysis 11 84. - preparation of ii 370 415. - - use of in estimating arsenic ii 84 370,415. Thioaniline i 87. Thiocarbamide substitution derivatives of TRANS. 557. Thiomrbimides action of bromine on i 576. 'I'hiocarbonyldi benzenylamidoxime i 662. Thiocarbonyldi-p-homobenzenyloniid- oxime i 662. Thiocyanic acid action of ou gaatric ferments ii 403. - estimation of ii 144. - - in the juices of the stomach ii 361. p-Thiocyano- w -benzylace tophenone I 361. for determining ii 69. ii 339. and aldehydes ii 435. mineral chemistry ii 341. ii 102. tion ii 198. electrolytes ii 152. nine ii 152. Thiocyan- 0-to1 uidine i 432. Thiodiglycollic acid i 82.Tliiohydantoinacetic acid i 13. Thiohypophosphates ii 13 389. ad-Thionaphthalene TRANS. 642. Thionyl chloride action of on inorganic and organic acids and aldosimcs ii 43. salts i 366. - compounds of aromatic ethereal Thionyl- o-azo-p -amidotoluene i 669. Thionyl-p-azo-o-amidotoluene i 669. Thionyl-p-azo-o-p-amidotoluene i 669. Thion y i benz en e-p - azonaph t h7lamine Thionyldiethylamine i 430. Thiong 1-a-naplith~lnzo-a-naphthyl- 1 4-Thionylnaphthylenediamine i 670. 1-Tlionylpiperidine i 430. Thiophen bromo- action of sulphuric - derivatives i 337. - estimation of in benzene i 411 - mercury compounds of i 411. - ring opening of by piperidine Thiophenyl-a-benzoyllwtimide a-bro- Thiosemicarbazide m.p. of i 200. Thiosnlphuric acid spontaneous decom- Thiosulphurous acid i 258.Thiourea substitution derivatives of Thiouvinuric acid preparation of i 73. Thiuret constitution of i 576. Thorium chromate ii 357. - metahydroxide ii 49. - metaoxide and its hydrate ii 40. Thrombosin ii 52 235. Thujamenthole i 620. Thujamenthone i 621. - oxime and sernicarbazones of i 672. I_ physical properties of i 673. - semicarbazide derivative of i 621. Thujene preparation and properties of i 620. Thujonamine and its derivatives i 619. - isomeride of and its deriratives i 620. iso-Thujonamine and its derivatives i 620. Thujone i 620. - identity of tanncetone and salvone with i 619. - oximes isomeric i C l 9 . - physical properties of i 673. - tribromo-compounds derived from i 669. amine i 669. acid on i 86.ii 372. i 681. mo- i 284. position of ii 493. TRANS. 556. basic ii 357. - i 621.ISDES OE iro-Thujone i 620. - oxime and seiiiioarbuzones of - physical properties of i Gt3. Thymol amido- i 546. - methyl ether hjdrochloride Thymolphthalide preparation of i 60.2. Thyroid gland influence of the on meta- Ticonine dibromo- rotatory power of Tiglic acid molecular interchange in - oxidation of i 205. Tigliceric acid i 205. Tin arsenites ii 218. - freezing point of TRANS. 185. - oxysulphide a new ii 19. - separation of copper from ii 89 422 463. - separation of lead from ii 89,422 462. I_ separation of lead copper silrer cadmium cobalt nickel &c. from ii 89. - separation of mercury from ii 532. - thiohypophosphates ii 14. Tin. Tin-copper alloy SnCu3 ii 351. Tin-gold-silver-zinc alloys assay of Tinctures detection of methylated spirit Tissues glycolysis in ii 361.Titanium 11 169. - amorphous ii 169. - carbide ii 272 273. - cyanouitride occurrence of in ferromanganese i 487. - nitride i 272 273 ; ii 169. - preparation and properties of ii 272. - sesquisulphide (?) i 170. - tetrachloride cyanobromide ii 170. Titanium-copper alloy ii 169. Tobacco estimation of aminonis and nicotine in ii 541. - leaves drying of ii 524. Tobacco plant ii 524. Toddalia acdeata colouiing matter of Tolaneureb i 305. p-Tolenylamidoxime etlylic ether i 41. - methylic ether i 41. y-Tolenylhydrazidine i 136. p-Tolenylhydrazine benzoate i 137. p - Toluace todinit rile i 5 84. - bromo- and chloro- i 585. Tolualdeh ydephenglh ydrazone i 672. i 547.bolism ii 516. i 116. i 205. See also Stannic and Stannous. ii 294. in ii 91. TRANS. 413. m-amido- i 346. SUBJECTS. 711 Tolualdehy dephen ylh jdrazone p-amido- i 346. Tolualloxazine i 688. p-Tolubenzhydroxamic acids i 30. Toluene y-cliloro- sulphonation of Pnoc. 1896 153. - m-cliloro- synthesis of from ethylic acetoacetate i 86. - 2 hhloronitro- PBOC. 1696 152. - 2 4-chloronitro- PROC.. 2896 152. - condensation of with glyoxylic acid i 526. - 2 3-dichloro- PROC. 1899,151. - sulphonation of PROC. 1805 - 2 4-dicliloro- PROC. 1896 151. - - sulphonation of PROC. 1895 - 2 6-dichloro- PEOC. 1895 151. - - siilphonation of PBOC. 1896 - 3 5-dichloro- PROC. 1895,151. - sulphonation of PROC. 1895 152. - 2 3 5-dicliloronitro- I'Roc. 1896 158. - o-iodo- iodonium bases from i 529.- p-iodo- iodonium bases from i 221. - p-nitro- compound of with alumi- nium chloride i 510. - condensation of with form- aldehyde i 148. - m-nitroso- i 217. - o-nitroso- i 217. - p-nitroso- i 217. - oxidation of by incomplete win- - symmetrical trinitro- action of sod nt-Tolueneazo-p-cresetoyl i 27. p-Tolueneazo-p-creseto'il i 27. m-Tolueneazo-p-cresol i 26. o-Tolueneazomaclurin TRAH 8. 934. Toluene-2 6-disulphonic acid PBOC. - chloride PROC. 1805 154. Toluene-3 4-disulphonic acid PBOC. - chloride PROC. 1896 154. Toluenedisulphonic acids YROC. 1805 - o-chloro- and p-cliloro- Toluenesulphonamide 2 3-dichloro- - 2 6-dichloro- PBOC. 1895 151. - 3 5-dichloro- PROC. 1895 152. Toluene-2-sulplionamide 4-chloro- 151. 151. 151. bustion i 272. on i 654.1896,154. 1896,154. 152. PROC. 1896 152. PROC. 1895,151. PBOC. 1895,153.712 INDEX OF SUBJECTS. 'I'oluene-3-sulphonnmide 4-chloro- - 5 6-dichloro- PROC. 1895 151. - 4 6-dichloro- PROC. 1895 151. Tolaene-4-sulphonamide7 action of carb- Toluencsulphonic acid p-nitro- action - chloride 2 3-clicliloro- PROC. - I- 2 6-dicliloro- PHOC'. 1895 - - 3 5-dicliloro- PROC'. 1895 - anilides oxidation of i 369. 'I'oluene-2-sulphonic chloride 4-chloro- Toluene-3-sulphonic chloride 4-cbloro- PROC. 1895 153. - 4 6-dichloro- Pnoc. 1895 151. ~- .- 6 6-dichloro- PROP. 1895 151. Toluene-4-sulphonic chloride condensa- tion of with o-amidophenol i 369. - condensation of with 2'-aniidophenol i 369. __- condensation of with phenrl- hyclrszine i 369. y-Toluetli~lbenzh~-clroxyl~~iiiine i 41.m-Toluliydroxamic acid i 37. p-Toluhydroxamic acid i 37. m-ToIuic acid piodo- i 227. -__ .__ symmetrical cliloro- i 654. w'l'olnic acid 5-bromo- i 228. -- - o-sulpho- phtlialeYns of - chloride reduction of PRO<'. nz-l'oluidine 2-chloro- PROC. 1895,152. - 5 6-dichloro- PROC'. 1895 152. - o -sulphobenzoa te i 472. o-'l'oluidine 6-chloro- PROC. 1895 152. - 3 5-chloronitro- PROC'. 1895 - condensation of glyosjlir acid - o-sulphobenzoate i 472. p-Toluidine 2-chloro- PRoC. 1895 - o-snlphnbenzoate i 4'72. 21 -Toluidine-aposafranine i 529. o-Tolnidoacetic o-toluidide i 144. o-Tolniclocaff eke i 117. p'l'oluidocaffeiue i 117. 2-o-Toluido-4 5-dipiienyldih~ dro- 1 3-azoxole i 497. ~-~olnidoligclroxy-a-napht; a h o n e i 616. ~~-rl'olnidoliydi~oxy-a-nayh tha 1 lone i 616.p-Toliiidonwtli;c lcnccamphor i 63. YROC. 1895,153. onyl chloride on i 288. of alkalis on i 287. 1895 151. 151. 152. YROC'. i895 153. i 183. 1894,216. 152. with i 171. 3 52. ~-Toluido-~-iiaplithnlene-~w -azobenzoic ~-Toluiclo-~-iiaplitl~~lellr-o-azobei~zoic ~~-Toli~iclo-~-naplitlialc~ie-p-azobenzoic y-Tolnoyl-o-benzoic acid i 422. p-Toluoyl-p-methylimesatin. i 368. T'oluoylnitroso-p-toleny lliyhxzidirie Toluoyl-~~-tolen~-lliy~razidine i 137. In-Toluoyl-o-uramide amido- i 524. - derivatkes of i. 524. - clianiido- i 524. - dinitro- i 524. - nitro- i 324. y -Tolupropiodinitrile i 583. Toluqninol nitro- i 513. Toluquinone condensation of with Toluresinotannol i 188. o-Tolylazo-a-naphthol y-nitro- i 353. o-Tolplazo-~-naphthol y -nitro- i 353. ~~-~-Toly1-v-dibenz~lthiourea TRANS.P-in-Tolyl-ay-dilietoli~-driiidene i 535. - bromo- i 535. - chloro- i 535. - clioxime i 535. c- plienylhydrazoiie i 535. P -w -Tolyl -ay-diketolijcirinclene~iiili~e o -Tolylclikctote t PaliSdroquiiiazoline Tolylcncdiamine pli~siological action ~ ~ - T o l u e t l ~ ~ l t o l u l ~ ~ d r o x y l a i ~ i n e i 41. o-Tolylliydrox~diplienyletli~ltliiocn~. ~~~-Toi~-lhydroxylamiiie i 217. - nitrosaniine from i 21'7. o-Tolylhydroxylarine i 217. - nitrosamine from i 217. ~-o-TolylliydroxyIaniine i 41 7. 1) -Tolylhydroxglaniine i 217. - nitrosaminc from i 217. /i?-p-Tolylhjdroxylamine i 417. m-Tolylic benzoate action of bromine o-Tolylic bcnzoate action of bromine - cinnamate i 365. - selenide i 512. - selenobromide i 512. - selenochloride i 512. -- selenoxide i 512.- sulphide i 512. - telluride i 512. - tellurobroniide i 512. p-Tolylic arsenite i 340. - benzoate action of bromine on acid i 238. acid i 239. acid i 238. Ii;pdrochloride i 137. ethylic scetoacetate i 225. 558. i 535. i 307. of ii. 436. bamide i 597. 011 i 280. 011 i 280. i 280.INDEX OF 21 -Tolylic cinnamate i 365. - diphen ylamine-n-phosphinate - selcnidc i 512. - selenobromide i 512. - selenochloride i 512. - selenoxide i 512. - telluride i 512. - tellurobromide i 512. - thiocarbonate i 131. p-Tol$imidoacetic acid i 523. 11-Tolylimidoacetyl-p-toluidide i 368 o-Tolvlindazole i 307. o-ToGliodonium hFdroxide and salts o -Toly lketotctrali ydroquinazoline p-Tolylq-methylimesatin i 525. o-Tolylnaphthalimide i 239. 129-Tolylnaphthimidazole i 58. I ) -Tolylnaphthimidazole-B-ben zene-o- u-Tolylaaphthimidazole-/3-propionic p-Tolylnaphthylenediamine i 58.o-Tolylnitramine i 273. - wnitro- i 273. p-Tolylnitramine i 273. - mnitro- i 273. p -Tolyloxy thiophosphazo-o-toluene 3-p-Tolylphenopyridazolone i 303. y-‘l‘olyltetrazoic acid i 137. o-‘rolylthiotetrah y droquinazoline 111 -Toljlthiourea TIKANS. 559. p-Tolylthiourea TRAPS. 1013. p-Tolyl-p-p-tolylinduline i 608. Tourmaline from Bohemia ii 277. - from Colefax Nevada Company Tosalbumins precipitut ion of by nuclek Ti.nlispiration and assimilation of plank Trehalose action of emnlsin on i 442. - action of invertase on i 442. - formation in plants time of - in mushrooms i 199. Triacetonamine i 327. Triacctonemannitol i 441. Triacetophenone trithio- i 362.Triacetoxyacetylamidobenzene i 458. Triacetoxyaniline i 458. Trincetrlaconitine TRA h’s . 462. Triacetjlamidocarvacrol i 546. Tri~cet~l-l-amido-2-h~drox~anthracenc Triacetpl-l-amiclo-2-hydroipantliraqui- i 364. 525. i 529. i 307. carboxylic acid i 59. acid i 59. i 463. i 307. California ii 510. acid i 692. ii 175. ii 362. i 344. none i 543. 3UBJECTS. 713 Triacetgl-2 1 4-amidocaphthaqnino1 Triacetyl-4 1 2-amidonaphthaquinol l’riocetyl-p-amidophenylauramine Triscetjlamidothymol i 547. Triacetyl-B-arabinochloral i 321. Triacetjlbenzaconine TRANS. 460. - trihydrate TRANS. 461. Triacetyl-8-dicatecholacetic acid i 367. Triacetjl-B-dipyrogallolacetic acid Triacet)-ldi-p-tolenylimidinc i 138. Triacetylgallic acid i 283 368 420. - dibromo- i 283. Triacetyl-o-hydroxybenzyl-o-phen ylcne- “ Triacetylpliloretin,” i 45 538.Triacetylpyraconitine TRANS. 463. Triacetylrhamnazin TRANS. 498. Triacetyltriamidophenol i 458. Triamine cobalt salts dinitro- ii 48. Trianilidophenylphosphonium hpdrox- Trianilido-y-tolylphosphonium hyclrox- Trianiline-n-pliosphine cixide tri-p- Triazole preparation of i 74. Triazoles i 73. Tribenzamide synthesis of i 289. Tribenzoylliydroxylamine i 41. Tribenzoylrliamnazin TRAXS. 499. Tribenzoyltrimetb lenetriamine i 326. Tribenzylamiae o-nitro- i 307. Tribenzylic +imidodicarboxylate tri- Tribenzylideneiditol i 650. Tribenzylidenerosaniline trinitro- Tribenzylthiourea TRANS. 55’7. Tricliqhytot~s physiology of ii 457. Triet 11 y lphlorogl 11 cin 01 i 338. - phenylhydrazone of i 339. Triethyltriketohexamethylene i 338.- plienylh-j-drazone of i 339. Trigonelline occurrecce of in agricul- Trihydroxyazoxybcnzoic acid i 531. Trihydroxybenzene amido- i 458. Trilydroxyliexahydrocymene constitu- 1 2 4-Trihydroxyliexane i 480. 1 2 4-Ti*ihjdroxy-iso-hexane i 489. - triscetate i 489. 1 2 4-Trihydroxy-iso-octane i 489. - triacetatc i 489. Triliydroxyl.’hcnylbutyric acid salts of Triliydrospplienplb~it~rolt\ctone nitro- i 151. i 151. i. 1M. i 367. diamine i 346. ide and salts i 662. ide and salts i 662. chloro- i 364. thio- i 605. i 234. tural seeds Bcc. ii 364. tion of i 674. i 92. i 92.714 INDEX OF SUBJECTS. Trimetaphosphinimic acid ii 217. Trimethylammoniumtetramethyldi- amidotriphenylmethane methoxidc iodo- i 377. ‘Trimethylbenzddoxime symmetrical i 356. Trimethylbenz-&%ti-aldoxime i 356.Trimethylbenz-qyn-aldoxime i 356. Trimethylbenzodifurf uranedicarboxy lic acid i 226. 2 4 6-*Trimethyl-@-benzoylpropionic Trimethylcyanopropionic acid TRANS. acid i 467. 425. Trimethyldihydroquinoline i 111 392. Trimethyldihy droquinolineazobenzene Trimethylene action of chlorine on - dipiperidine i 681. Trimethylenecarbosylic acid action of - physical properties of cis-1 2-Trimethylenedicarboxylic acid trans-1 2-Trimethylenedicarboxylic Triineth ylenepolycarboxylic acids i 169. .cis-1 2-trans-1 3-Trimethylenetetra- .trans-1 2 3-Trimethylenetricarboxylic - - amide and anhydro-acid from 2 4 6-Trimethylethylbenzene i 655. Trimethylethylene magnetic rotation a@@-Trimethylglutaric acid i 552 679. ‘Trimethyloxamide i 450.Trimethyl-m-phenylenediamine nitro- compound of with sFmmetrica1 tri- nitrobenzene i 653. Trimethylphloretin i 538. - methyl ether i 538. 1 3 5-Trimethylpyrazole - h-iOdO- i 398. - 4-nitro- i 397. 3 4 5-Trimethylpyrazole i 688. 3 4 4-Triniethylpyrazolone i 687. 1 2 3-Trimethyl-iso-pyrazoIone Trimethylsuccinanil i 209. Trimethyleuccinanilic acid i 209. ‘Trimethylsuccinic acid TRANS. 416 j - preparation of i 505. -7 preparation of by Bischoff‘s - anhydride TRANS. 428. T~~methylsuccin-B-naphthil i 209. i 69. i 2. bromine on TRANS. 118. TRANS. 116. i 269. acid i 269. carboxylate i 269 acid i 269. i 269. of TRANS. 256. 4-amido- i 397. i 687. i 209 505. reaction TRANS. 431. Trinietliylsuccin-@-na~hthilic acid Trimethylsuccin-p-tolil i 209. Trimethylsuccin-p-tolilic acid i 209.Trimethylthiowea TRANS. 557. Trimethyltrimethylenetriamine i 325 - yicrate i 325. TFiosymethylene action of glycerol on Triphenazinoxazine i 220. 3 4 5-Triphenyl-6-acety1-A2-ketotetra- Triphenylacrylamide i 542. Triphenylacrylic acid i 542. Triphenylacrylonitrile i 542. Triphenylbenzene i 49. Triphenylcarbinol sulphone of i 285. aSv-Triplienylglyoxaline p-ethosulphide - p-hydrosulphide i 305. - p-methosulphide i 305. 3 4 5-Triphenyl-A2-ketotetrahydro- benzene i 49. Go-3 4 5-Triphenyl-A2-ketotetra- hydrobenzene i 49. Triphenylmetlmne series sulphonated colouring matters of i 539. - sulphone of i 285. - trinitro- snlphone of i 284. Tripheny lmethane-colouring-matters i 423. a- - - action of nascent bro- mine on i 65. - - - and their constitution i 56 234 378 423 539.- - - non-dissociation of the chlorides of in water i 377. Triphenylpyridazolone i 180. Triphenylsulphonethane i 96. Triphenylthienylmethane i 543. Triphenylthiobiuret i 577. Triphenyltzimethylenetriamine i 642. Triphosphoric acid ii 445. Tripiperidine-a-phosphine i 682. - sulphide i 683. Triricinoleh i 500. L- condensation of i 500. Trithiophenylethane i 96. Tubes sealed heating appamtiis for Tubiyex rioulmum action of distilled - - influence of saline media on Tungsten action of nitric oxide and per- - action of sulphurous anhydride on - atomic weight of ii 230. - dioxide action of nitrous oxide on i 209. 641. i 333. hydrobenzene i 50. i 305. ii 216. water on ii 455. ii 239. oxide on ii 396. ii 396. ii 312.INDEX OF SUBJECTS. 715 Tungsten pure preparation of ii 230.- reduction of ferric chloride by - separation of arsenic from ii 416. - specific heat of ii 199. Tungstia acid acidimetric estimation of ii 85. - anhydride action of acetjlene on ii 397. - - action of ethylene on ii 397. - action of phosphine on ii 89’7. - action of phosphorus penta- chloride on ii 396. - - reduction of by aluminium zinc or magnesium ii 397. Turkey-red oil i 82. Turnbull’s blue attempts to ascertain the composition of i 486. Turpentine Finland i 545. Tyrolite composition of ii 507. ii 395. u. Ulexine i 254. - and cytisine identity of i 116. Undecanonic acid i 447. - oxime i 4.47. iso-Undecylamine i 324. iso-Undecylammonium i.so-undecylthio- iso-Undecylcarbamide i 324. &so-Undecylthiocarbamide i 324. iso-Undecylthiosemicarbazide i 324.Uracil amido- action of nitrous acid on i 328. Uraninite new gas from ii 469. - spectrum of the gas obtained from ii 431. Uranium estimation of in earths con- taining phosphoric and arsenic acids ii 536. Uranous oxide action of nitrous oxide on ii 312. Urate sediments colouring matters of i 315. Urazole i 73,253. - imidodithio- i 401. - dithio- i 400. Urazoles i 73. Urbanite from Lgnngban mines Sweden Urea and silver nitrate interaction of - estimat.ion of by Riegler’s method - estimation of in blood ii 299. -estimation of in urine ii 138 - in arterial and venous blood carbamate i 324. 5 513. TRANB. 765. table for ii 190. 541 ii 236. Urea substitution derivatives of TRAXS 556. - transformation of ammonium cyan- ate into TRANS. 746. - See also carbamide.Ure’ides affinity constants of ii 310. Ureometer new mercury ii 138. Urethane action of nitrosyl chloride Uric acid action of iodine and potas- - - and xmthine bases estima- - - crystals deposited from urine - estimation of in urine ii 190 - - excretion of ii 520. - hydrate of i 270. - oxidation of i 129. - separation of adenine and hjpoxanthine from ii 94. - stones in urine piperazine as a solvent for ii 56. Urine acidity of ii 55 279 520. - amount of iron in ii 407. - analysis of ii 143. - detection and estimation of albu- - detection of acetone in ii 537. - detection of bile pigment in - detection of glucose in ii 334. - detection of iodine in ii 136. - detection of small quantities of - diabetic pentoses in ii 406. - effect of carbohydrates on the pro- - estimation of acetone in ii 407.- estimation of albumin in ii 190 - estimation of chlorine in ii 62. - estimation of iron in ii 407. - estimation of proteid in ii 237. - estimation of sulphur in ii 327 - estimation of total nitrogen in - estimation of urea in ii 138 541. - estimation of uric acid in ii 90 - estimation of xanthine-like sub- - ethereal hydrogen eulphates in - normal carbohydrates of ii 82. - - hsernatoporphyrin in ii 55. - saturation of with neutral - of persona taking sulphond appa- on TUANS. 491. sium iodide on i 84. tion of in urine ii 373. pigmentation of ii 55. 3’73,538. min in ii 542. ii 336. sugar in ii 537. duction of sugar in ii 406. 542. 528. ii 327. 373 638. stances in ii 94 373 538. urine ii 55. salts ii 237. rent presence of sugar in ii 406.716 INDEX OF SUBJECTS.Urine of rabbit.5 poisoned by carbonic oxide lactic acids in ii 175. Valerylthiourea TRANS. 10 45. Valerrl-B-thiourethane. TRANS.. 1045. - of the dog ethylic sulphide in - peptone in the ii 25. - pigmentation of uric acid crystals deposited from ii 55. - piperazine as a solvent of uric acid stones in ii 56. - source of sugar in ii 360. - test for in water ii 332. - yellow colouring matter of i 690. Uroerythrin i 315. Uroxanic acid i 129. TJsiaea barhata var. ceratina usnic acid and other substances from i 298. - - var.$orida and hirtn carbon- usnic acid in i 299. Usnic acid and its derivatives i 298. - diphenylhydrazone of i 299. - anhydride i 298. Usnolic acid i 299. Uvinuric acid thio. preparation of ii 81. i 73. v. Vacucm pump automntic ii 311. Valeraldehyde preparation of i 168.iso-Valeraldehyde brom- i 317. - condensation of i 643 €144 W5. - condensation of acetone witli - condenaation of glutaric acid with iso-T'aleramide heat of formation of Valeric acid aflinity constant of ii 253. - j3-bromo- action of water on - - dibromo- i 510. - acids bromo- and dibromo- crys- talline form of i 205. - chloride normal i 174. iso-Valeric acid affinity constant of i.vo-Valeric acid 8-bromo- i 411. - - aj3-dibromo- i 16. - - chloride reduction of PROC. 12 -Valeryl-v-benzylphenylthiourea im-Valerylidenebutyric acid i 128. i.so-Valei*~lideneglutaric acid i 12'7. - anhydride i 128. ah- Valeryl-a-naphthylthiocarbamide iso-Valerylphenylhydrazine i 649. ( I b - Valery lp h en y 1 t hiocarbamid e ~raleryltl~iocarbimide derivatives of i 645. i 127.ii 483. i 206. ii 253. 1804 216. TRANS. 1044. TRANS. 1044. TRANS. 1041. TRANS. 1040. Valeryl-b-tolylcarbamide TRANS. 1043. zb-Valeryl-o-tolylthiocarbamide zb-Valeryl-p-toly lthiocarbamide Vallonia the plucosazone from ii 407. Valve safety for filter pumps ii 346. Vanaclic anhydride and molybdic an- hydride estimation volumetric of in the same solution ii 535. Vanadium in commercial caustic soda ii 49. - separation of amenic from ii 416. - trioxide action of nitrous oxide on ii 312. Vanillin occurrence of in the flowers of Nipitella saaveoiens ii 129. Tanillinacetic acid i 603. Vapour liquefaction of ii 201. - pressure and temperature van der Waals' formula for the relation be- tween ii 153. p - of a liquid at a constant tem- perature influence of the relative volumes of liquid and rapour on ii 203.- - of the combined water in copper sulphste and in bariuin chlo- ride ii 486. - pressures of a substance in the solid and liquid state relation be- tween ii lOa. .- - of normal hexane TRANS. 1071,1074. Vapoura dissolution of solids in ii 255. - saturated density of ii 342. l'egetable assimilation and respiration ii 520. - feeders does inuiin lead to the formation of glycogen in ii 404. - matter estimation of iron in the ii 89. - principles that decompose with liberation of carbonic anhydride ii 124. - substances examination of for apgon ii 516. Vegetables lower action of dilute alkalis on ii 174. Vegetation effect of arsenic on ii 410. - effect of chlorides on ii 61. - influence of atmospheric ozone on Vellosine and its salts i 194. - methiodide i 195. Velocities of the ions ii 477.Velocity of etherification of isomeric subshuted benzoic acids i 467. - - of methylic alcohol ii 258. TRANS. 1042. TRANS. 1043- ii 240.ISDES OF SUBJECTS. 717 - germinating process in ii 124. - of crystallisation ii 488. - - of organic compounds heat of combination of ii. 202. Vinaconic acid constitubion of i 171. - -identity of withtriniethylene- o-Vinylbenzoic acid chloro- i 5'1. o-Vinylbenzoylcarbosylic acid chloro- dicarboxylic acid i 172. i. 57. Vin ylphenyliodinium nitrate chloro- Viriyltriphenylaulphone i 96. Vinyltrithiophenyl i 96. Vinglyuinoline i 71. Visual purple ii 361. Volemite a new heptitol i 639. Volemoae and its osazone i 639. Voltaic cell containing magnesium - combinstions with a fused electro- lyte and a gaseous depoltrriser ii 66. Volume change on neutralisation ii 204.- changes in elements during melt- ing ii 5. - of salts in their aqueous solutions ii 486,487. - pressure and temperature relations of rarefied gases ii 38. Volumes atomic. See Atomic Volumes. - specific of normtil hexanc TRANS. 1071,1076. i 635. ii 35. -of the brinc 'springs. of Torda -of the Kolop sulphur spring - of the Sea of Marmora ii 515. - specific heat of at constant volume - specific inductive capacity of -- tern-perature of maximum density - test for urine and excreta in ii 232. Waters estimation of organic matters in by titration with potasium per- manganate ii 90. Wax found in the treatment of cotton and linen fibre for the manufacture of paper i 409. TRANS. 1089. 1894 ii 179. Hungary ii 118. ii 118 ii 6. ii 197. of ii 343. - free acids in i 81.- from Po1,ygonum cuspidaturn - mineral from Kaluga ii 20. Wheat experiments ou at Grignon in - germination of ii 521. Williamson's violet attempts to atwer- Wine analysis of ii 463. tain the constitution of i 487.718 INDEX 03' SUBJECTS. nt-Xylidine; symmetrical trinitro- i 654. m-Xylidocaffelne i 117. Xy loaehy drazonediphenyl i 97. Xylosochloral i 321. Xylylenediamines action of sulphurous - action of thionyladine on i 345. Xylylmethane Itmido- i 634. - nitro- i 634. p-p-Xylylhpdroxylamine i 417. 3-Xylylphenopyridazolones i 303. anhydride on i 346. Y. Yeast beer dialysis of ii 83. - behaviour of towards glycogen ii 322. Wine estimation of potassium sulphate - estimakion of mannitol in ii 334. - estimation of salicylic acid in -- estimation of volatile acids in - formation of mannitol in i 199.Wines Austro-Hungarian sweet analy- ses of ii 465. - sweet ratio of d-glucose to leru- lose in use of the ratio in detecting adulteration ii 188. Wood? gases formed in the act,ion of nitric acid on i 323. Wool grease estimation of chlorine in ii 326. Work maximum the principle of and entropy ii 42. - muscular sugar as the source of ii 233. Work estimation of cane sugar in ii 93. x. in ii 418. ii 426. G 538. - oxiciising,"actiod of ammonia solu- tion on PROC. 1895 9. - potassium sulphate molecular re- fimtion of dissolved TRANS. 838. - powder presence of ammonia in ii 109. - purification of ii 390. -_-. separation electrolytic of iron and - separation of copper from ii 246. - sodium triphosphate ii 447. - sulphate action of potassium - - molecular refraction of dis- - sulphide basic and acidic ii 267.- sulphide precipitated crystnllisa- cobalt from ii 89. hydroxide on ii 418. solved TRANS. 838 866. tion of ii 26'7. Xanthine bases and uric acid estima- Xanthine-like substances estimation of Xenotime helium from TRANS. 688. m-Xylene 5-chloro- synthesis of from - 5 4- (or 5 2-) cliloronitro- i 654. - symmetrical chlorotrinitro- i 654. - trinitro- action of soda on i 654. o-Xylene freezing point of ii 207 273. - tetrabromo- i 568. p-Xylene action of cyanogen chloride - as a solvent in cryoscopic inresti- Sylenesulphonic acid symmetrical tion of in urine ii 373. in urine ii 94 373 538. ethylio acetoacetate i 86. on i 257. gat ions ii 207. chloro-. i. 86. Yeast carbohydrates of i 166. - compressed estimation of starch - enzymes of i 162.- extract action of on glucosides - hydrolysis of maltose by PBOC. - poisonous adion of the hydroxy- Seast-glucase i 429. Yeast-gum i 166. Ylangol i 243 294. Plang-ylang essence of i 243 294. Yttrium atomic weight of ii 269. Yttrium-cerium group not yet tho- roughly characterised elements of TRANS. 477. - perfectly characterised ele- ments of TRANS. 475. Yttrotantalite helium from TRAXS. 687. in ii 93. i 6 7. 1895 46. benzenes on ii 130. Z. Zinc action of on moist nitrous oxide - ammonium lactates active prepa- - sulphate molecular refmc- - arsenite ii 218. - detection and estimation of in - dichromate mercury cyanide - estimation of ii 291. - estimation volumetric of ii 371 - freezing point of TRANS. 185. __c moist. reduction of nitric oxide by - ores analysis of ii. 139. ii 495.ration of TRANS. 617. t,ion of dissolved TRANS. 838. oils ii 463. ii 356. 418. ii 445.ERRATA. 719 Zinc siilphide protomorphic state of - - transformation of ii 266. - thiohypophosphate ii 13 389. Zinc-chromium alloy ii 351. Zinc-copper rtlloy ZnzCu ii 351. - alloys analysis of ii 186. Zinc-gold-silver-tin alloys assay of ii 224. ii 295. Zincmethyl apparatus for the distilla- Zinckenite from Oruro Bolivia ii 1'71. Zinnwaldite from Mourne Mountains Co. Down ii 512. Zirconia native ii 505. Zirkelite from Brazil ii 508. Zone reactions and their use in testing tion of ii 215. for acids ii 135.
ISSN:0368-1769
DOI:10.1039/CA8956805600
出版商:RSC
年代:1895
数据来源: RSC
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83. |
Organic chemistry |
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Journal of the Chemical Society,
Volume 68,
Issue 1,
1895,
Page 633-692
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633 Organic Chemistry. Solubility of Iodoform in Alcohol and Ether. By GUSTAV VULPIUS ( Z e i t . anal. Chew., 1895, 34, 465 ; from Pharm. Centralhalle, [2], l4,117).-At 17-18', 1 part of iodoform dissolves in 67 parts of alcohol (of 90.5 vols. per cent.) or in 5.6 parts of ether. At the boiling point, 9 parts of alcohol dissolve 1 part of iodoform. The three forms in which iodoform comes into commerce differ only in the rate at which they dissolve. The statements in the German Pharmacopoeia are not quite correct. M. J. S. Action of Nitric acid on Saturated Hydrocarbons and their Derivatives, By MICHAEL KONOVALOFF (Ber., 1895,28,1852-1865 ; compare Abstr., 1894, i, 265, 277).-Diisobutyl is converted by dilute nitric acid at 105-110'into a mixture of nitro-compounds, whichchiefly consist of tertiary nitrodiisobutyl, N02*CMe2*CH2*CH2*CHMe2.This is a yellowish liquid, which boils a t 201-202'? has the sp. gr. 0.9396 at O/O', and the molecular refraction 44.76. The corresponding amine boils a t 145', and forms a h,ydrochZoride, which crystallises in tablets or thin needles, melting at 157-160'. When the nitro-compound is further heated with dilute nitric acid at 120-125', dinitrodiisobutyl, C8H,,(N02),, which is also R tertiary compound, is formed ; it crys- tnllises in colourless plates, and melts at 126125'. The diamine is a strong fuming base, which absorbs carbonic anhydride from the air and yields crystalline salts. DidrodiisopropyZ, which is formed in small quantity in the nitra- tion of diisopropyl, is also a crystalline substance, and melts at Diisoarnyl is also mainly converted into a tertiary nitro-compound by dilute nitric acid.2\Titrodiisoamyl boils at 125' (pressure = 22.5 mm.), but decomposes when distilled under the atmospheric pressure. It is easily reduced to an amine, which boils at 190". Nitroisopropylbenzene, which had previously been obtained by the action of dilute nitric acid on isopropylbensene, boils at 125-127' (pressure = 15 mm.) when pure, and has the sp. gr. 1.1176 at OjO". Normal butylbenzene is converted into a secondary nitrobutylbenzene, KO,*CHPh*CH,*CH,Me, by dilute nitric acid ; this boils at:151-152° (pressure = 25 mm.), and has the sp. gr. 1.0756 at O/Oo, and the molecular refraction 50.33. When its potassium derivative is treated with bromine, a monobromide is formed which melts a t 55-56'.The corresponding amine boils at 220--220*5O, and yields crystalline salts. Nitroisobutylbenzene, NO,-CHPh*CHMe,, is obtained in a similar manner to the foregoing compound; it boils at 145-146" (pressure = 25 mm.). The monobromide is an oily liquid ; the amiiae boils at 213*5-215', and yields crystalline salts ; the hydro- chloride melts at 275-277', the picrate at 166--168O, and the oxalate at 120.5-122°. The sodium derivative of the nitro-wnapound has the 206 -208'. VOL. LXVIII. i. 2 Y634 ABSTRACTS OF CHEMICAL PAPERS. forinula N02*CPhNa.CHMe2, and gives characteristic reactions with salts of iron, coppel', &c. Tertiary butylbenzene also yields a nitro-compound, which has not yet been obtained pure. Nitrod ibenz y I , N 02* C H P h*CHaPh, n b t ained in a similar rn an ner , volatiles slowly with steam.The hydrochloride of the amine melts at Toluene when heated at 100' with nitric acid of sp. gr. 1-12 is con- verted into pheiiyluitromethane, a yield of 50 per cent. being ob- tained. This substance is converted by reduction into benzylamine. Mesitylene is readily iiitrated by nitric acid of sp. gi-. 1.155 at, looo, and yields xylylnitromethane, C6H,Me2~CH2N0,, which crystallises in thick, four-sided prisms, melting at 46-47'. It is only slowly dis- solved by alkalis. The ainine boils at 22@-221°, and its hydrochloride melts at 245-246'. The facts here recorded confirm the conclusions previously drawn by the author from his experiments on nitration. The nitro-compounds are best obtained from their metallic deri- vatives by t h e action of hydrogen sulphide, boric acid, or carbonic anhydride.The reduction of the nitro-compounds described above always gives rise to the production of a .small quantity of a neutral substance, probably an aldebyde, ketone, or alcohol, in addition to the amine. A. H. Reaction for Primary and Secondary Nitro-compounds. By MICHAEL KONOVALOFF (Bey., 1895, 28, l%O--1852).-The reaction with nitrous acid (V. Meyer) is not well shown by nitro-compounds containing more than six carbon atoms; on the other hand, such compounds may readily be detected in the following manner. The substance to be tested is shaken with a little concentrated aqueous potash or sodium ettioxide, and the resulting salt extracted with a little water; the aqueous solution is then phced in a tube along with a small volume of ether or benzene, and ferric chloride added drop by drop, the tube being well shaken after the addition of each drop.A red coloration indicates the presence of a primary or secondary nitro- compound; this coloration is due to the formation of a ferric salt, and it is found that the solubility oE the ferric salt in ether, benzene, &c., increases with the molecular weight of tbe nitro-compound. 2 5 1 '5-25 2.5'. This reaction is very delicate, and is not:given by nitritea. A. H. Reactions of Aluminium Amalgam. By HANS WISLICENUS and LUDWIG KAUFYANN (Ber., 1895, 28, 1983--1986).-The first por- tion of this paper is a reply to the claims of priority of Radzie- wanowski (this vol., i,412) and of Cohen and Ormandy (this vol., ii, 394).In the second portion, it is shown that under certain cir- cumstances aluminium amalgam brings about reduction, even if all traces of water are excluded. Thus nitro-compounds, and all alkylic nitrites and nitrates, are reduced when treated with aluminium amalgam and absolute alcohol from which all traces of water ha,ve been removed by previous treatment with aluminium amalgam ; theORGANIC CHEMISTRY. 635 prodnct contains hydroxylamine derivatives, and also combined aluminium, which separates out as hydroxide on the addition of water. H. G. C. Removal of Phosphine from Acetylene prepared from Cal- cium Carbide. Compound of Silver Acetylide with Silver Nitrate. Prepamtion of Iodinium Compounds. By CONRAD WILLGERODT (Ber., 1895, 28, 2107-2115). -Acety!ene, prepared by the action of water on calcium carbide, contains phosphine, which can be detected by passing the gas through silver nitrate solution. The white precipitate produced by the acetylene is coloured dark by silver phosphide, whilst phosphoric mid passes into solution.The phosphine may be completely removed by passing the gas through bromine water. The compound of silver nitrate with silver iicetylide can be pre- pared in a, pure state by passing purified acet,ylene into aqueous silver nitrate ; it, is a white mass, which can be presewed in the dark for a long time. The temperature of explosion of the compound is about 230O. When the aromatic iodosochlorides are treated with the compound of silver chloride and silver acetylide, free from silver phosphide, and suspended in water, the chlorides of diallryliodinium bases are formed. The reactions which occur, for exaniple, when pheuylic iodosochloride is used are the €allowing.(1.) PhICI, + HC;CAg,AgCl = CHX*IPhCI + 2AgC1. (2.) PhICI, + H20 = PhIO + 2HC1. (3.) CHGIPhCl + 2HCl = C2H3C12*IPhCI. Dichlorethyl~henyliod~nium chloride, C,H,C12*IPhC1, crystallises in colourless prisms and decomposes at 178-1 79". Dichlorethy &am- iolyliodiuiuwa chloride crystallises in long needles OF prisms, which decompose at 178- 179'. Both of these chlorides form platino- chlorides. The nitrates of these bases can be obtained by the action of the chlorides on silver nitrate, or by the action of the iodosochloride on the compound o€ silver acetylide with silver nitrate.In the latter case, when phenylic iodosochloride is used, chZol.o2.i?ty~p!23erLyliodini.um nitrate, C,H2C1*IPh-NO, is obtained. This substance crystallises in prisms and decomposes at 150-153' EthenyElphenyliodinizim nitrade, CzHiIPhC1, is probably formed as a crystalline mass when phenyl iodosochloride acts on the compound of silver acetylide with silver nitrate suspended in chloroform. Dichlor- etltylphenyliolL7iniunz nitrate decomposes at 162'. Dicltloret~1/lphcn~liodin/ium iodide forms needles which melt and decompose a t 108". A. H. Acetylene and its Hydrate. By P. VILLARD (Compt. send., 1895, 120, 1262--1265).-Acetylene, purified in the same way as nitrous oxide (Abstr., 1894, ii, 379), solidifies when the liquefied gas is allowed t o evaporate under atmospheric pressure ; the solid. melts at -81°, 2 y 2636 ABSTRACTS OF OHEBlICAL PAPERS.and the boiling point of the liquid is -83". atmospheres, is as follows :- Its vapour pressure, in t ,... -90" -85' -81" -7'0" -60" -50' -40" p..,. 0.69 i.00 1.25 2-22 3.55 5.3 7-7 p . . .. 13.2 26.05 30.3 34.8 37.9 42.8 t ..-. -23.8" 0" 5.8" 11.5' 15.0" 20.2" These values are soniewhat higher than those given by Ansdell, but concordant resu1t.s were obtained with different specimens of the gas and with different fractions of the liquefied gas. I t is probable that Ansdell's acetylene contained a small quantity of chlorethylene. Acetylene crystals have no action on polarised light. The coefficient of solubility of the gas at 0" under a pressure of 4.65 atmos.is 1.6. Acetylene hydrate forms under the same conditions as the hydrates of nitrous oxide (Abstr., 1894, ii, 278) or carbonic anhydride (this vol., ii, 44) ; its crystals have no action on polarised light. Its vapour pressure is as follows : - t . . . . . a 0" 4.6" 7.0" 9.6" 15.0" p . . .. .. 5.75 9.4 12.0 16.4 33.0 At 16', the pressure is equal to that of the moist liquefied gas. Acetylene does uot combine with ice, and the hydrate is practically stable below - 0 ~ 5 ~ tinder ordinary pressure (P). The hydrate has the composition C2H2,6H20, and its hett of formation is +15*4 Cal. (Compare Zoc. cit.) C. H. B. Combination of Nitriles with Aluminium Chloride. By G. PEBRIER (Cowt,pt. Tend., 1895, 120, 1423-1426) .-Hydrocyanic acid, acetonitrile and propionitrile dissolve aluminium chloride with development of heat, yielding crystalline compounds of the general composition A12C16,4X.If the combination takes place in presence of carbon bisulphide, the products have the composition A12C1,2X. They are insoluble in carbon bisulphide, carbon tetra- chloride and light petroleum, and are rapidly decomposed by moist air and by water with liberation of the nitrile and aluminium chloride. Al2Cl6,4CH3*CPU' melts at 50-55" and decomposes at about 60"; A1,C1,,2CH3*CN melts at 104-105° and decomposes at about 110". Al2Cl6,4C2H5*cN crystallises in hexagonal tables which melt a t 58-60", and the liquid decomposes at about 80" ; A12C16,2C2H5*CN crystallises in slencler needles which melt at 70-80". When the acetonitrile and propioilitrile compounds are heated, some of the nitrile is given off and at about 360' a limpid liquid distils over and solidifies to crystals of the composition Al,CI,,CH,*CN, or A12C16,C2H5*CK, as the case may be.The former melts at 1$5-149", and the latter a t 95" ; both are decomposed by water into aluminium chloride and the nitde. Benzonitde, under similar conditions, yields the compounds A1,C 16,4C6H5*CN melting at 75", AlpCl~,2C&&*CN melting at 85" andORQANIC OEEMISTRY. 637 A12C16,CsH5*CN melting at 103-105'. In solubility and general properties, they closely resemble the corresponding compounds in the acetic series. When dry cyanogen is passed over gently heated aluminium chloride, a brown liquid product is formed with considerable develop- ment of heat.It crgstallises on cooling and is violently decomposed by .water. A similar product seems to be foimed in presence of carbon bisnlphide. It seems probable that compounds similar to those described in this paper are formed as intermediate products in Desgrez's process for the preparation of nitriles by the direct combination of cyanogen with hydrocarbom of the benzene series. Liquid cyanogen chloride seems to form no combination with alu- minium chloride, but a supersaturated solution is produced, ' and when it solidifies the heat developed causes explosive deconiposition of the whole mass, with production of solid cyinogen chloricle. C. H. B. Action of Halogens on Methylic Alcohol. By ANDRI% BROCHET (Compt. rend., 1895, 121, 130--13~?).-ChIorine attacks methylic alcohol more readily the higher the proportion of water present.The action of the moist gas on the alcohol of 99.5' in diffused daylight yields mainly formaldehyde. Most probably the primary product is chloromethylic alcohol, CH,Cl*OH, which in presence of hydrochloric acid is converted into symmetrical di- chloromethylic ether (CH,C1),0. The latter in fact separates as an oily liquid and can be isolated; in presence of water, however, i t readily decomposes into hydrogen chloride and formaldehyde. During tbe action of the chlorine, carbonic anhydride and carbonic oxide mixed with a small quantity of methylic chloride are continuously evolved. The carbon oxides may result from the action of the water on car- bonic chloride and the monochloride CHOC1, or from the dehydrat- ing action of the chlorine on the formaldehyde.If the methylic alcohol is heated, methylal is obtained together with large quantities of methylic chloride, carbonic anhydride, and carbonic oxide, the action being nccompaniecl by flame and by explosions, even in very diffused light. Bromine in presence of sunlight has practically 110 action on methylic alcohol at the ordinary temperature ; at loo', the action is slight; at 130-150', the action is somewhat energetic, the chief product being methylic bromide mixed with some carbonic anhydride, and with small quantities of carbonic oxide and formic acid if the bromine is not in excess. Iodine at 180-200° attacks the alcohol with dificulty, and small quantities of carbonic anhydride, hydrogen iodide, and methylic iodide are formed.A large proportion of the alcohol is, however, con- verted into methylic ether, and this compound can readily be pre- pared by beating the alcohol in sealed tubes with 5 per cent. of iodine. C. H. B. Nitro-Alcohols. By LOUIS HENRY (Conzpt. r e d , 1895, 120, 1265-1268).-Aldehyde and nitromethane dissolve in one another638 ABSTRAOTS OF OHEMICAL PAPERS. wit,hout any interaction, but in presence of water and a sn~all quantity of potassium carbonate, an action takes place with considernhle developinenL of lieat and nitroisopyopylic alcohol is obtained ; in presence of potalssium hydroxide the action is violent. Under similar conditions, formaldehyde yields a solid product, and pro- paldehyde yields secondary nitrobutylic alcohol.Isobutaldehyde reacts somewhat less readily and only in presence of potassium hydroxide. Acetone mid nitromethane do not react even in presence of potassium hydroxide. NitroisopropyZic alcohol is a colourless, limpid, almost odourless liquid, with a very peciiliar disagreeable taste. I n a mixture of solid carbonic anhydride aud ether, it forms a transparent, amorphous mass which after a time becouies crystalline, and melts at about -20"; sp. gr. = 1.1910 at 18"; boiling point 112' under n pressnre of 30 mm. ; vapour density 3.58. The acetate, OAc*CHMe*CH2*NO2, is a colourless liquid, insoluble in water and boiling at about the same temperature as the alcohol itself; sp. gr. = 1.2670 at 15'. The chloride, CHD/IeC1*CHZ*NO2, obtained by the action of phosphorus pentachloride, is a colourless liquid which boils at 172' under ordinary pressure ; sp.gr.= 1.2361 at 15' ; vapour density 4.25. The ni t;ro-alcohol, like nitromethane, burns with a greenish-yellow flitme ; with excess of potash, its riitrolic derivative gives the red coloraiion characteristic of the group CHZ*NO2. Secondary nitrobutylic alcohol has similar properties. The product of the reaction between nitromethane and formalde- hyde isa crystalhe solid which melts at about L4Oo, aiid dissolves in water and most organic solvents, but is only slightly soluble in ether. It may be nitroethylic ether (NO2*CHZ*CH2),O. Having regaid to the differences of composition between HCHO, CH3*CH0, and COMe2, and their different behnviour with respect to nitromethane, i t would seem that the tendency of the latter t o form additive products is conditioned by the presence of hydrogen in union with carbon in tbe group CHO.Since all nitroparafhs in which hydrogen is united with the same carbon atom as the NO2 group are basic like nitromethane, it would follow that all deriva- tives of this class containing the group, *CH2*N02, or :CH*N02, should form additive products with aldehydes, but this conclusion has not yet been verified. The same power should also characterise nitro- alcohols which contain either of the groups specified, and as a matter of fact nitrosopropylic alcohol combines readily with form- aldehyde or acetaldehyde. The combining power, with respect to aldehydes, of nitromethane and hydrogen cyanide is as 3 t o 1.In nitromethane, as in ammonia, the reaction capacity diminishes in proportion to the displacement of the hydrogen atoms by alkyl radicles. There is some evidence that in the reaction of iiitromethane with aldehydes, more than one product is formed, and not a single pro- duct on1-j- as in the action between the aldehydes and hydrogen cyanide. Allylphosphoric acid. By J. CAVALIER (Compt. rend., 1895, 121, 69-71) .-Glacial phosphoric acid dissolves in allylic alcohol with C. H. B.ORGANIC CHEMISTRY. 639 developmetrt of heat, and, after beiiig kept at about 100" for some time, a small qnantitg- of allylphosphoric acid is formed. The best results are obtained by graduallj adding phosphoric anhydride to a well- cooled solution of allylic alcohol in its own volume of dry ether.After distilling off part of the ether and adding water, the liquid separates into two layers, the upper of which seems to contain triallylic phosphate, whilst the lower contains allylphovphoric acid, which is isolated by converting it into the barium salt and decomposing the latter with sulphuric acid. AZlylphosphoric aczd, C3H5*H2P04, is a syrupy, uncrystallisable, dibasic acid, which is neutral to methyl-oi.ange when mixed with one equivalent of alkali, and to phenolphthalein when mixed with two equivalents. Many of its metallic salts are described; all the noimal ztllglphosphates which are only slightly soluble in water dis- solve readily in dilute acids, and are converted into the hydrogen salts. Most of the salts crystallise readily. C.H. B. Conversion of d- and LLinalool and of Geraniol into Terpin Hydrate. By FERDINAND TIEMANN and R. SCHMIDT (Bey., 1895, 28, 2137-2140).-1f d- or I-linalool is shaken with 20 times its weight of 5 per cent. sulphuric acid for several days at the ordinary tempera- ture, it slowly dissolves, and ether extracts an almost theoretical quantity of inactive terpin hydrate (m. p. 11 7-118Oj from the solu- tion. Gerauiol, also, when treated in a similar manner, yields terpin hydrate, mixed, however, with a small quantity of some syrupy sub- stance. It is thought that these facts point to the constitution, OH*CMe,*[CH2]3*CMe(OH)*CHz*CH2*OH, for terpin hydrate. Pinene yields terpin hydrate even more readily when treat'ed with dilute acids, and if Tiemann's formula for pinene is correct, then terpin 1lydi.nte would probably be OH-C Hz*CHz*C H (CMe,*OH)*CH,*C H (OH) *CHzMe, or OH*CH,* C H2*CH ( CMe,*OH)*CH2*CH,.CHMe*OH.The authors consider that one of the last two formulae is the more probable, and that terpin, which is inactive, is an intermediate product in the conversion of linalool into terpin hydrate. In anycase it is thought that terpin hydrate is a saturated open chain compound. J. J. S. Volemite, a New Heptitol. By EMJL FISCHER (Bey., 1895, 28, 1973-1974) .-Bourquelot described (Bull. Soc. Nycolog. de France, v) under the name of rolemite, a substance which he obtained from the fungus Luctarius volenaus, and thought to be isomeric with mannitol. He has lately sent a specimen to the atutlior, who finds it to be in reality a heptitol, C,HI60,.I t begins to liquefy at 147O, and melts at 149-151O (corr. 151-153") ; its specific rotation [a]= = + 1-92 at 20°, and it, is oxidised by nitric acid, or by bromine and sodium car- bonate, to a sugar volernose, the yellow osuzone of which, No intermediate product of hydrolysis was isolated.640 ABSTRACTS OF CHEMICAL PAPERS. melts and decomposes at 196' when heated quickly. was not obtained crystalline. The sugar itself C. F. B. Ammonia Derivative of d-Glucose. By CORNELIUS A. LOBRY DP BKUYN (Rec. Trav. Chim., 1895, 14, 98-105) .-d- GZwosamine, CsH,,N05, the molecular weight of which was determined by the cryoscopic method, separates in calculus-like aggregates of small, white needles when a solution of d-glucose in methylic alcoholic ammonia is kept for some weeks.The yield is about 50 per cent. of the theoretical. The pure substance, after recrystallisation from rnethylic alcohol, melts at 127-128', at the same time decomposing. It is not an aldehyde-ammonia, as stated by Stone (this vol., i, 320), whose analytical results are erroneous, but an isomeride of chitosn- mine (glucosamine), isoglucosamine, and acrosamine ; its basic pro- perties, however, are feebler than those of the last, as it does not form an oxalate. The specific rotatory power in aqueous solution is [aID = +19*5'. (1-Glucosamine is slowly hydrolysed by water into its proximate constituents, and, when exposed to air, absorbs water and loses ammonia. JN. W. Discoloration and Coagulation of Milk by Heat. By PAUL CAZENEUVE and HADDON (Compt..rend., 1895, 120, 1272-1273)- Milk which has been heated at 130' for an hour coagulates, and becomes very acid; it contains formic acid, A solution of lactose ( 5 : 100) containing a small quantity of sodium carbonate or disoclium hydrogen phosphat'e also becomes yellow, and contains formic acid if heated for an hour at 130". Formic acid is likewise produced when fresh milk, or the alkaline solution of lactose, is boiled for some time under atmospheric pressure, or when the alkaline lactose solution is heated on a water bath. Case'in, on the other hand, when heated in sealed tubes at 130' with water containing sodium hydroxide or carbonate, or disodium hydrogen phosphate, undergoes no change. It follows that the discoloration and coagulation of milk by heat is due to the oxidation of the lactose in presence of the alkaline salts of the milk, one product of the oxidation being formic acid, which pre- cipitates the case'in, but the latter undergoes no change, except that it is coloured yellow by the products of the decomposition of the lactose.C. H. B. Origin of Unsaturated Compounds in Plants. By CHARLES F. CROSS, EDWARD J. BEVAN, and CLAUD SRIlTH (Ber., 1895, 28, 1940-1945) .-When barley straw was distilled with dilute sulphuric acid, furf uraldehyde and volatile acids, chiefly acetic acid, passed over. The water, as it distilled over, was replaced by means of an automatic arrangement ; under these circumstances, and with acid of from 10 to 20 per cent. strength, it was found that furfuraldehyde and acetic acid were formed at about the same rate, and are consequently pro- ducts of the same reaction.No such relation was apparent when the strength of the acid was 30 to 50 per cent. Various cellu- loses were treated in the same way, and were found to yield volatile acids in addition to varying quantities of furfuraldehyde ; in a11 these cases, however, formic acid formed by far the larger part of theORGANIC CHEMISTRY. 641 volatile acids. Since woody matter yields a considerable amount of acetic acid when hydro!ysed, whereas cellulose yields but little, it seems that the group CH:CH is present in the former, and this group may have been introduced in the process of lignification, possibly through condensation of an aldehyde group with an acetic acid residue.C. F. B. Action of Formaldehyde on Amines. By R. CAMBIER and ANDRB BROCHET (Bull. SOC. C'him., [3], 13, 332--418).-When form- aldehyde and aqueous ammonia are mixed at -20°, no hexamethylene- tetramine is formed, as the product remains liquid ; and on removing the excess of water by means of potassium carbonate, a viscous liquid is obtained, which is at once converted into the tetramine by heat, or by the addition of caustic soda. The viscous product probably con- tains formaldehyde ammonia, OH*CH,*KH,, as a small amount of a pyridine base is formed during its conversion into the tetramine. Hexamethylenetetramine can be sublimed unchanged under very low pressure, and is not affected by water or aqueous ammonia at 150°, but in presence of eormaldehyde it is hydrolysed by water at that temperature into methylamine and carbonic anhydride.It dissolves more easily in cold than in hot water, and forms several hydrates. The hexahydmte, CsH12N,,6H,0, forms very large, transparent, hexa- gonal prisms, and melts and decomposes at 13.5". The so-called nitrosopentamethylenetetramine, formed by the action of nitrous acid on hexamethyleiietetramine (DelBpine, this vol., i, 326 j, is identical with nitroso trimethylenetriamine. Hexamethylene tetramine and its salts are decomposed by acids quantitatirely into methy lamine and carbonic anhydride (compare Delhpine, Zoc. cit.) ; it is a monacid base, perhaps feebly diacid, as it forms both normal and acid salts with the inorganic acids. The sukpliates, 2C6H,2N4,H2S04, and CsH,,N4,H,SO,, are both acid to phenolphthalein, but the former is neutral to methyl-orange ; the latter is readily hydrolysed by water and alcohol into its proximate constituents, the formaldehyde in the latter case combining further with the alcohol to form ethylal.The nos.maZ hydyochZol-ide, CsHl2N4,HCl, is neutral to methyl-orange and acid to litmus and phenolphthalein ; but the acid hydrochtoride, C6HI2N4,2HCI, is acid to all three indicators ; as, however, it yields the platinochloride of the normal salt, it is a molecular compound. The normal and acid n i t ~ a t e s are similar. All the above salts decom- pose at their melting points. The &chromate, 2C6H,,N,,HzCr2O,, and tetrachromate, 2C6H,,N4,H2Cr4O,,, explode when struck or heated. Formaldehyde condenses with hydroxylamine hydrochloride in cold, aqueous solution to formaldoxime, CH,:NOH, or its polymeride, trioximidomethylene, (CH,:N-OH),, with liberation of an equivalent of hydrogen chloride ; when the solution is heated, however, the pro duct loses water, and hydrogen cyanide is disengaged.Formaldehyde condenses with methy lamine hydrochloride to form ~rimethyZt.rimeth?jZenetriamiize, C6H15N3, an oily liquid boiling at 166", the molecnla~* weight. of which was determined by the cryoscopic method. This amiiie is a tertiary base, whosc salts are extremely soluble. It combines veadily wit11 alkylic iodides to form crystalline642 ABSTRACTS OF CHEMICAL PAPERS. additive compounds, but i t does not form a nitroso-derivative, or condense with formaldehyde. The hydrochloride, obtained by passing dry hydrogen chloride into its benzene solution, is extremely delique- scent, and melts and decomposes a t 120’.A platimchloride was prepared. E’ormaldehyde condenses with ammoniuru chloride in a very com- plex manner. It is probable that trimethylenetriamine occurs as an intermediate product, togetther with its condensation products wit ti formaldehyde, and those of the aldehyde with methylamine and dimetb ylamine, but under certain conditions these products act further with formaldehyde to form carbonic anhydride, methylamine, and trimethylamine. The yields of the amiries are quantitative, the former or the latter being produced accordingly as the ammonium chloride or the formaldehyde is in excess. These reactions afford i ~ e w and extremely convenient methods of preparing the two amines.Formaldehyde reacts with ammonium carbonate t o form hexa- methylenetetraniine, and with ammonium cyanide to form methylene- smidoace t oni trile. The authors confirm v. Miller and Plochl’s formula, (NPh*cE,)~, for the condensation product of formaldehyde witch aniline. It is highly probable that the trimethylene bases are ring compounds related to the isocyanuric derivatives, and having constitutions such as NMe<CH:,NMe> CH *NMe CH,. The parent substance, trimetbylenetri- arnine, is thus 8 secondary base, forming nitroso-derivatives, and condensing with formaldehyde. The alkylic derivatives are tertiary bases, and therefore do not form nitroso- or condensation products, but, on the other hand, readily form alkylic iodides.Triphenyltriruethylenetriamine is readily oxidised by dilute potas- sium permanganate, 01- even by air, to phenyiic isocyanide, and is broken up by hydrogen cyanide, with formation of phenylamidoaceto- nitrile, NHPh*CH,*CN; similarly amidoacetoniti-ile, or its condensa- tion product with formaldehyde, is obtained from a, mixture of form- aldehyde and the latter substance. JN. W. Action of Alkali Sulphites on Fatty Diazo-compounds. By HANS V. PECHWAXX (Bey., 1895, 28, 1847--1S50).--Ethylic diazo- acetate unites with potassium sulphit-e to form potassiicm ethylic .sti l p ho hy drazim e th y lei) ectc r boxy late, C 00 Et C H < NB I This snb- stance forms fascicular bundles of prisms, which are very soluble ix: water, and melt aucl fiqoth up a4i 174’; if boiled with water or dilute acid for some time, i t is.decomposed into hydrazine atid ethylic glyoxylate. When the salt is allowed to stand with dilute sulphuric acid at the ordinary temperature, the hydraaine which is formed is accompanied by the products of decomposition of ethylic gly- oxalate, namely : formaldehyde, carbonic anhydride, and alcohol. Di- NH potassium sulpkohydraai~nethyle~accarboxylafe, COOK*C:H< I N*S03K’ is formed when the foregoing compound is boiled with aqueous potash. N*SO3K*ORGANIC CHEMISTRY. 643 It crptallises with 1H,O in colourless prisms, and is decomposed by acids with formation of hydrazine. Condensation of Aldehydes with Ketones. Bp PHILIWF, BARHIER and LOUIS BOUVEAUIX (Compt. ?.end., 1895, 120, 1269- 1272) .--The condensation with acetone, already observed i n the case of isovaleraldehyde (Abstr., 1894, i, 224), i s a general reaction for the saturated aldehydes of the acetic series, with the exception of form- aldehyde and acetaldehyde, which act in a more energetic manner and yield different products.Propaldehyde and acetone in presence of water and sodium hydr- oxide react with development of heat, and yield propyZideneacetolzP, CHEt:CH*CONe, :: liquid which obstinately retains water. I t s oxime is a colourless, viscous liquid, which boils at 85' under a pressure of 6 mm.; its acetate boiis a t 114' under a pressure of 9 iiim., and its sp. gr. = 1-0005 at 0'. Isobutylideneacetoize boils a t 153-155' ; its oxime is a colourless, oily liquid. which boils at 100' under R pres- sure of G mm., and its sp.gr. = 0.9322 at 0'. The acetate of the oxime is an oily liquid which has a disagreeable odour, and boils a t 126" under a pressure of 10 mm. ; sp. gr. = 0.9775 a t 0' The constitution of the non-saturated ketones thus obtained by condensation indicates the possibility of the occurrence of stereo- isomerism analogous to that existing betweeu maleic and fnmaric acids, but there is no evidence that the products described are mix- tures. They do not react with a mixture of aniline and hydrogen cyanide or ot' hydi-azine and hydrogen cyanide, nor with benzoyl- hydra zine. Isoamylideneacetooe (Zoc. cit.) condenses witli amidoguanidiiie (compare Baeyer, Abstr., 1894, i, 536), and the nitrate of the iso- ni,zyZidenencetoneamido~~~a~i~ine thus has the conatitut ion CHR/Ie2*CH2*CH:CH-CMe:N.C (NH)*NH,,HNOs.The corresponding picrate is insoluble in water, but can be crystal- lised froin boiling alcohol. Ohanthnldehyde and acetone, methyl prop91 ketone and propalde- liyde, and phenyl methyl ketone and deraldehyds do not react in a similar manner, from which it wouitl seem tliat acetone is the only ketone that condenses readily with aldehydes, and that the tendency to condense in the manner described diminishes as tbe molecular weight of the aldehyde increases, the condensation of the aldehjcte itself eventually becoming the dominant reaction. Condensation of Valeraldehyde. By CHARLES FRLEDEL ( C ~ n p t . remi., 1895, 120, 1394).-The author has obtained the a-isopropjl- ~-isobutylacraldehyde described by Barbier and Bouveeult (follow- ing abstract) by the condensation of valeraldehgde in presence of sodinm hydroxide.He regards it as identical with the compound of the same composition which has been obtained by several chemists in other ways, but considers that its properties are those of a ketone rather than of' an aldehyde. Condensation of Unsaturated Aldehydes with Acetone. By PHILIPPE BARBIER and LOUIS BOUVEAULT (Compt. rend.. 18Yi5, A. H. C. E. B. C. H. B.644 ABSTRACTS OF CHEMICAL PAPERS. 120, 1420-1423).-Methylethylacraldehyde when mixed with an equal weight of acetone and about 10 times its volume of water containing 0.5 per cent. of sodium hydroxide, and allowed to remain for about 24 hours, yields methy loetadienorhe. CHE t:CHMe*CH: CH* C OMe, a colourless, mobile liquid, which boils at 97" under a pressure of 8 mm., and has a feeble, aromatic odour; sp. gr.= 0.9170 at 0'. When boiled with its own weight of zinc chloride, it yields pseudo- cumene. a-Isopropy Z-P-isobut~ZacraZde~ yde, CHMe2*CH2*CH:C ( CHO)*CHMe2, is obtained by the condensation of isovaleraldehyde under the same conditions as lead to the production of methylethylacraldehyde. It is a colourless liquid, which boils at 73' under a pressure of 6 mm. ; its oxime is a colourless, oily liquid, boiling at 115' under a pressure of 8 mm. ; sp. gr. = 0.9147 at 0' ; the nitrile is a very mobile liquid, boiling a t 88-89' under a pressure of 8 mm.; sp. gr. = 0.8637 at 0'. When mixed with acetone in presence of dilute sodium hydroxide solution, i t yields the compound CHMe2*CH2*CH:C ( CHMe2)*CH:CH*COMe, which, according to the Geneva nomenclature, is 8-methyl-5-isopropyl- 3 : 5-nonadiene-%one.It is a colourless, somewhat viscous liquid, which boils at 123-125' under a pressure of 6 mm. When heated with zinc chloride. it yields metaisopropylcymene, which has an odour resembling that of cymsne, and boils at about 220' ; sp. gr. = 0.880 at 0". Some cymene is formed at the same time, most probably as a result of the partial decomposition of the isopropylcymene. C. H. 3. Action of Hydrogen Peroxide on Acetone and Mesityl oxide. By RICHARD WOLFFEXSTEIN (Ber., 1895, 28, 2265-2269).-Hydrogen peroxide in dilute solution (1 pel- cent.) has no action on acetone. With a 10 per cent. solution of the peroxide, a small quantity of a crystalline substance is obtained, which melts at 97', is insoluble in water, acids, and alkalis, but readily soluble in benzene, acetone, and ether ; i t slowly loses weight when left in the air, and more rapidly over sulphuric acid.The molecular weight, determined in benzene solution, agrees with the formula (C3H,0J3, thus indicating that the compound is a triinolecular acetone peroxide, with the constitution O*O*CMe2*? cMe2<0. 0 .C Me2. 0' An almost theoretical yiold of the substance may be obtained by mixing the acetone and hydrogen peroxide (50 per cent.) in mole- cular proportions, and then adding a drop of phosphoric acid. It is not acted on by acetic anhydride ; on warming with dilute sulphuric acid, it is decomposed into acetone and hydrogen peroxide; and is characterised by its explosiveness. When hydrogen peroxide (10 per cent.solution) is allowed to remain in contact with mesityl oxide for several months at theORGANlC CHEMISTRY. 645 ordinary temperature, a crystalline substance, (CsHl1O3)2, is obtained. It is quite neutral, melts without decomposition at 123O, and is insoluble in dilute acids and alkalis. The constitution is given as OH*CMe2*CAc (OH)*CAc( OH)*CMe2*OH. Synthesis of a Methylheptenone Methyl Butylideneethyl Ketone. By FERDIKAND TIEJ~ANN and PAUL KRUGER (Bey., 1895, 28, 211.5-2126) .-The authors have attempted to synthesise the iso- amylideneacetone which they have previously obtained by the oxida- tion of various members of the geraniol series, especially of germ- aldehyde (citral), CHILIe,*CH?.CH:CH*CMe:CH*CHO (Abstr., 1894, i, 83). Various attempts to condense isovaleraldhyde with acetone have shown that the chief product is the diisovaleraldehyde which is obtained by the condensation of two molecules of the valer- aldehyde.Small quantities of ot.her compounds were also formed, but they could uot be isolated in a pure form ; the fraction 160-180" probably contains the isoamjljdeneacetone, CHMe,*CH2*CH:CHCOMe, formed by the condensation of 1 mol. of isovaleraldehyde with 1 mol. of acetone. The authors show that the diisovaleraldehyde prepared by Barbier and Bouveault's method (preceding page) is identical with tbe diiso- valeraldehyde prepared by other methods (compare Friedel, this vol., i, 643, and L. Kohn, Cornpt.rend., 121, 259). When the ethylic isoamylideneacetoacetate of Claisen and Matthews (Annulen, 218, 174) is hydrolysed a t a low temperature with a 2.5 per cent. potassium hydroxide solution and the resulting ketonic acid heated, an oil which boils at 255-260' is obtained instead of isoamylideneacetone. This oil is probably a polymeraide of the desired ketone ; but in any case the reaction indicates that isoamyl- idenewetone is an extremely unstable substance, and in this respect differs from the natural methylheptenone. Under special conditions, isovaleraldehyde may be made to con- dense with acetylacetone to form the dikctone, which distils under atmospheric pressure at 218-220". It contains a hydrogen atom which can readily be displaced by metals. The copper derivative, Cu (C10H1602)2, is readily prepared by shaking an ethereal solution of the ketone with an aqueous solution of copper sulphate to which insufficient alkali for the complete precipitation of the copper has been added ; this copper salt is soluble in ether, and is obtained in a crystalline form when the ether is allowed to evaporate.The calcium derivative may be obtained by treating an ethereal solution of the ketone with dry calcium hydroxide, it is more sparingly soluble in ether than the copper compound. Methyl buty lid eneeth y l ketone, C HMe2*CH:CH* CHs.C OMe, is readily obtained when the copper derivative is mixed with an excess of calcium hydroxide in the form of a cream, and then submitted t.0 steam dis- tillation; it is an oily substance which boils at 163", and resembles J.J. S. CHMe,*CH:CH*CH( COMe)2,646 ABSTRACTS OF CHEMICAL PAPERS. fhe natural methylheptenone in most of its physical properties, but the physical constants for the two are by no means identical. Its oxime distils at 122' under a pressure of 28 mm., and at 108-110' under a pressure af 15 mm. The semicarbazone melts at 115' after several recrystallisations, whereas the semicarbazone prepared from the nat4urnl product melts at 136-138'. The synthetical metliylheptone is also much more readily decomposed by acids and alkalis than the natural product. As the natural methylbeptenone can thus have neither of the follow- ing constitutions, CHMe2*CE2-C H:CH*COMe or C €€Me2*CH:CH*CH2-C OMe, i t follows tmhato i t must have the formula CMe,:CH*CH,*CH,*COMe (see following abstract).J. J. S. Natural Methylheptenone (Methyl Isopropylidenepropyl Ke- tone), Linalool, and Geraniol. By FERDINAND T~EMANN and FRIEDRJ CH W. SEMMTSR (Bey., 1895, 28, 2126-2137) .-From synthetical experi- ments. it has been shown (see preceding abstract) that the natural methylheptenone, which usually accompanies geranaldehyde, linalool, and geraniol in various ethereal oils, and which can readily be obtained by the gentle oxidation of one of these compounds, has the constitution CMe2:CH*CH2*CH2*COIe. The authors now show that the behnviour of the compound on oxidation supports this formula. The ketone ie oxidised in the cold with a very dilute permanganate solution, according ko Wagner's method (Abstr., 1890, 1313). By this means, the double bond is ruptured and two hydroxyl groups are added, thus forming a saturated glycol, which, in its turn, is oxidised by a mixture of chromic and sulphuric acids.The first product of the oxidation of the natural methylheptenone is a syrup, which, when further oxidised with chromic acid, yields acetone (characterised by its parabromophenylhydrasone, m. p. 94-95') and levulinic acid (cbaracterised by its phenylhydrazone). This decomposition of the ketone into levulinic acid and acetone agrees with the constitution of the ketone given above. The two aliphatic alcohols, geraniol, and linalool also yield con- siderable quantities of acetone and of levulinic acid when oxidised in a similar manner. The authors argue that linalool must therefore contain the grouping CMe2:CH*CH2*CH2*CMe:, and as it is an optically active alcohol must also contain an asymmetric carbon atom, giving the cons ti tu tion C H,*CMe: CH*C H2*C H2*CMe (0 H)*CH: C €I2. Geraniol, on the other hand, i8 an optically inactive primary alcohol, and hence has the formula CH,*CMe:CH*CH2*CH2*CMe:CH*CH2*OH.The authors consider that the alcohols, lavendol, nerolol, aurantiol, licareol, &c., are mostly mixtures of geraniol, and dextro- or laevo- linaiool, with small quantities of other alcohols, which give them their characteristic odours. Gemnaldehyde, which is the aldehyde corresponding with the primary alcohol geraniol, has the constitution C H,*CMe:CH*C H2*CH,*CMe:CH*CH0.ORGANIC CHEMISTRY. 647 A mixture of several isomeric compounds is obtained when the aldehyde is treated witlh semica.rbazide.The authors have isolated a carbazone which melts a t 130--135O, whereas Wallach gives the belting points of the geranaldehyde carbazones as 150' and 160". Geranaldehyde is readily converted into cymene by the action of potassium hydrogen sulphate, hydriodic acid, acetic acid, &c., the condensation being preceded by a displacement of ths double bonds. The authors criticise some of the conclusions drawn by Barbier and Bouveault (Abstr., 1894, i, 401) from the oxidation of geranaldehyde and its derivatives in strongly acid solution. They point out that qeranaldehyde derivatives are readily converted into terpin deriva- fives by the action of acids. a-Diketones. By LUDWIG CLAWEN (J. pr. Chenz., 1895, [2], 52, 76-77).-The author agrees with Fileti and Ponzio's conclusion (this vol., i, 499) that the isonitrosoketones, prepared by Manasse and himself from the ketones CH3*CO*CH2*R, have the constitution CH,*COC(NOH)*R, and not NOH:CK*CO*CH,*R, as he at first suggested.It is curious that amylic nitrite should attack the CH, group, for ethylic acetate attacks the CH, group, the compound CH2Ac*CO*CH2*R being formed. The Aldol of Diacetyl. By HANS v. PEcHhrANN aud EDGAR WEDE- KIND (Ber., 1895, 28, 1845--1847).-The substance previously described as dimethylquinogen, COMe*CO*CH:CMe*COMe (Abstr., 1888, S l l ) , contains 1 mol. of water more than is indicated by the above formula, and is the aldol of diacetyl, COMe-C0.CH2*CMe( OH) *COMe. It is a thick, odourless, colourless oil, and boils unchanged at 128' under a pressure of 18 mm.I t is converted by alkalis into para- xyloquinone, but i t has not yet been found possible t o convert it into dimethylquinogen. The " trihydrazone " is most probably a substi- tuted pyrazoline of the constitution J. J. S. C. F. B. CH2* fl*CMe:N*NHPh NPh*N A. H. NHPh*N:CMe*CMe < Constitutional relations of Ricinoleic and Olei'c acids. By OTTO BEHREKD (Be?., 1895, 28. 22443-2250) .-When the ethylic chloroketostearate of Goldsobel (this vol.. i, 81) is treated with sodium amalgam, an unsaturated acid, C,8H9203, which melts at 5 $ O , is formed. This is either 9-keto-11 : 12-oleic acid or 9-keto-12 : 13-ole'ic acid. Chloroketosteal-ic acid (m. p. 64O) yields the same unsaturated acid when similarly treated.When a boiling acetic acid solution of the chlorketostearic acid is treated with zinc and a littole hydro- chloric acid, it yields stearolic acid, CleH3202, thus losing the elements o€ water besides having hydrogen substituted for the chlorine. Ketostearic acid does not give stearolic acid under similar treatment. The following formula agree with the above reactione.648 ABSTRACTS OF OHEMICAL PAPERS. Ke t ost earic acid = CH3* [ C H2] C 0 [ C H,],. C 0 0 3. Stearolic acid = CH3f CH2],*CiC*[CH2],*C0OH. Hydroxyketostearic acid = Cliloroketostearic acid, CH,*[CH,]5~CHC1*CH2.CH,.C0.[ CH,],-COOH, CH3*[CH2]5*CH(OH)*CH2*CH,*CO*[CH2],*COOH. J. J. S. Methenic and Methinic acids : Ethereal Cyanacetoace- tates. By ALBIN HALLER (Compt. rend., 1895,120, 119.3-1197).- The author proposes the term methenic acids to denote compounds which contain the group CE€,Rit', and ,methilaic acids to denote those which contain the group CHRR'R", all the radicles in both cases being electronegative. Compounds containing the group NHBR' might be called imidic acids.This classification into methenic and methinic acids is, however, based on a static view of their constitu- tion, whereas many of the compounds which contain these groups seem to be tautomeric. Briihl and Perkin regard the compounds CH,Ac*COOR and CO( CH2*COOR)2 as ethereal ketonic derivatives whilst acetylacetone and the ethereal salts of diacetylacetic and acetyl- malonic acids are regarded as unsaturated molecules in which the ketonic function is converted into an enolic functioii (Abstr., 1894, ii, 433).According to Claisen, the introduction of new negative radicles into the groups CH2 and CH, increases the tendency to become enolic, whilst the substitution of positive radicles has the opposite effect. When the ethereal salts of acetocyanacetic acid and its homo- logues (Abstr., 1888,81e) are brought into contact with phenylhydra- zine, they either combine with two molecular proportions of it, or yield acetylphenylhydrazine and its homologues, according to the temperature at which the action takes place. The first reaction can only be explained by assuming that the alkylic cyanacetoacetates have the constitution R*CH:C(OH)*CE(CN)*COOR, analogous to that attributed by Briihl to ethylic acetylmalonate, their acid functions being due to the presence of the group *CH(CN)*COOR and the enolic group.The compounds with phenylhydrazine will then have the constitution R* CHIC (OH) *C (CN) (CO OR) *N2H4Ph,N2H3P h. The second reaction, which takes place when the substances are heated, is represented by the equation NHPh*NH, + R*CH:C( OH)*CH( CN) GOOR - - - = NHPh*NHnCO*CH,R+ CH,(CN)COOR. The compounds with phenylhydrazine are readily obtained by direct combination in presence of ether, and considerable heat is developed by the action. They crystallise readily, bnt are some- what unstable, becoming yellow when exposed to light, and are decomposed by ordinary solvents. The compound with methylic cyanacetoacetate crystallises in plates which melt a t 87' ; with ethy lic cyanacetoacetate, white plates melting at 86' ; with ethylic cyanopi-0- pionylacetnte, plates which melt at 87' ; with ethylic cyanobutyrylacetate, plates which melt at 85" ; with ethylic cyanisobutyrylcccetate, slenderORGANIC OEEMISTRY.649 needles melting at 67". With ethylic cyanisovaleroacetate the product melts at 65', and with the methylic salt at 76.5". All these compounds, when heated, yield the corresponding homo- logue of acetSlphenylhydrazine. Rtcty?.ylph~nylh~/da~ine forms flattened needles which melt at 104', and are soluble in boiling water and ordinary solvents. Tsobutyryl- phenylhydrazine forms white plates melting at 143'. Isovalery Zphenyl- h?/dmzine forms transparent, rhombic tables which melt at 112'. C. H. B. Electrical Conductivity of some p-Ketonic Ethereal Salts.By J. GUINCHANT (Compt. rend., 1895, 120, 1220--1223).-For acetylacetone, by Kohlrausch's method, k = 0.00015 at 25'. Methylic and ethylic acetoacetates, methjlic malonate, and methylic cganace- tate, malononitrile, methylic acetylmalonate, and ethylic diacetoacetate show conductivities which are somewhat feeble, but tend to increase with time, especially in the case of the last two compounds, prob- ably owing to interaction with water. It is especially noteworthy that the only compounds which show any decided conductivity are those which are regarded by Briihl and by Perkin as containing the group C*OH, which is found in the carboxylic acids, phenols, normal cyanic acid, a-hydroxyquinoline, &c. Ethylic ricetoacetate and ethylic malonate, which contain the ketonic group, are practi- cally non-conductors.The sodium salts of the cyaaomethenic acids (preceding abstract), on the other hand, show a normal conductivity, and, like acetyl- acetone, obey Ostwald's law (k = const.) as closely as could be ex- pected, having regard to the fact that the compounds have both an acidic and an ethereal function. In those cases where the heats of neutralisation have been determined, the chemical activity de- duced from the thormochemical results agrees with that deduced from the conductivity. As a rule, in series of homologous acids, the value of k, and con- sequently the chemical activity, diminishes as the atomic weight increases. C. H. B. Preparation and Conductivity of Alkylic Cyanomethinates. By J. GUINCHANT (Compt. rend., 1895, 121, 71-73 ; compare pre- ceding abstract) .-The compounds described were prepared by Hal.ler's method of acting on an alkylic sodiocyanacetate with an acid chloride. Methylic cyanopropionylacetate forms crystals which melt at 39-40'; it boils at 130' under a pressure of 43 mm. Methylic cyanobutyrylacetate crystallises in needles melting at Oo, and boils at 135.5' under a pressure bf 25 mm.; the isobutyryl compound forms octahedral crystals melting at 36-37', and boils at 139' under a pressure of 48 mm. PropyZic cyanwetoacetate melts at 35-36' and boils at 153' under a pressure of 25 mm.; the isobutylic salt does not crystallive at - 15O, and boils at 142' under a pressure of 32 mm. ; the amylic salt does not crystallise at -15', and boils at 268' under a pressure of 46 mm.All these compounds give a red coloration with ferric chloride solution, and form insoluble cnpric salts; they displace acetic acid from its zinc and silver salts and form VOL. LXVIIT. i. 2 z650 ABSTRACTS OF CHEMICAL PAPERS. white precipitates insoluble in acetic acid. The sodium salts crys- tallise as hydrates; the anhydrous salts a1.e more deliquescent the higher their atomic weights. The conductivity of solutions of these ethereal salts indicates that they are monobasic acids. The difference p 1024 -p 32 varies from 10 to 12; the value of p M is 351-352, and the value of k varies between 0.50 and 0.73. The conductivity decreases slowly with time, probably in conse- quence of the decomposition of the ethereal salt by water. The conductivity of the alkylic cyanomethenates diminishes as the mole- cular weight increases in the first three terms, but rises in the case of isobutylic cyanacetoacetate.Ostwald observed a similar change at the fourth term in the acids of the acetic series. C. H. B. Idonic acid, Idose, Iditol, and Idosaccharic acid. By ENIL FISCHER and IRVING WETHERBEE FAY (Ber., 1895,28, 19'75-1983) .- These names are used t o denote the last remaining members of the group of substances isomeric with mannitol and its derivatives, I-idose being itself OH*CH,-C--C -C- C GHO. 1-Idonic acid is prepared from xylose by means of hydrocyanic acid, in the same way as I-gulonic acid (Abstr., 1891, 6677, the mixture being allowed to remain 6-10, instead of 2, days. A mixture of I-idonic and I-gulonic acids is obtained, and these are separated by means of their brucine salts, which are solnble in 200 and 50 parts respectively of rnethylic alcohol, and melt and decompose at 180-185" (corr.185-190') and 155-158'. These two acids can be converted each into the other by heating with pyridine and water at 140'. 7 ?H? QH dHIk bHh The salt, (C6HllO&Cd,CdBr2 + H20, is characteristic of I-idonic acid; the specific rotation is [aJD = -3.25 at 20". By reducing a syrupy mixture of this acid and its lactone, with 2 i per cent. sodium amalgam, 1-idose is obtained as a syrup which reduces Fehling's solution, but does not undergo fer- mentation with yeast ; its osazone is indistinguishable from gulos- azone. By further reduction, it yields 1-iditol, which was obtained as a syrup ; a derivative of this, tribenzyzideneiditol, C,HsOs(CHPh), softens at 215', and melts at 219-223' (corr.224-228"), and dissolves in 105 parts of acetone ; tribeneylidenemannitol melts at 213-217O (corr. 218-222*), and dissolves in 34.5 parts of acetone. 1-Idosaccharic acid is obtained by the oxidation of I-idonic acid with nitric acid at 50" ; it is a syrup, and forms a copper saEt, C6HeOeCu + 2H20 ; the specific rotation is greater than -100'. This acid replaces the once accepted isosaocharic acid in the group of compounds alluded to above. Optical antipodes of all the above substances can be prepared, starting from d-idmic acid, which is obtained by heating d-gulonic acid (itself prepared from saccharolactone) with pyridine and water at 1M0. These d-compounds resemble the I-modifications entirely,ORGANIC CHEMISTRY. 651 yielding salts with identical composition and melting points, and having a rotation of the same amount but of opposite sign (+).Condensation of Aromatic Aldehydes with Cyanacetamide, Malonamide, and Mtalononitrile. By R. HEUCK (Ber., 1895, 28, 2251-2255, compare Oglialoro, Abstr., 1879, 640 ; V. Meyer, Ber., 21,355 ; Carrick, Abstr., 1892,1086 ; Fiquet, Abstr., 1892,1340 ; and Bechert, Abstr., 1894, i, 488).-The author shows that cyanacetamide yields condensation products with benzaldehyde and with furf uralde- hyde according to the scheme R*CHO + CH,(CN)*CONH2 = R*CH:C(CN)-CONH, + H20 ; and that malonamide and malono- nitrile react in a similar manner. a- Cyan- p-fiLrfuryZacry Zamide, CoOH&H:C ( CN)*CONH2, is readily obtained when a mixture of furfuraldehyde is heated with cyanacet- smide in molecular proportion, first alone, and then with a small quantity of sodium ethoxide.It crysfalliaes i n yellow, glistening needles, melts at 156O, and is only sparingly soluble in cold water, benzene, or chloroform. When treated with phosphorus pentachloride, it yields furfur~ZidenemaZono?L.itrile, C,OH,*CH:C( CN),, which may also be obtained by the action of furfuraldehyde on malononitrile. It melts a t 76' and gives a blue coloration with alcoholic potash. The chloride of cyanofurfui-ylacrylic acid, obtained by the action of phosphorus pentachloride on the acid, melts at 79', and is readily soluble in ether, chloroform, benzene and hot light petroleum. When warmed with water, it is rapidly converted into the acid, with alcohol, it gives the ethylic salt, and with dry ammonia, the amide (see above).The amide, when boiled with a mixture of sulphuric acid (1 part) and water (3 parts), yields the acid; whereas, when boiled with aqueous potash, it gives a substance which is isomeric with the amide; this melts at 150°, is readily soluble in alkalis, and is reconverted into the amide when heated at 160'. Furf ury ZicEenemaZona~ntide, C40HS.C H:C (C ONH,),, which melts at 200°, is only sparingly soluble in alcohol or in water, but readily in acetic acid. a-Cyanocinnamamide, C:sH,*CH:C ( CN).CONH2, melts at 1 2 3 O , and is readily soluble in chloroform and alcohol. When treated with phos- ph oru s pent ac hlor i de, it yields benz y lid ene ma lononitrile, which may also be obtained by heating benzaldehyde and malono- nitrile with a small quantity of' sodium ethoxide.It crystallises in glistening needles which melt at 87". BenzyZidenemaZonamide, CsH5*CH:C (CONH,),, me1 ts at 189-190°, and, when treated with phosphorus pentachloride, yields the corre- sponding nitrile. J. J. S. Nitrofurfury1 Derivatives. By R. HEUCK (Ber., 1895, 28, 2256- 2258 ; compare Priebs, Abstr., 1885, 971) .-Ethylic nnitrofurfuryl cyanacrylate, N02*CaOH2*CH:C(CN)*COOEt, obtained by adding ethylic furfurglcyanncrylate to well cooled concentrated nitric acid, crystallises in yellow plates, melts at 153", and is readily soluble in alcohol, benzene, chloroform, and acetic acid. C. 1'. B. Cs'K,*CH:C (CN),, 2 g 2652 ABSTRACTS OF CHEMICAL PAPERS.Nit rof u~-ftwylcyanacwJl ic acid forms ye1 low c r p t als and decomposes at 250'. It is readily decomposed by aqueous or alcoholic alkali, bllt yields an ammonium salt when ammonia is passed into a cooled solu- tion oE the acid in absolute alcohol. The silver salt forms a yellow precipitate. Nitrofurf~~rZlZide~ae~aZo~aonitl.ile, NOz* CAOH2*CH:C (C N) 2, cryskallises i n yellow, glistening, rbombic plates, and melts at 179'. EthyZic nitrOfurfu1'?/lideiisrna,lonate melts at 108'. The author has not succeeded in reducing these compounds to the corpesponding amido-derivat ives . J. J. S. Hexachlorobenzene Paradichloride. By ~ T I E N N E BARRAL (BUZZ. 80c. Chirn., 1895, [3], 13, 418--423).-By the action of phosphorus pentachloride on a-hexachlorophenol or tetrachloroquinone, an octo- chloro-derivative of benzene is formed, whose constitution has an important bearing on that of quinone (compare this vol., i, 655).The hexachlorophenol(300 grams) is heated with phosphorus penta- chloride (215 grams) for 43 hours at 130-1135', or the tetracliloro- quinone (32 grams) with the chloride (52 grams) for three days at the same temperature, or, in presence of phosphorus trichloride, € 0 ~ half that time. The product, which solidifies on cooling, is washed with alkali and water and crystallised from benzene, the mixture of needles of hexachlorobenzene and prisms of the dichloride thus obtained being separated by hand. Hexachlorobenzene paradichloride, C6C1,, forms large, colourless, tri- clinic prisms or plates, sp. gr.= 2.0618 at l8", and melts, and to some extent snblimes, at 159-160'. It is insoluble in water, but dissolves in the usual organic solvents. By the action of heat (204') on the pure substance, or that of chlorine on its carbon tetrachloride solution in presence of antimonic chloride, it is resolved into hexa- chlorobenzene and chlorine. I t is not affected by chlorine in presence of sunlight or of iodine, but is reduced by sodium amalgam to hexa- chlorobenzene and hydrogen chloride, and is decomposed in a similar manner by proloiiged boiling with alcoholic potash, although it is stable towards aqueous potash. Hexachlorobenaene paradichloride is oxidised, completely by nitric acid, and partially by sulphuric acid, to t e trachloroqui none.The eape with which this octochlorobenzene is formed from, and converted into te trachloroquinone, leaves no doubt that its constitu- cci:cc1 tion is CC12<ccl:cc1>CC12~ PerLtachZoropheiaylic d i h yclrogen phosphate, CCI,O*PO (OH),,H,O, It forms occurs as a bye-product in both methods of preparation, colourless, transparent crystals, and melts at 224'. JN. W. Compounds of Symmetrical Trinitrobenzene. By PIETER VAN ROMBURGH (Rec. Trav. Ohim., 1895, 14, 65-70) .-Trinitroben- zene is readily separated from its unsymmetrical isomeride by meam of its additive compound with dimethylaniline ; the base is added to the alcoholic solution of the mixture, and the insoluble additive corn- pound decomposed with dilute hydrochloric acid.ORGANIC CHEMISTRY.653 Symmetrical tiainitrobenzene forms additive compounds with various nitrogen bases when mixed with them in alcoholic solution. The brzmhe compound, CsH3( N02)3rCa~H?6Nz04, forms slender, brownish-red needles, having a brilliant lustre, and me1 ts and decom- poses at 2 5 8 O , but no compounds could be obtained with strychnine, morphine, quinine, quinidine, or hjdrastine, a1 though colour changes were observed on mixing solutions of trinitrobenzene with daturine, carpaine, and code'ine. The indole compound, C6H3(N02)3,C,~,N, forms golden-yellow needles, and melts at 187" ; it is stable towards hydro- chloric acid, but is partially decomposed into its proximate consti- tuents by benzidine. The scatole compound appears to be of tbe same type; it forms slender, red needles, and melts at 183'.The pyryoline compound, CaH3(N02)3,CJNH0, forms long, very brilliant, yellow needles, and melts at 9S0, at the same time decomposing into its proximate constituents; it is very unstable, and readily loses gyrroline when dissolved in alcohol, or exposed to the air. No compounds could be formed with pyridine or quinoline, but a dark red, resinous product is formed when piperidine is heated with trinitrobenzene in alcoholic solution : the piperidine possibly acts as a reducing agent, as a similar action seems to take place with phenyl- hyd razine. The nit~odimethylmeta~henylen~edia~~tine compound, C6H,(N02)3,Na2gC6H3(N02)*N~~ez [NHz : NO, : NMez = 1 : 2 : 5 J, forms slender brick-red or crimson needles, and melts at B O O , after softeniug at 125'.The nitrotrimethylmetnphenylenecliarniize compound forms small red needles, and melts at 144". JN. w. Action of Sodium and Caustic Alkalis on Bolynitro-deriva- tives. By CORNELIUS A. LOURY DE BRUYN (Rec. Trav. Chim., 1895, 14, )39--94).-The peculiar colour changes brought about by the action of alkalis on di- and hi-nitrobenzoic acids can hardly be due, as V. Meyer supposes, to the formation of metallic substitution pro- ducts, for sodium has no action on trinitrobenzene, although this substance also yields a coloration when digested with alkali. The nucleal hydrogen of the di- and tri-nitrobenzenes and their homo- lopes is, in fact, not displaceable by sodinm, even when the hydro- gen is in the most favourable position, between two meta-nitro- groups ; any of the dinitrobenzen es, or symmetrical trinitrobenzene, or its toluene or xylene homologues, may be boiled with sodium in benzene or toluene solution for hours without undergoing any appre- ciable change.The colozcring n?atter formed by the action of alkalis on trinitro- benzene may be obtained in red crystals, having a green, metallic lustre, by adding cold, concentrated, aqueous potash t.0 a methylic alcohol solution of the nitro-compound. It is probably an additive compound, but is still under investigation. It is slowly decomposed by water into tetranitroazoxybenzene and potassium nitrite. The action of potash on trinitrobenzene is thus remarkably different from that of soda, by which the nitro-compound is decomposed into sodium nitrite and dinitroanisoil.JN. W.654 ABSTRACTS OF CHEMICAL PAPERS. Influence of the Methyl group on the Properties of Nitro- groups. By CORNELIUS A. LOBRT DE BRUYK (Rec. Trav. Chim., 1895, 14, 95-97) .-The action of caustic soda on symmetrical trinitro- toluene and brinitro-xylene is much niore complex than that on tri- nitrobenzene, as instead of dinitroanisoils, brown, amorphous products are formed, soluble i n water, and reprecipitated by acids and metallic salts. They are probably azoxy-compounds, formed by reduction of the nitro-compounds . A eimilar product is formed by the act,ion of alcoholic potassium cyanide on metaclinitrobenzene, and is perhaps due to a similar cause, the entrance of the cyanogen radicle into the 1 : 2 : 3-ethoxycyano- nitrobenzene which is formed, resulting from the oxidation of the metal of the cyanide and the hydrogen of the nucleus by other mole- cules of the dinit,ro-compound.I n the case of dinitrotoluene, the amorphoua reduction product is alone formed. The introduction of a methyl group 018 groups into the nitrated ring has thus tho effect in both cases of favouring the more complex reaction. JN. W. 5-Chlorodihydrometaxylene. By A. KLAGES and EMIL KNOEVE- NAGEL (Ber., 1895, 28, 2044-2048 ; compare this vol., i, 86).--The action of cold dilute nitric acid converts chlorodihydrometaxylene into dimethyl-A,-ketotetrahydrobenzene ; if, however, 30 per cent. nitric acid is employed and heated with the substance for 24 hours in a reflux apparatus, nitrochlorometaxylene and symmetrical chlorotoluic acid are formed, a polyni tro-derivat.ive and chloropicrin being produced at the same time. Nitvochlol.ometnxyEene [Me2 : NO, : C1 = I : 3 : 4 : 5, or 1 : 3 : 2 : 51, forms colourless crystals, and melts at 48-49' ; it dissolves readily in organic solvents, is volatile in an atmosphere of steam, and distils without decomposing. Symmetrical chlorotoluic acid crysta.llises from dilute alcohol, and melts at 178' ; oxidation of the feebly alkaline solution with potas- sium permanganate converts it into symmetrical chlorisophthalic acid and hydroxyisoph th alic acid.When cblorodi hydrometaxylene is slowly dissolved in ice-col d fuming nitric acid, and then allowed to remain at the ordinary tem- perature, a vigorous action takes place ; equal parts of fuming nitric acid and 15 per cent. fuming sulphuric acid are then added to the liquid, which is boiled in a reflnx apparatus for half an hour.On cooliug the acid liqnid, syrnwtetrical tra'nitrochlovo?netazyleize sepamtes in lustrous, white leaflets ; it crystallises from alcohol in white needles, and melts at 218'. When heated with alcoholic ammonia at 130°, it yields symmetrical tvilzitrometaxyla'dine, which melts at 206' ; hhis base sublimes when carefully heated, and crystallises from dilute alcohol in yellowish-brown needles. Symmetrical trinitrop7~enylamidometa- lcylene is obtained by heating trinitrochlorometaxylene with aniline a t 150' ; it crystallises from alcohol in long, lustrous, yellow needles, and melts at 175'. Chlorodihydrometaxylene is readily attacked by a cold solution of potassium permangauate, a small quantity of symmetrical chloro-ORGANIC CHEMISTRY. 655 xylene being formed.dichromate or a solution of chromic anhydride in glacial acetic acid. This result is also effected by potassium Trimethylethylbenzene. By PAUL JANNASGH and J. H. WIGNER (Bey., 1895, 28, 2027--S028) .-2 : 4 : 6-Trimethylethylbenzene, C6H,Me,Et, is best prepared by heating a mixture of 25 grams of bromomesitylene, 32 grams of ethylic iodide, 14 grams of sodium in thin shavings, and 25 C.C. of xylene at 180' in a paraffin bath. The reaction also takes place in ethereal solution at the ordinary tem- perature, but the yield is then very small. Ethyltrimethylbenzene is a fa.int aromatic-smelling liquid boiling at 212-214O ; it yields cry- stalline bromo- nitro- and sulpho-derivatives, which are being further examined.H. G. C. M. 0. F. Constitution of a-Hexachlorophenol and of Quinone. By ~ T I E K ' N E BARRAL (BUZZ. SOC. Chim., 1895, [3], 13,423-427).--a-Hexa- chlorophenol may be regarded either as a substituted ketone of the constitution CO<ccl~ccl>CClz or as a pentachlorophenol hypo- chlorite of the constitution c$&,*Oc1; but the former view is most in accord with facts. Hexachlorophenol is converted by phosphorus pentachloride into an octochlorobenzene (this vol., i, 652) and not into a hexachlorobenzene. A second hexachlorophenol is known, melting at 46", which can only be accounted for as a position isomeride, CCl'CC1 c c1 <CCl*C co~cclz>CC1. c1 Moreover, a hypochlorite would not be stable towards potash, and would not yield tetrachloroquinone on oxidation, as does a-hexachlorophenol.It is true that the hexachlorophenol does not form a bisulphite compound, but this may be explained by the lack of a common solvent for the chlorophenol and the sulphite. Similarly, the absence of a phenylhgdrazone may be explained by the fact that the chlorophenol does not contain hydrogem, and acts rather as a chlorinating agent towards the hydraaine. The conversion of a-hexachlorophenol into perchlorodioxydiphenylene and pentachloro phenol is explained equally well by either formula. ccI:ccl Since a-hexachlorophenol has the constitution CO<ccl:ccl> CC1, and its dichloro-derivative the constitution CCl~<ccl~ccl>CC12, the constitution of quinone can only be represented by Fittig's ketonic formula, CO< cHicH>CO.CH'CH The only serious argument against this formula, and in favour of Graebe's para-bond formula, was the formation of hexachlorobenzene instead of an octochlorobenaene by the action of phosphorus pentachloride on quinone, and this has now been shown to be due to the decomposition of the octochloro-compound owing to the use of an unnecessarily high temperature. Action of Zinc Chloride on Resorcinol. By EDOUARD GRIMAUX (Gompt. rend., 1895, 121, 88--100).-When resorcinol is heated for five or six hours at 135-145" with its own weight of zinc chloride, CCl'CC1 JN. W.656 ABSTRACTS OF CHEMICAL PAPERS about half of it is converted into resinous products mixed with small quantities of umbelliferone (hydroxycoumarin) melting at.255", and another compound melting at 261'. The umbelliferone can be isolated by ext>racting the product with successive small quantities of boiling water, arid the other product is obtained by treating the insoluble residue with boiling toluene. The compound which melts at 261" forms small colourless needles, insoluble i n water but soluble in most organic solvents. It is only slightly soluble in ammo&, but dissolves in potassium hydroxide solution, yielding a non-flaorescent liquid in both cases ; it gives no coloration with ferric chloride ; is decomposed when heated with zinc chloride or sulphuric a,cid, and the products show a green fluores- cence when dissolved in solutions of alkalis ; it yields no fluoresce'in with phthalic anhydride.It bas the composition C2iHl5O5, and seems to be formed from 4 mols. of resorcinol with elimination of 3H20, but i t is probable that part of the hydrogen eliminated is derived from the benzene nucleus. The resinous product insoluble in water and toluene dissolves in alkalis, and yields brown-red solutions with an intense green fluores- cence. It seems to be identical with the product obtained by Barth and Weidel by the action of hydrochloric acid on resorcinol at 180°, and erroneously described by them as resorcin ether. C. H. B. Derivatives of Elugenol. By CARL HELL (Bey., 1895, 28, 2082-2087) .--Dibromeugenol has the same phenolic character as eugenol itself, and readily yields derivatives, whilst dibromengenol dibromide cannot be converted into salts, ethers, &c.Dibromeugenol methyl ether, which was first described by Boyen (Bet-., 21, 1393), crystallises in white plates melting at 29.5'. It readily combines with bromine, forming dibromeugenoZ methyl ether dibromide, which crystallises in white, silvery plate8 melting at 65". Bromeugenol methyl ether dibromide, CBH2Br( OMe)2*C3H6Br2, is formed by the action of bromine on eugenol methyl ether, although a monobromo-compound cannot be prepared from eugenol itself. It crystallises in lustrous, white needles melting at 77". It is converted by zinc dust into bi*omeugeiaol methyl ether, which is a colourless oil boiling at 185' at 40 mm. pressure. It was found impossible to prepare a di bromo-derivative directly from eugenol methyl ether. Tribromeugenol dibromide is formed when the dibromo-compound is heated with bromine at loo", but4 has not been obtained in the pure state.The acetate crystallises in short needles or plates and melts at 137'. I'ribromeecgenol acetate is also a crystalline substance. Di- bromeugenol ethyl ethey is a light yellow oil, which solidifies in the cold to crystals melting at 20'. The acetate, prepared from dibromomethyl eugenol ether dibromide, is converted by oxidation with chromic acid into dibrmoveratric alde- hyde. The brominated ethers of eugenol are converted by alkaline per- manganate into brominated veratric acids, wbich have been made the subject of investigation. Dibromodirnethylprotocatechuic acid crystal- lises in plates and melts at 181" ; dibromomethylethylprotocatecftuic acidORGANIC CHEMISTRY.657 melts at 271-172'. future publication. A. H. By C-~RL Hmr, and B. PORTYANN (Ber., 1895, 28, 2088 - 2093).-Isoeugenol is converted by bromine into bronaisoezbgetrol tlibronzide, Oi$!!e-C6H2Br( OH)*C,H,Br,, which melts at 138-139'. If only 1 mol. of bromine be added very carefully to an ethereal solution of isoeugenol, it is possible to obtain isoeugenol dibroniide, which melts at about 86-87' but is exceedingly unstable. Isoeugenol therefore, in ils behaviour towards bromine, differs completely from eugenol, which is a t once converted into dibromeugenol dibromide. Isoeugenol methyl ether also readily combines with bromine to form the clibromide, which bas been described by Ciamician and Silber (hbsti-., 1890,966).The clibromide of the ethyl ether melts at 101-104'. The dibromides of the deriva- tives of isoeugenol are not attacked in alcoholic solution by zinc dust, whilst those of eugenol and its derivatives readily lose their bromine when treated in this way. The dibromide of isoeugenol ethyl ether readily reacts with sodium ethoxide to form a yellowish oil which boils at 177.5" (pressure = 16 mm.), and has the sp. gr. 1.039 a t 20'. This substance has the formula OMe*C6H3(OEt)*CH:CMe*OEt, and when exposed to the air or treated with dilute acids is couverted into a compound of the formula OMe*C,H,(OEt)*CH:CMe*OH, which crystallises in large tablets and melts at 56-57'. Methylisoeugenol dibromide, when treated in the same manner, yields an oil which boils at 192-193' (pressure r, 15 mm.), and is converted by dilute acids into large crjstals melting at 58-59'.This solid compound has the composition C6H,(OMe)2*CH:CMe.0H. Similar results have been obtained with the dibromides of anethoil and monobromanethojil, and will be subsequently described. These acids will be more fully described in a Derivatives of Isoeugenol. A. H. Preparation of the three Nitranilines. By E. BRUNS (Ber., 1895,28, 1954-1955) .-Aniline is dissolved in 6-8 times its weight of concentrated sulphuric acid, and the solution is kept cooled and stirred in an iron or nickel crucible while it is nitrated with the cal- culated quantity of nitric acid mixed with an equal volume of sul- phuric acid ; the temperature should not rise above 0'. The mixture is then poured on to ice and diluted with ice-cold water so long as 2-nitraniline is precipitated ; this is purified by one crystnllieation from alcohol.The filtrate is neutralised with powdered sodium carbonate ; if any resin separates at first, it is filtered off ; yellowish- brown 4-nitraniline is first precipitated, and then the 3-compound, which is pure yellow in colour. The colour change is so distinct that there is no difficulty in precipitating first the one compouDd, and then the other, after filtering off the first ; the precipitates are purified by one recrystallisation. I n t h i s way, aniline yields 10-15 per cent. of its weight of 2-nitraniline, and from 45-50 per cent. of each of the two isomerides. C. F. B. Aldoxime Salts. By HEINRICH GOLDSCHMTDT and LUDWIG R ~ D E R (Ber., 1895, 28, 2013-2020) .-The authors have examined the658 ABSTRACTS OF CHEMICAL PAPERS. lowering of the freezing point of solutions of the sodium salts of the following stereoisomeric aldoximes : syn- and anti-benzaldoxime, syn- and anti -paranisald oxi me, and syn- and anti-metani trobenzaldoxime, and, from the results obtained, it appears that, in aqueous solutions, the anti-salts undergo almost entirely electrolytic dissociation, whilst the syn-salts, in addition to the electrolytical dissociation, also show a considerable amount of hydrolytic dissociation. A further series of observations was made as to the alteration of the freezing point caused by the salts in strongly alkaline solutions, the syn-salts employed being those of benznldoxime, parmisaldoxime, metanitrobenzaldoxime, and propaldoxime, and the anti-salts those of para- and orthanisaldoxime, cuminaldoxime, and metanitrobenz- aldoxime.The anti-derivatives all behave in the same manner, the first addition causing a depression of the freezing point, but on further addition of the salt the freezing point rises and finally usually becomes higher than that of the original solution. Of the syn- aldoximes, the metanitrobenzaldoxime behaves in a similar manner, but' the others lower the freezing point in proportion to the amount of salt added. This Lehaviour of the syn-salts must be due to their hydrolytic dissociation, again showing that the sy n-aldoximes are much weaker acids than the anti-aldoximes. H. G. C. Derivatives of the Benzenediazocarboxylie acids.By ARTHUR HANTZSCH and 0. w. SCHULTZP (Be?.., 1895,28,2073--2082). -The derivatives of the benzenediazocarboxylic acids are obtained f porn the diazocyanides. The two stereoisomeric diazocyanides yield identical products, which appear t o belong t o the anti-series. Paranit~obenzenediazocarbamide, NO2*C6H4*N,*C O*NH2, is formed when nitrobenzenediazocyanide is boiled with water, and crystallises in long, ruby-red needles which melt at 183'; it may be recrystal- lised from hot water, but is only sparingly soluble in cold water. Parachlorobenzenediazocarbarnide is moderately soluble in cold water and crystallises in long, orange-coloured needles melting at 182". These amides can also be prepared by dissolving the diazocyanides in concentrated sulpharic acid, and by boiling the compounds of the diazocyanides with hydrocyanic acid, as well as the diazobenzene- carboxylic imido-ethers, with water.They are converted by alcoholic potash into the salts of the corresponding acids. Potassium parachlorobenzenediazocarboxylate, CsHaC1*Nz*COOK, forms lustrous, golden-yellow plates, It may be preserved in the dry state, bnt decomposes when moist and when its aqueous solution is heated. The salt deflagrates when heated or when placed in m1- phnric acid. The free acid is obtained as a yellow precipitate when a, solution of the salt is acidified with a mineral acid ; it decomposes very rapidly, chlorobenzene being among the products formed. Poiassium paranitrohenzenediazocarboxylate cry s tallises in brown needles. The free acid is slightly more stable than the chlorinated acid, but could not be analysed.The diazocyanides dissolve in alcohol with formation of the corre- sponding imido-ether of a, benzenediazocarboxylic acid. The ethyl- i f d o - e t h e r of nitroben~enediazocar~oxyl~~ acid,ORGANIC CHEMISTRY. 659 crystallises in orange-red needles melting at 73". The corresponding methyZiw,ido-ethey melts at 128-129". These compounds do not pro- duce any colouring matter with p-naphthol or R-salt. The methyl- imido-ether of chlorobeiazenediazocal.boxylic acid forms yellowish-brown needles melting at 69". Anti-nitrodinzobenzene cyanide reacts in a remarkable manner with p-naphthol, a yellowish-brown reduction product of the cyanide, which has the formula C7H5N402, being formed along with a compound of the formula C,,H7N02.ChZorodiazo7,enzeiaetoZyZguanidine, C 6H4Cl*N2* C (NH) *NH*C,H;, is formed by the direct union of chlorodiazobenzene cyanide with para- toluidine in alcoholic solution in presence of a few drops of aqueous soda, It forms reddish-brown crystals melting at 167". The hydro- chloride is a coloured, crystalline substance. The diazocyanides also unite with hydrogen chloride to form imidochlorides, which are exceedingly unstable. ChZorobenzenehydruzocarbamide, C,H4C1*NH*NH*CO*NH2, is obtained by the reduction of chlorobenzenediazocarbamide with alcoholic ammonium sulphide. I t forms white crystals, melts at 232", and reduces ammoniacal silver oxide. Chlorobenzeizeh?Jdrazotl~iocarbarnide, C6H,C1*NH*NH*CS*NH2, is obtained by passing hydrogen sulphide into an alcoholic solution of chlorobenzenediazocyanide and melts at 198".The compound of diazobenzene cyanide with hydrogen cyanide is converted by reduction into the imidocyanide of benzenehydrazo- carboxylic acid, which is identical with Fischer's dicyanophenyl hydrazine. A. H. Action of Diazo-compounds on Ethylic Cyanacetate. By B. MARQUARDT ( J . pr. Chem., 1895, [2], 52, 160-176; compare Abstr., 1894, i, 369) .-The salts previously described as labile forms of azocyanacetates (Abstr., 1894, i, 369) are probably correctly so described, whilst the stable forms are hydrazonecyan- acetates. The former can be converted into the latter by heating them above their melting points, or by heating them with alcohol. Ethylic metabyornophenylhydrazonecyanacetate, C6H4Br.*N2H:C (CN)*COOEt, is prepared by diazotising a solution of bromaniline in glacial acetic acid, adding ethylic cyanacetate, cooling in a freezing mixture, and adding crystalline sodium acetate.It forms yellow crystals, melts at 102", and dissolves freely in alcohol and ether, but only sparingly in benzene, chloroform, and light petroleum. By dissolving i t in alcoholic potash and adding hydrochloric acid to the solution, ethylic azobromobenzenecyanacetate, N,Ph*CH(CN)*COOEt, is precipitated ; this melts at 153O, and is converted into the phenylhydrazonecyan- acetate when heated with alcohol. The isomerides differ from each other in their solubility in benzene, the stable form (m. p. 102") being six times as soluble as the labile form. When ethylic metabromo- phenylhydrazonecyanacetate is heated with aqueous potash, it yields660 ABSTRACTS OF CHEMICAL PAPERS.bronzophenylhydrazoneacetic m i d , which melts at 167' and gives peci- pitntes with solutions of most metitllic salts. E t h y l ic d ib?*omophen ylh ydrazonecyanncetate, C6H,Brz.N2H:C(CN)*COOEt, is prepared in a similar manner from dibromaniline [NH, : Rr, = 1 : 2 : 51, but the yellow crystals obtained in this way melt at 160', and appear to be a mixture of the two isomerides, for when they are dissolved in potash, hydrochloric acid precipitates the labile form (ethylic asodibromobenzenecyanacetate), which melts at 172', whilst carbonic anhydride precipitates the stable form (the hydrazonecyan- acetate), which melts at 144'.One hundred parts of benzene dissolve 0.6943 part of the labile form and 0.1159 part of the stable form. Ethylic tribl.omop7tenylhycZrazonecyanacetate, C6HzBr3*NzH:C (CK)*COOEt, when prepared from tribromaniline (NH2 : Br, = 1 : 2 : 4 : 6 ) by the process described for the monobromo-derivative, crystallises in lustrous, golden laminq which melt at 144' and therefore contain a little of the labile isorneride. When these crystals are dissolved in potash, carbonic anhydride precipitates the hydrazonecyanacetate from the solution in crystals, which melt at 141' and dissolve to the extent of 5.103 parts in 100 parts of benzene at 15'. The labile form (ethylic n~otribro?~2obenze~~ecyanacetate) is precipitated from the potash solution by hydrochloric acid ; it melts at 134O, and dissolves to the extent of 8.858 parts in 100 parts of benzene.8 t h y lil: a-nap hthy lhy clrnzolaec yanacetate, C1,,H7* N2H: C( C N ) C 0 OF: t, is prepared fi-oiii a-naphthylamine by diazotisation and addition of ethylic cyanacetate ; i t forms yellow-brown crystals, melts at 147', and dissolves to the extent of 2-3482 parts i n 100 parts of benzene. When hydrolysod with alcoholic potash, it yields the corresponding acid, which forms dark yellow-brown crjstals and melts at 125'. Ethylic azo-a-naphthalenecyanacetate, prepared by precipitating the potash solution of the hydrazonecyanacetate with hydrochloric acid, forms brown-red crystals, melts at 105', and dissolves to the &ent of i3.5006 parts in 100 parts of berzene. JWy/lic P-iai~phthylhydrclz(~necynnacetate, as first prepared, melt's at 142', but when separated from the labile form by dissolution in potash and precipitation with carbouic anhydride, it melts at 1 4 5 O and dissolves in benzene t o the extent of 2.571 parts i n 100 parts.Hydrolysis with alcoholic potash converts it into the corresponding acid, which forms granular, yellow crystals and melts at 150'. E t h y l i c azo-t3-waphthaEenecymaacetate is precipitated from its potash solution by hydrochloric acid ; i t melts at 124' and dissolves in benzene to the extent of 5.137 parts in 100 parts. Neither iodine xn* sulphurous acid will change the labile form of ethylic tribromophenylhydrazonecyanncetate into the stable form ; but a small quantity of iodine will convert the labile form of ethylic sc-nnphthylhydrazonecyanacetate into the stable form.E't It y Zic metucarboxypheny ZlJ y drazonecy anacetate, COOH0C6H,*N2H:C (CN)*COOEt,ORGANIC CHEMISTRY. 661 was prepared by diazotising metamidobenzoic acid, adding etliglic cyanacetate, and salting out with sodium acetate ; it' forms crystals which inelf at 222'. An alcoholic solution of the salt gives precipi- t#ates with various metallic salts ; these are duly described ; the silzw- salt was nnalysed. An isomeride was not obtained. Et 11 y l i e la y d ro .T yp hen y lhyd ruz onec yaiancetatas, OH*C6H,*N,H:C(CN)COOEt, were prepared by diazot ising the corresponding amidophenols with rtmyl nitrite and hydrochloric acid, adding ethylic cyanacetate, and salting out wit'h Rodium acetate. The orthohydroxy-derivative forms dark brownish-yellow crystals and melts at 204' ; the para-delivatin crystallises in yellow needles and melts at 150' ; the meta- derivative crystalliscs in dark, red-brown needles and melts at 87'.Eth ylic sulplaophenyl~y d~azonec yana cetate, SOsH* CsHd*N?H:C (CN) C 0 OE t, prepared from diazobenzenesulphonic acid and ethylic cyanacetate, forms yellow crystals, which decompose before they melt, hut without explosion ; it dissolves freely in water and in dilute alcohol, but not in absolute alcohol, benzene, ether, 01- chloroform. A silver salt was prepared. A. G. B. Isomeric Diazo-derivatives. By HEIKRICH GOLDSCHMIDT (Bey., 1895, 28, 2020-2027).-The author has examined the depression of the freezing point in solutions of isodiazobenzene potassium and of diazobenzene sodium, a solution of the latter being obtained by the addition of diazobenxene chloride to a solution of soda of known strength and freezing point.The results obtained are analogous to those given by the salts of the syn- and anti-aldoxime salts (this vol., i, 657), and confirm Hantzsch's theory, that these diazo-deriva- fives are stereo-isomerides, similar to the aldoximes, but do not agree with Bamberger's supposition, that the former has the constitution NiNPh*OH, and the latter PhNX-ONa. In any case, the author regards the first formula as extremely improbable, as the radicle, PhgNiN, is a substituted ammonium derivative, and it, is extremely unlikely that its hydroxide would possess strcngly acid properties. In the latter portion of the papw, the author proposes a theory of the diazo-compounds which is identical with that just published by Hantzsch (this vol., i, 516), namely, that there are two structurally isomeric classes of diazo-compounds, the first containing the radicle, PhNX, and the second the true diazo-group, Ph*N:N*, and that the latter are, as Hantzvch has long maintained, capable of existing in two stereoisomeric forms.The reasoning on which these conclusions are based is practically identical with that of Hautzsch in the paper quoted. H. G. C. Action of Halogens and Thiocarbonyl Dichloride on Amid- oximes. By HANS KR~~MJIEL (Bey., 1895, 28, 2227-2233 ; compare Abstr., 1892,461).-Benzenylhydrazoximidobenzylidene hydvobrowvide separates from a concentrated solution of benzenylamidoxime in662 ABSTRACTS OF CHEMICAL PAPERS.glacial acetic acid when bromine is added in small quantities until the coloiir is no longer destroyed. It melts at 132', and when the solution, in water or alcohol, is heated alone or with acids, ammonium bromide and dibenzenylazoxime are formed. The hydrochloride is colour- less. When excess of bromine is employed in the preparation of the hydrobromide, the &bromide of this salt separates as a red powder, which melts atl 132' ; benzenylhydrazoximidobenzylidene is obtnined by treating it with ammonia, and hot alcohol converts it into dibenz- enylazoxime. Parahomobenzenylhydrazoximidoparabromobenzylidene hydyobrom- ide is a white, crystalline substance, and melts at 178'; it resembles the foregoing salt in behaviour, and when treated with bromine yields the dibromide, which is orange-yellow, and melts at 135O.Metanitroberizenylhydrazox~m~dometanitrobenzy1idene hydrobrom- ide is colourless, and melts at 158'; hot alcohol converts it into dimeta,nitrobenzeny lazoxime, which melts at 1.38'. The hydrobromide also yields the &bromide, which is yellow, and melts at 142'. Thiocar,.boizyldibenzenylamidoxime, CS( O*N:CPh*NH,),, is obtained by ad ding thiocarbonyl dichloride to a solution of benzenylamidoxime in benzene ; it melts at 96', and decomposes very readily in solution. Benzenylazon:imethiocarbinol, C PhehN> C SH, is produced when the solution of the foregoing substance in warm alkali is acidified ; i t forms white crystals, and melts at 131'. The ethyl derivative, obtained by digesting the potassium derivative with ethylic iodide, is decomposed by excms of caustic potash, yielding ethglic mercaptan.Thiocarbonyldiparahomoben~enylamidoxime is colourless, and melts at 115'. Parahomobenzenylazoximethiocarbinol crystallises in white needles, and melts at 135'. Tolyl- and Phenyl-anilidophosphonium Derivatives. By C. .A. AUGUST MICHAELIS and FRITZ KUHLMANN (Ber., 1895, 28, 2212- 2217) .-Yaratolyltrianilido~ho~honizlm chloride, C7H7*PCl(NHPh),, is prepared by heating paratolyltetrachlorophosphine and aniline hydro- chloride at about 200' ; it is purified by treatment with hydrochloric acid, crystallises in slender, colourless needles, and melts at 245". The platinochloride, [ C,H7*P(NHPh),l2PtC&, is deposited in lustrous, golden plates.The hydroxide, C7H7*P(NHPh),*OH, obtained by the action of soda on the chloride, is it colourless, crystalline, anhydrous powder, and melts at 240'. The iodide and bromide crystallise in needles melting at 235' and 238' respectively ; the nitrate is orystal- line, and melts at 180'. Ph en y 1 trianil id op hosphonizim chloride, P P h C 1 ( N H Ph) 3, is p r epaiged in a similar manner to the tolyi-derivative, which it closely resembles, and crystallises in blue tinted needles melting at 250'. The platino- chloride is deposited in golden, lustrous plates; the hydroxide is pulverulent, and melts a t 216' ; the bromide crystallises in colourless, the iodide in yellow, needles melting at 235O and 165' respectively ; the nitrute forms colourless crystals, and melts at 160'.N*O M. 0. F. J. B. T.ORGANIC CHEMISTRY. 663 Derivatives of Metahydroxgbensaldehyde. By G. WERNER (Ber., 1895, 28, 1997-2002) .-When metahydroxybenzaldehyde is boiled with anhydrous sodium phenylacetate and acetic anhydride, it undergoes condensation, yielding metahydroaystilbenecarboxylic acid, OH*CsR4*CH:CPh*COOH, which crystallises in white, silky needles melting at 142' ; its silrer salt forms concentric aggregates of needles, which become brown in the light ; its calcium, salt, (C16H1103)2Ca + 2H20, pointed needles ; its barium salt, (CI,HllO,),Ba + 3H20, well developed prisms, and the ethylic salt, Cl,Hl,03Et, feathery crystals melting at 283'. When heated at about 240°, the acid loses carbonic anhydride, forming metahydroxystilbene, OH*C6H,*CH:CHPh, which crystallises in long, thin needles melting at 280'.With sodium propionate, nieta bydroxybenzaldehyde yields the cor- responding metahydroxyphenylcrotonic acid, OH*CsH4.CH:CMe*COOH, which forms vitreous plates melting at 130' ; the silver salt, CloH,03Ag, is a thick, white precipitate, which beches pink, and finally black, on exposure to light, and the zinc salt, (CloH,03)2Zn, a white, flocculent pre- cipitate. When treated with sodiiim amalgam and water,'the acid is reduced to the corresponding metahydroxyphenylbutyric m i d , which crystallises in fascicular aggregates of spear-shaped needles melting at 63'. Attempts were made to brin,q about the condensation of meta- hydroxybenzaldehyde and succinic and malouic acids, but without success ; metethoxybenzaldehyde, however, also undergoes condensa- tion with the sodium salts of fatty acids, yielding analogous products to the hydroxy-derivative.The ethoxy-derivative may be obtained from the aldehyde, either by the action of potash and ethylic iodide, or by heating it with sodium ethylic sulphate and alkali; it is a yellowish oil, of aromatic odour, which boils at 245', and soon becomes brown. With sodium acetate and acetic anhydride, it yields ethylmetacournuric acid, OEt*CsH,*CH:CH.COO~~, which crystallises in matted needles and melts at 122'; with sodium propionate, it yields metethoxyphenylcrotonic acid, OEt*C6H4*CH:CMe.COOH, which forms long, spear-shaped crystals melting a t 80". H. G. C. By CARL T. compare Abstr., 1894, i, 335 and 526) .- Cinnamic acid dichloride is usually prepared by passing chlorine into carbon bisulphide or carbon tetrachloride containing cinnamic acid in suspension, the operation being carried on in bright sunlight ; it melts at 167-168O.A different product is obtained, however, when the following con- ditions are observed. Cinnamic acid (60 grams), suspended in car- bon tetrachloride (750 grams), is submitted to the action of a current of chlorine (31 grams), the liquid being maintained at the tempera- ture of melting ice, and carefully protected from light; after remaining under these conditions for 8-10 days, solution is com- plete, and the liquid is transferred to vacuum desiccators provided with soda-lime and paraffin. The viscons oil thus obtained is con- An Isomeric Dichloride of Cinnamic acid.LYEBERMANN and H. FINKENBEINER (Ber., 1895, 28, 2235-2247 ;664 ABSTRACTS OF CHEMICAL PAPERS. verted into the cinchonidine salt, from which the pure cinnamic acid dichboride, CgH8Cl2O2, is obtained ; it separates in beautiful, rhombic crystals from chloroform to which petroleum has been added; it melts at 84-86'. It is ver-y soluble in chloroform, carbon bisulphide, and carbon tetrachloride ; 100 parts of benzene dissolve 431 parts at, 21°, the same quantity of solvent being required by 2.3 parts of the ordinary dichloride at this temperature. The nzethylic salt is an oil which does not solidify when sown with crystals of methylic cinnn- mate dichloride (m. p. 100-101'). The isomeric cinnamic acid dichloride is dissolved by cold ammonia or soda, chlorocinnamene being formed when the liquid is heated; this decomposition is effected more readily than is the case with ordinary cinnamic acid dichloride, and an alkaline solution of potas- sium pormanganate is also attacked more rapidly, benzoic acid being produced.The removal of the halogeBfrom cinnamic acid dichloride and its isomeride, or from cinnamic dibromide and allocinnamic dibromide, results in the formation of cinnamic acid, whilst methylic cinnamate is obtained from their methylic salts, and from the methylic salt of the so-called allocinnamic acid dichloride. The following crystallographic information is included in the paper. Cinnamic acid dibrornide crystallises in colourless plates be- longing to the monosymmetric system ; a : b : c = 0.5472 : 1 : 0.4894 ; p = 88" 34.5'.Cinnamic acid dichloride (m. p. 167-168") belongs to the monoclinic system ; a : b : G = 0.3445 : 1 : 0.3485 ; p = 77" 59'. The isomeride forms rhombic crystals ; a : b : c = 0.8114 : 1 : 1.361L. The dibrornide of methylic cinnamate crystallises in monoclinic plates ; a : b : c = 0.91428 : 1 : 1.47985 ; p = 83" 1'. The dibromide of the ethylic salt is monosymmetric; a : b : c = 0.5541 : 1 : 0.8000; /3 = 88" 54'. The dichloride of methylic cinna,mate is isomorphous with the dibromide ; a : b : c = 0.88585 : 1 : 1.4278 ; /3 = 81" 23.5'. M. 0. F. Diazosulphanilic acid and its Stereoisomeric Salts. By ARTHUR HANTZSCH and D. GERILOWSKI (Ber., 1895,28, 2002-2012). -This paper contains a detailed account of the investigation of diazosulphanilic acid and its salts, some of the results of which have already been mentioned by Hantzsch, in his recent paper on diazonium compounds (this vol., i, 516).Diazosulphanilic acid has not the constitution usually assigned t o it, namely, but, like all other diazo-compounds which are stable in acid solution, is in reality a diazonium compound, having tbe constitution, and is the neutral anhydride of the diazoniunsulphonio acid. From the molecular weight in aqueous solution, it is shown that the above is the molecular formula. When diazosulphanilic acid is treatled with soda under certainORGANIC OHEMISTRY. 665 conditions of concentration and below Oo, it is converted into vC6Hi* S03Na , which forms white, N*O Na sodium szJndiazobenzenesul~~on~.te, silky needles, containing 4H20, 3+ mols.of which are evolved when i t is kept over sulphuric acid or phosphoric anhydride ; it rapidly reddens on exposure t o air, but is perfectly stable if kept over calcium chloride. Its aqueous solution has a strongly alkaline reaction ; it unites with alkaline &naphthol with great veadiness, and loses the whole of its nitrogen on warming in a current of carbonic anhydride. It also gives an intense yellow coloration with ammonia, and turns the skin orange, or dark red. When heated quickly with a small quantity of water, it is converted into the stereoisomeric sodium antidinzobeizzesze- ~C&'S03??a , already obtained by Bamberger, and ONa-N sulp hmat e, supposed by him at first to be a nitrosamine derivative; it forms nacreous plates, contains no water of crystallisation, only gives a slight coloration with @naphthol, and does not affect the skin.The conversion of the syn- into the anti-salt also takes place slowly at the ordinary temperature in aqueous solution, but the solid syn- salt may be kept man7 weeks in an exsiccator without alteration. The syn-potassium salt is obtained in the same manner as the sodium salt, and appears to be anhydrous, but gradually changes into the anti-salt, even in the solid state. Both the syn- and anti-salt lose nitrogen when boiled with water, the elimination being complete with the former, and nearly so with the latter. I n order to prove that these two salts are in reality both true diazo-compounds, the degree of dissociation and number of ions in their aqueous solutions was determined, and found to be three in both csses, whereas if either of the salts was a diazonium derivative, the number of ions must have been at least four.Both salts being therefoi-e diazo-compounds, they must be regarded as stereoiso- merides. An indirect proof of the intramolecular change which takes place in bhe formation of syndiazobenzene salts from diazosulphanilic acid is found in the action of alkalis on the latter. When slightly less than an equivalent of alkali is added to a solution of diazo- sulphanilic acid, at 0' and quite neutral, the reaction of the mixture becomes strongly alkaline, but after a time the solution gradually becomes neutral again, without any evolution of nitrogen. The first addition of alkali causes the formation of the salt still containing the free diazonium radicle, which has an alkaline reaction, but this gradually undergoes an intramolecular change into the diazo-group forming the neutral salt, ONa*N:N*C6H4*SO3Na.Conversely, if acid be added to the syn-diazo salt, ONa*N2*CsH4*S03Na, the solution becomes neutral as soon as it is completely converted into the salt, OH*N,*C6H4*SOBNa ; on the further addition of acid, the solut.ion assumes an acid reaction, but after a few minutes again becomes neutral, owing to the formation of the diazonium group, which is the only form capabie of existing for any length of time in acid solution. H. G. C. VOL. LXVIII. i. 3 a666 ABSTRACTS OF CHEMICAL PAPERS. Diphenacylacetic acid and its Reduction Products.By AUGUST PUSCH (Ber., 1895: 28, 2102-2106).-The acid obtained by Sattler (Abstr., 1893, i, 389) from chloralacetophenone by treatment wihh hot sodium carbonate solution is identical with the diphenacgl- acetic acid prepared by Rues and Paal (Ber., 19, 3147). On reduc- tion with sodium amalgain, this acid is converted into 3 : 4-dihvdroav- ., I CHz*C PkOH dipheny Ipentamethy lene-1 -carbozyZic acid, COOHCH < CH,. bPh,O 7 which crystallises in needles, and melts and decomposes at about 200°. This acid, which is insoluble in cold benzene, is accompanied by an isomeric acid, which is readily soluble in benzene, and melts a t 162-164'. This second acid is probably an allo-form of that first described. Each of these forms, when heat,ed with hydriodic acid and phosphorus, yields the same two isomeric 3 : 4-diphenylpentun?.ethyZene- carboxyZic acids.One of these crystallises in nodular aggregates, melting at 186-187', whilst the othey, which the author names the all,>-acid, is remarkably soluble in cold benzene, and melts at 150-152O. Three stereo-isomerides of the acid in question are possible, and the exact constitution of the two forms which have been obtained has not yet been ascertained. A. H. A Brominated Bye-product of the Preparation of Diphen- acylacetic acid from Bromacetophenone. By AUGUST PLSCH (Ber., 1895, 28, 2106-&2107 ; compare the foregoing abstract).-The brominated hre-product obtained in the preparation of diphenacyl- acetic acid from bromacetophenone and ethylic sodiomalonate crys- talliees in silky needles, melting at 159-160*5', and has the molecular formula, C,,H15Br0,.It appears to contain a keto-carbonyl group, but its constitution has not yet been ascertained. A. H. Condensation of Orthotoluidine with a-Diketones and with the Salts of a-Ketonic acids. By VICTOR KULISCH (Drlonafsh., 1895, 16, 351-357 ; compare Abstr., 1894, i, 552).--Renzoylbenzylide.lze- toluidine, C6H4Me*N:CPhBz, obtained on condensation of benzile with orthotoluidine, crystallises from ether in beautiful rhornbs [a : b : c = 0,45644 : 1 : 0.633581, is readily soluble in benzene, chloroform, and hot water, melts at 103-104', and is reconverted by acids into its generators. It yields an oairne, C21HlsN20, which crystallises in slender, white needles, dissolves readily in alcohol, and melts at 2 : 2'-H7~~roxyrnethylqz~inoZ~?ze, Cl,HgNO, obtained on condensation of orthotoluidine with ethylic pyruvate, crystallises from hot alcohol in slender, white needles, melts at. 203-205', has an aromatic odonr, and is only sparingly soluble in water.On distillation with zinc- dust, it yields a red oil, which boils at 239-255', has the odour of quinaldine, and gives a plstinochloride, ( CgNH6Me),,H,PtCI,, which melts at 226-230'. The bafie is therefore '1 : 2'-hydroxymethylquino- line, which forms a, platinochloride, melting a t 225-228", a szdphate, melting at 86-87", and a p'crate, melting at 95-96'. 178-NOo. G. T. 31.ORGANIC CHEMISTRY. 667 Basic Properties of the Rosanilines and their Derivatives. By AUGUSTE ROSESSYIICHL (Bull. SOC. Chim., 1895, [3], 13, 427-430).-In reply to Prud’bomme (this vol., i, 423), the author reiterates the view he has held €or the past 15 yeare as to the constitution of the rosanilines, namely, that they all contain electropositive uni- valent radicles of the type, C(C6H4*NH&, in combination with chlorine, hydroxyl, $c., and that in the dyes tbemsel~es these radicles are combined wit.h such electronegative rndicles as chlorine, the corre- sponding carbinols being colourless. The iiitroduction of sulphonic groups into the phenyl radicles has practically no effect on their basic properties. These views are in reality confirmed by Prud‘homme’s results. Jr;. W. Constitution of the Rosanilines. By XUGUSTE ROSENSTIEHL (BUZZ. SOC. Chirn., 1895, [3 1, 13, 431-433) .-Prud‘homme’s view that the rosaniline carbonates are ammonium rather than ethereal mlts is incoiisistent with the adoption of the author’s formula, CCI(C,H,*NH,),, for the hydrochloride.The fact is that the char- acter of the triphenyvlcarbinol derivatives varies over a very wide range. Triphenylchloromethnne, for example, is hydrolysed by cold water, and thus resembles the acid chlorides in character, whereas triamidotriphenylcarbinol is more basic than ammonia. But tri- phenylcnrbinol forms alkylic ethers as stable as the mixed aliphatic ethers, and is thus still distinctly alcoholic in nature, although its basic character is not sufficientlv marked to allow of the for- mation of salt8s with acids ; triamidotriphenylcarbinol, on the other hand, forms both ethers with alkylic radicles, and etherzal salts with acid radicles. Thus even the most, acid in character of the rosaniline group is distinctly alcoholic, and Prud’homme’s carbonate must be regarded as a true ethereal salt. Corallin and Rosaniline.By CARL ZuLiiowsrir (Monatsh., 1895, l6,358--403).-Dyes and other organic compounds having a phenolic character may be conveniently purified by fiecipitating their a1 ka- line solulions with carbonic anhydride. The method answers well for aurin, roseol, and their derivatives, for pnenolphthaleh, and other similarly constituted substances. Coraliin, when prepared from pure phenol, contains two dyes in addition to nurin ; these have the formulae C20H1604 and C2,H1605(? j respectively, and do not appear to be closely related to each other.Corallin thus obtained also contains two substances which are isomeric but they exhibit no tinctoyial pro- perties; they contain 1 atom more of oxygen than aurin, have the formula C1SH,404, and may be regarded as a- and p-aurin oxide respectively. When corallin is prepared from phenol containing orthocresol, in additioii to the products mentioned above, the follow- ing series of compounds may be isolated : C24RzUO4, C22H1604, C20H1604, C20H1005 ; the first of these is roseol, t<he others have not previously been isolated. On diazotisirig rosani-line which is free from the para- compound, the substances C2jH,20~ jmetbylroseol) and CZsH,,O, may be obtained. u. T. 31. Jx. W.668 ABSTRACTS OF CHEMICAL PAPERS. Theory of Dyeing. Distribution of Methylene-Blue between Water and Mercerised Cellulose.By GEORG V. GEORGIEVICS and ERNST LOWY (i&mt572., 1895, 16,345-350).-1t has been previously shown (compare Georgievics, this vol., ii, 259) that the expression - . _ _ - -. , where x expresses the measure of the affinity of the dye for the fibre, is a constant for most, if not f o r all, substantive colours. The authors find that the same expression holds good in the distribntion of methylene-blue between water, and cellulose which has been tyented with caustic soda (mercerised cellulose), and that i t is independent of t,he stmctnre of the cellulose, which may be fibroiis, or in the pnlve~wlent form as obtained on adding an acid to a solution of cellulose in ammoniacal cuprous oxide. I t appears, moreover, that the quantity of dye taken up a t different temperatures depends on the sti-uctnre of the cellulose in a definite way, and that a far-reaching analogy exists between dyeing and other absorption phenomena.G. T. M. "/-- dye remaining in bath dye taken up by fibre Isomeric Naphthalene Derivatives. B J PAUL FRIEDLAENDER (Ber., 1895,28,1946--1953) .-Witt's acetyl-1-naphthol (Abstr., 1888, 486) is shown t o bave the properties of 2-acetyl-1-naphthol ; it yields ethylic and inetlylic ethers only with difficulty. The former of tbese is a n oil boiling at about 320', and yielding a phenyZhydragone, which melts at 117". Acetyl naphthol Fields a hydrazine derivative melting at about 165". With sulphuric acid, i t yields 'L-acetyl-l-naphthol-4-sulphonic arid, the 'on~izcm salt of vhich cryfitallises with 5H20 ; this acid, when treated with dilute nitric acid, is ronverted into yellow 4 : 2-nitj.oacety7- 1-naphthol, which melts atl 157', and forms a red phenylhydrazone melting at 221".This nitro-compound is reduced by stannous chloride to 4 : 2 - a m i d o a c e t ~ l - l - ~ a ~ 7 i t ~ o l , R reddish-brown substance, of which the platinochloride and ctcetyl derivative, melting a t lo;", were pre- pared, and which, when treated with bleaching powclei-, yields yel- lowish-brown acetyliicii),htl~aquinone chlol-imide melting at 137", and, when oxidised with ferric chloride, a yellow ac~tykzaphthaquinone, which melts and deconiposes at 78". 1 : 3-Nal.7hthylnmi?ze.szrIl)ho?tic acid was prepared from the 1 : 3 : 1'- arnidodisulphonic acid by reducing the latter with sodium amalgam or heating it with 75 per cent.sulphuric acid; its barium salt crystal- lises with H2@ ; it can be hydrolysed to 1 : 3-naphtholsulphonic acid. When fused with potash, it gields yellow 1 : 3-amidonaphtho1, which decomposes at 185', yields a inonacetyl derivative melting at 179", and, when heated with strong aqueous ammonia at 150°, is converted into 1 : 3-naphthyleiaedia172ilte. This substance melts at 96', and its diaceiyl dei-ivative at 263' ; it has not been properly described before, and it is interesting as completing the list of the possible naphthylenediamines, all of which are now well characterised. C. F. B. Naphthazarin from 1 : 2 : 1' : 4'-Tetranitronaphthalene (a). By WILHELM WILL (Be?.., 1895, 28, 22362235 ; compare this vol., i, 235 and 477) .-When 2-tetranitronaphthalene is reduced with tin,ORGANIC CHEMISTRY.669 and hydrochloric acid, naphthazarin is producecl, and at the same time a substance is formed which cryst,allises in plates with a bronze lustre ; probably this compound is amidocliimicionsphthol (Ber., 1878, 11, 1661). 31. 0. F. Preparation of Anhydrous Diazo-Salts. By ENIL KSUEVI:NAG~L (Ber., 1895, 28, 2048-2060 ; compare Abstr., 1891, 54).-By means of the process already described (Zoc. cit.), the author bas prepared the following salts. The diazo-sulphates of z-iiaphthylamine and @naphthyla.mine, the diazo-chlorides of ortliotoluidiiie, a-naphthyl- amine, and /3-nayhthylamine, the diazo-nitrates of paranisidine, a-naphthylamine, and ,r3-naphthylamine, and the diazo-oxalates of aniline, paratoluidine, paranisidiue, and paraphenetidinc.Further particulars are also given regarding those salts which have already been obtained in the anhydrous state (loc. cit.). Note by Bbstl.actoi-.--Anhgdrous P-diazonnphthalene chloride was prepared by Mohlau and Berger (Ber., 1893, 26, 2000). Thionylamines of Amidazo-derivatives and of Naphthylene- diamines. By C. A. AUGUST MICHAELIS and G. ERDJIANN(B~~., 1885, 28, 2 192-2204).-Thionylparazorthoamidotoluer~e, M. 0. F. CiH,*N:N*C,H6N: so, is prepared from parazorthoaniidotoluene hydrochloride [Me : N = 1 : 2 ; NH, : Me : N = 1 : 2 : 41 and thionylic chloride, in benzene solution ; it crystallises in golden needles, melts at 89", evolves sul- phurous anhydride in moist air, is slowly decomposed when boiled with water or alcohol, more rapidly with acids, and immediately with alkalis. All these solutions colour the skin intensely yellow.The isomeric compound from parazorthoparamidotoluene hydrochloride, [Me : N = 1 : 4 ; NH, : Me : N = 1 : 2 : 41 melts at 86", and is deposited from benzene in small, steel-blue needles, from light petroleum in broad needles with a light bluish-brown lustre. In its properties, it resembles the preceding compound. Uenzeneparazonaphthylamine, NH,*Cl0H6*N:NPh [NH, : N = 1 : 41, has been previously prepared by Griess ; Bamberger and Schieffelin described the hydrochloride under this name ; it melts at 123O, and gives bluish-red solutions which become pure red with acids and yellow with alkalis. The acetyl derivative ci=ystallises in yellow plates, and melts a t 233'.The benzoyl derivative forms brownish needles melting at 201". The free base readily yields a thionyl derivative, but the hydrochloride reacts less easily ; it crystallises in dark oranagered needles, melts at 136", m c l resembles the above tolnene compounds. l'hionyl-a-riaphthylazo-a-naphthylamine, C10H7*~:N*C10H6.N:S0, yre- pared from the corresponding naphthjlnnphthylaniine, is brown and pulverulent, and melts at 156-157". Thionylohoazoparamidotoluene, [N : NSO = 1 : 21, is prepared from the amide, and is deposited in brownish-red crystals melting at, 95-105". It is somewhat unstable, and when heated at 170' (30 mm.) is resolved into the pseudoazimide, 1 4 1670 ABSTRAOTS OF CHEMICAL PAPERS.AT C,H6<x>Nc7H,, sulphur and sulphurous anhydride. This reaction indicates that orthoazamidotoluene is not a closed chain or quinojidiil compound, but has t8he ordinary open chain formula. By the interaction of thioriylic chloride and benzeneorthoa zo- P-naphthylamine, benzenepseudoaximidonaphthyleae, sulphur, sul- phnrous anhydride, a,nd, in small quantity, impure t hionylamine are N formed. Xapht haleneivseudoasiiiLidonapht~alene, C loHs <i' >N, C N -. [N : N = 1 : 2 ; N = 21, is formed, when thionJlic chloride rea,cts with p-naphthylorthoazo-P-naphthylamine ; it crystallises in colour- less needles, and melts at 186'. No thionyl derivative could be obtained. 1 : 4-Thionyl?aaphtht/lenedia~~~iize, C,OH~(N:SO),, prepared from 1 hio- nylic chloride and naplithylenediamine hydrochloride, ciytalliseq in lustreus, light-brown needles, and melts at 126' ; it is slowly decotn- posed when boiled with water or alcohol, more rapidly by the addition of acids, and immediately by alkalis.Thionylic chloride and ortho- nnpthylenediamine y ie I d naph thylpiaz thiole, C <,> N S. J. B. T. Para-substituted Derivatives of a-Naphthoic acid. By PAUL FRIEDLAENDER and J. WEISBERG (Ber., 1895, 28, 183&-1S43).-The following substances were prepared in the course of an unsuccessful attempt to obtain an anbydride of tetrahydroparamidonaphthoic acid. 1 : 4-Nitronaphthonit,.ile, prepared from ni tronaphthylamine by m eans of the diazo-reaction, crystallises in colourless needles which melt at 133' and are free from odour.The corresponding amidonaphtho~drik melts at 174', is odourless, and forms crystalline salts. The acetyl derivative forins needles melting at 189.5'. 1 : 4-Chlo~onnphthonitrile, prepared from the amido-compound by Sandmeyer's reaction, crj stal- lises in long white needles melting at 110'. nTz'troizaphtha,r2ide, NO2*ClrH6*CO*NH2, prepared by the action of hydrogen peroxide on the nitrile in the presence of alcoholic potash (Radziszewski's method), melts at 218". Both the riitrile itself and the amide are very stable to the ordinary hydrolytic reagents, but may be con- verted into the acid by boiling aqueous baryta. 1 : 4-Nitronuphthoic acid forms faintly yellow needles melting at 220' ; it is sparingly soluble in hot water., and forms soluble salts of the alkali metals.'l'he ethylic salt crystallises in yellow needles, and melts at Fi4". Amidonaphth- amide forins white needles, which melt at 175O, after previously undergoing decomposition ; i t is easily decomposed by acids with formation of napthylamine, but is converted by alcoholic potash at 130-1403 into amidomphthoic: acid. This acid is, however, best pre- pared by the reduction of iiitronaphthoic acid ; it is moderately soluble In hot water, and forms brownish needles melting at 177'. It readily decomposes when dissolved in hydrochloric acid, carbonic anhydride being evolved and naphthylamine formed when the liquid is allowed to remain. 1 : 4-Chlot.oriaphthoic acid crystallises in white needles, melting at 210'; it is iiot acted oil by ammonia at 200°, or by ammonium carbonate at 220".A. K.ORQANIC CHEMISTRY. 671 Analyses of Cotton Dyed with Alizarin. By CARL T. LIEBER- MANN and PAUL MICHAELIS (Ber., 1895, 28, 2264-2265 ; compare this vol., i, 108).-The authors give analyses of samples dyed with dark Krapp-red, dark violet, and dark claret ; the dyeing being continued, in each case, until the deepest shade was attained. It was found that the proportion of dye to mordant was considerably greater than in all previous cases, thns indicating that the whole of the mordant was dyed. J. J. S. Derivatives of Anthracene-p. sulphonic acid and Anthracyl Hydrosulphide. By WERNER HEFFTER (Ber., 1895, 28, 225s- ~264).-Anthruce~ze-~-szl~l~onic chloride, ClaH9*SOzCl, obtained by heating an intimate mixture of the sodium salt and phosphorus pentachloride with equal parts of phosphorus oxychloride and acetic acid, melts a t 1 2 2 O , and is very stable iii the presence of cold water.When oxidised with chromic acid, it yields anthra- quinouesulphonic chloride. The a&i!e, Cl~Hg*SOZNHz, melts a t 261", is insoluble iii ether, alcohol, acetic acid, and benzene, but is soluble in nitrobenzene and i n phenol. The a?zilide forms glistening plates, which melt at 201". The dimethyla?ziZide, obtained by acting on the chloride with dimethylaniline, melts at 165'. The phenyl- hytlmzide, C14H9SOzNH*NHPh, melts at 210O. Tet~abronzaiithracenes~ilp~aonic chloride is obtained by the action of brvinine vapour on the chloride; it is a, greenish-yellow powder, melts at 125O, and is readily soluble in benzene, acetic acid, and chloroform.Rodiurn teti~ubromanthraceiaesulphonate, C,,H5Br4*S03N;t + 4Hzo, is a yellow powder readily soluble in warm water. Methylic anthracenesulphoizate, prepared by Kraff t and ROOD' method (Bey., 25,2255, and 26, 2823), forms yellow plates, melts at 157O, and dissolves in alcohol, ether, and benzene to a blue fluorescent solution. The ethylic salt melts at 160'. MetF,ylic antl~raquinoiieszi~ltoiaate, C:14H702*S03Me, melts at 1B0, and is converted by water or alcohol into the acid. The corresponding etlqlic salt melts at 125'. Anthruceneszclpl2irzic acid, Cl4H9*SO2H, prepared by acting on the sulphonic chloride with zinc and water, or sodium sulphite, forms greenish plates. The silver salt is obtained as a white, flocculent p rccipit at e .p- Anthi-acyl hydroszdphidc, ClaH9*SH, may be prepared by the methods of Vogt (AnnnZeu, 119, 14't), Schiller (Bey., 10, 9391, and Miirker (Annalen, 136, 78). It crystallises from benzene in pale yellow needles, decomposes at 220°, and is odoudess. The mercuro- c h l o d e compound forms a canary-yellow precipitate, which is decom- posed by warm hydrochloric acid into the mercaptan and mercuric chloride. J. J. S. Diphenylanthrone. By ALBIN HALLER and ALFRED GUYOT (Cowapt. r e d . , 1895, 121, 102--106).-When the phthalic tetra- chloride melting at 88" is dissolved in four parts of benzene free from tliiophen, and mixed with 3.5 parts of dry aluminium chloride, the672 ABSTRACTS OF CHEMICAL PAPERS, Isothujone ......................... Carvotanacetone Carvenone ......................... Thujementhone ....................Tetrahydrocarvone .................. .................... temperature being kept at 40', it yields di~kenyZa.nthroite. With othei- proportions of aluminium chloride, phenyloxanthrnnol and anthraquinone are formed. It follows from the production of these compounds that, unless molecular transpositions are assumed to take place, the pht.halic tetrachloride me1 ting at 88" is unsymmetrical, and has the constitution CCl,*C,H,*COCl. Diphenylanthrone is also obtained by the condensation of benzene with phenyloxanthranol in presence of sulphuric acid, and is probably identical with the product, obtained by Baejer under these conditions, but uot described by him ; it is also formed by the action of benzene and aluminium chloride on pkeiu,jZoxar~thranoZ chloride.The latter is obtained by heating at 140-150' it mixture of diphenylphthalide and phosphorus pentachloride in molecular proportion, and crptallises 111 white prisms melting at 164' (uncorr.). Diphenylanthrone can also be obtained by the action of benzene and aluminium chloride on anthraquinone dichloride (dichloran th- rone). There would seem to be no doubt that its constitution is 208-209" 1 184-185" 200-201 1 153-154 179" I - 1'73--174" I 135--1M ? - 177-178 j CPh,<:::>CO. Whatever the mode of formation, it crystallises in colourless, very brilliant needles melting at 192O, insoluble i n watei. and almost insolinble in alcohol, ether, or light petroleum, but soluble in boiling benzene or glacial acetic acid.Cryometric determiiiatioiis show that its molecular weight is 346. Notwithstanding the presence of the CO-group, it combines neither with hydroxylamine nor with p hen yl hy drazine. C. H. B. Isomerism in the Terpene Series. By OTro WALLACH (Be,.., 1895, 28, 1955--1967).-The study of carvenone and isothujone has been repeated, and the results agree with those obtained earlier (Annulen, 286, 102). The ketones studied were isolated by means of their semicarbazide compounds (compare Baeyer, this vol., i, 536) ; the latter were usually obtained in two modifications with different melting points; that melting at the higher temperature being re- ferred to as the a-modification. The substances described were all obtained in a very pure state; their physical constants are enumerated below, d standing for specific gravity, nD for index of refraction, and M for molecular refraction. Semirarbazone.Meltingpoints of a. ! B- I I-- -------- I Oxime. 119-120' 92-93 9 1" 95-96' loti0ORGANIC CHEMISTRY. 673 - (Thujone ................. 'o I Carvenone ............... m-7 Isothujone ............... 6 I Dihydrocarvone. .......... I Carvotsnacetone .......... [Pulegone ................ 44 -61 46 -76 46 '76 46 '27 46 5 1 45 -84 --- ~~~~ ~~ ~ ~ Tetrahy d rocarvone (d ihy- drociwvenone) .......... .......... ............... Boiling-poin t. 800- 2 0 1 O 221-222 232-233 231-232 228-2-39 221-222 220-221O 208-209 208' 'ILD. --- 1 -4511 1 -471'7 1 '4922 1 '4793 1 -4.846 1 -4822 -- 1 '4554 1 '4471 1 -44% The calculated values of 31 are as follows (a double linking beiiig dcnoted by I=). Ketone, Alcohol, Ketone, Alcohol, Ketone, ClOHIGO.C1oH,,.OHI=. CloH1601=. C;oH1G*OH(='. CloH18O. 44- 11 45-05 45-82 46.76 46-21 Dihydrocarvone has the physical characters of an unsaturated, thujone that of a saturated, ketone. When treated with dilute sulphuric acid, they are converted into isomeric substances, carv2- none and isothujone respectively ; these have an identical physical character-that of an alcohol with two ethylene linkings, but their chemical character is that of a ketone with one ethylene linking ; an anomaly of the same kind is exhibited by pulegone. Carvenone and isothujone are converted by yeduction into the alcohols tetraliydro- carveol and thujameiitliol, C,oB2,,0, and these, on oxidation, yield tetraliydrocarvone and thujamenthone.Thujone (fanacetone) is further converted at 280" into carvotan- acetone ; this already differs from isothujone, and when it is reduced to a tetrahydi-o-derivative (alcohol), and the latter is oxidised, a sub- stance is obtained which is identical with tetrahydrocawone, and different from thujamenthone. Thujone is thus converted by beat into a different isomeride from that into which dilute sulphnric acid transforms it. C. F. B. Alcohols derived from a Dextro-rotatory Terpene, Eucalyp- tene. By G USTAVE BOUCB-~RDAT and TARDY (Compt. vend., 1895, 120, 141 7-1 420).-EucaJyp ten e, the dex t r ogy rat e t erpene of eucalyptus, has a specific rotatory power of [a]D = + 39 a t 15' ; in boiling point (156-157") acd sp. gr.(0.870 at 0" and 0.865 at 18"), it is identical with the laevogyrate terpene from the pine oil of Landes. When heated with glacial formic acid, it yields a terpilenol, C2oH1802, which has a peculiar odour of lilac, crystallises from ether in bulky crystals melting a t 33-44', boils and decomposes at about 218O, and other- wise resembles the terpilenol from the laevogyrate terpene, but its specific rotatory power [a]D = + 8 8 O . When heated with benzoic acid a t 150", eucalyptene yields a674 ABSTRACTS OF CHEMICAL PAPERS. borneol which melts and boils at about 213". Its rotatorg power [aJD = +18" 40', whilst that of the corresponding camphor is +3l0, and hence the ratio between the two is abnormal, and indicates the pre- sence of the isomeride with reversible rotatory power described by Montgolfier.In fact, k y repeated conversion into the benzoate, the specific rotatory power of the borneol can be raised to +25O 50', whilst that of the camphor formed from it remains constant at +3l0. The camphor, when oxidised with nitric acid, yields a mixture of ordinary camphoric acid, which is somewhat solublz in water, melts at 181°, and has a specific rotatory power of +44", and racemocam- phoric acid which is only slightly soluble in water, melts at 203--204O, and yields an anhydride which melts at 2.33". The borneol seems consequently to be a mixture of dextrogyrxte borneol with some normal laxgyrate borneol and the lmvogyrate borneol of Montgolfier, with variable rotatory power. The isoborneol or fenchol, C10H1402, obtained at the same time as the borneol melts at abuut 45O, boils at 198-200°, and has all the properties of the isoborneol from the lsvogyrate terpene, except that its specific rotatory power is -10" to -10" 20'.The corre- sponding. camphor is strongly dextrogyrate, liquid at 15O, and solid at Oo, and seems to be identical with the anisic camphor of Landolph or the fenchone of Wallach. The inactive encalyptene seems to be a true racemic hydrocarbon ; it yields racemic borneol, inactive camphor, racemic camphoi-ic acid melting at 203-204", and the racemic camyhoric anhydride melting at 323'. It also yields an inactive isoborneol, a liquid racemic cam- phor, and an inactive terpinol, which seems to be identical with the terpinol from terpin. C. H. B. Oxidation of Dihydrocarveol and of Limonene.By FERDI- 21 50).-By treating the t,ritiydroxyhexahydrocymene, obtained by the oxidation of dihydrocarreol (Wallach, A ? ~ n a l e ~ , 277, 151), with a mixture of chromic anhydride and sulphuric acid, the authors have obtained a substance which, from its reactions, they consider to be 3 : 1 : 6-ncetyl h y droz ymet h y 1 hezamet hglene, KAKD TIEX~NN and FRIEDRICH w. SEMMLER (Her., 1895, 28, 2141- I t is an oil which distil,? at 155-156" under a pressure of 22 mm., arid apparently yields a mixture o€ two oximes, one of which melts at 1%'. When treated with an alkaline solutiou of bromine, it gives ~rLetahyd~-oxylaezahyd~o~aratoluic acid ; this melts at 153O, decom- poses sodium carbonate, yields a sparingly soluble silver salt, and R phenylurethane derivative which melts at 193-194O.When treated with bromine at 190°, the acid is converted into a mixture of metahydroxyparatoluic acid and paratoluic acid. The authors think that these facts point to the following constitutions. Trihyclroxyhexahydrocymene from dihgdrocarveol,ORGANIC CHEMISTRY. 675 C&-- D i h y drocar veol, CHMe <CH(oH) CH*CMe:CH2. Car \-one, All these substances are optically active, and contain an asymmetric cnrboii atom. Dihydrocarvone, when treated according to Wagner's method, and then further oxidised with chromic anhydride, yields a diketone, CHMe < ~ ~ $ ~ ~ > C H * C O M e , which distils at 152-160' under ft pressure of 22 mm. It yields two isomeric dioleinzes, one of which melts at 197-198', and the other at 175-176'.The authors give constitutional formula: for the products obtained by Best (Absti-., 1894, i, 361) and by Wallach (Abstr., 1894, i, 421) on the oxidation of carvone. Hydroxyterpenylic acid has the constitu- tion Coo'CMe*CH2*oH I and the yd-lactone the eonstitution CH~-~H*CH,* COOH' FOO*C;'Me CHz* ? Oxidation experiments with lirnonene are being continued ; $he results alrwdy obtained agree with the formula for limonene given above. By FRIEDRICH W. SEMMLER (Bey., 1895, 28, 2189-2191) .-By the substitution of hydroxyl for chlo- rine, limonene hydrochloride is converted into active terpiizeol, CH- CH-CHi*CO J. J. S. Optically Active Terpineol. CH *CH OH*CMe2*CH <C,~,-,,2>CMe, wliich boils at 215', and has an odour of hawthorn blossom and lilac ; its optical activity is of the Rame sign as that of the limoiiene cleri \-a tive.J. B. T. Bromophenylhydrazone and Semicarbazone of d-Camphor. I3y FERDMAXD TIEJUNK (Bey., 1895, 28, 2291-2192) .--d-Cumphor- pa~cr.l~~o~no~henyZlzyd~uzone, C1,,H16:N.NH*CSH4Br, is prepared by the iiitemction of camphoi- and parabromophenylhydrazine in concentrated acetic acid solution, at the ordinary temperature ; it crystallises iu pale yellow plates, melts at lolo, and gradually darkens on exposure to air. The corresponding semicarbasone, CloH16:NaNH*CO*NH2, forms colonrless needles melting at 236-238'. By FERDIXAND TTEMANN (Ber., 2895, 28, 'L166--2189).-The formula: previously assigned to a number of campholenc? derivatives (this vol., i, 426) require amendmeut in respect to the position of the ethylene linking, the formule given for the a-compounds are actually those of the @series, and vice veysci.a-Campbolenonitrile is converted into /%campholenonitrile by the prolonged action of strong acids, hydriodic acid acting the most readily. d-Camphoroxime, however, may be recrystalliscd from moderately concentrated hydrochloric acid without change. J. B. T. Campholene Derivatives.676 ABSTRACTS OF CHEMICAL PAPERS. a- Cmnpholeiiamide, N Hz* C 0 CH2* C H < cH2-fiH is formed wheii the nitrile is hydrolysed by alcoholic potash or when it is fused with potassium hydroxide; it is also obtained by the dehydratiou of ammonium a-campholenate ; i t readily crystallises, melts at 130', is lzevogyrate, and is converted into p-canipholenamide by the action of mineral acids.Isoamidocamphor is formed by the action of mineral acids on either of the nitriles or amides, but when these are hydro- lysed by means of alcoholic potash, a- and p-campholenic acids are obtained ; the former is an oil, and boils a t 251-255' under atmos- pheric pressure, and at 142-144' at 10 mm. ; p-campholenic acid boils at 245O. nihydrocampholenolactone boils at about 260' ; when quite free from campholenic acids, it may be distilled under reduced pressure without decomposition, i t then crystallises, and melts a t 25-30' ; the lactone is best freed from the acids by repeatedly treat- ing it, in ethereal solution, with ammonia. Isohydroxycaniphor, CH -CH2--- C-OH, is probably formed in traces wheii the lactone is heated under reddced pressure, but only the lactone could be obtained by the interaction of isoamiclocaniphor hydroehloi-ide and sodium nitrite. Bhhal's optically active dihydrocampholeno- lactoiie, prepared from a-campholenamid e 11 y driodide, probably con- tains a-campholenic acid.Hydroxydihydrocampholenic acid may be boiled with potassium permanganate without deconiposition ; at higher temperatures, a part of the acid is oxidised to acetic acid, carbonic anhydride, &c. When a-campholenic acid is oxidised at low t,emr>eratures with the calcu- C ILIe2*C Me' \ 'CMe,CHllle' ,CH,-CO 1 ated quantity of dilute potassium permaiganate solution, x-anti- dihydroxydihydrocampholenic acid, COOH*CH2*CH< C Me2*CJI e- 0 H CH,-?H*OH CH, -70 C Me2*C HM e' are (ni. p. I44'), and pitconic acid, COGH*CH,*CH< foymed.The former is dextrogyrate, and readily yields a hydroxy- lactone ; when oxidised with chromic acid, it gives isoketocarnphoric acid (this vol., i, 4781, and when cautiously treated with nitric acid is coiiverted into isodiketocamplcoric acid, COMe*CMegC H ( CH2*C 0 0E)G 0.C OOH, the constitution of which has not yet been absolutely proved. Di- hydrocampholenolactone and a- and p-cltmpholenic acids, when carefully oxidised with chromic acid, in presence of sulphuric acid, yield hydrozydihyd~ocanzpholenolactone, CHz-- CO.0, CH/----CH,-- CH, 'CYez*CMe( OH)' melting at 144'. a-Syn~'ihydroxydihydrocu~tp~~~e~~c acid,ORGANIC CHEMISTRY. 677 melts at 91", and readily reqmerates the lactone, from which it is formed by the action of alkalis.When further oxidised with chromic acid, both hydroxydihydrocampliolenolactone and dihydro- campholenolactone yield isoketocamphoric acid, isocamphoronic acid, and terebic acid. It is the stiidy of these reactions that has led the author to revise his previous views on the position of the ethylene linking in the a- and 13-campholene derivatives (see above). p-Cam- pholenic acid, when oxidised wikli dilute solution of potassium per- manganate, yields 6-dihydrox qd ihydrocamp hol enic acid, which is optically inactive, and melts at 146', and an acid which probably has the formula COOH*C:Hz*CH<Cw .kKMe ; it boils 40-50' lowey 1 ez t hail piuonic acid, with which it is isomeric. /I-Dihydroxydihydrocam- pholenic acid, when oxidised with chromic acid, is converted into oxalic acid, and acetyldi~zet72ylb2ctyric acid, C OMe*CMe ,*C Hz*CH2*C 0 OH, wliich is crystalline, melts at 48-49', and by the action of aIkaline bromine solution yields dimcthylglutaric acid (m.p. 85') ; this, when oxidised with nitric acid, gives unsymmetrical dimethylsuc- cinic acid. %ha1 and Blaise's recent investigation of the riitrosocampholene derivatives (Compt. rend., 121, 258) is discussed. According to the author's view, nitrosocamp boleiiic acid (m. p. 134.5') and nitroso- dihydrocampholenolactiine hare the formulae CO -C Hz ,CH2-- COO C OOHC H2GH < CH: YH and CH - -CH2---1CH C! M ez* CBI e *N 0 'C Mc2*CMe (N 0)" respectively ; the ketonic acid (m. p. 126') is pyobably either stereoisomeric with pinonic wid, or formed from a cy-lactone into which a portion of the original &derivative may have been con- verted.In support of this, it is stated that dihydrocampholeno- lactone (b. p. 260°), which is certainly a &compound, yields an isomeric Iactone, which boils at P3O--S4O0, and is probably a ycompound ; both give the satrie acid when hydrolysed. The prs- ceding results are fully discrissed, and shown to be in complete agreement with the formdm for camphor, camphoric acid, and the campholenic acids given ahove, and in the previous communication. The production of campholene fi om p-campholenic acid and sodium hydroxide is probably preceded by the formation of R hydroxydi- h j drocamphol eni c acid: C 0 0 H*CH2*C (OH) < C:Me2. H2-c bHMe, HZ whi ch CH-YH, C 1Srle2-C HMe , B6hal should yield one or other of the hydrocarbons, CMe< CH':C <CMe,*CHMe.CH2-9 H This subject is nnder investigation. has objected t o the author's cattlphor forniula on the ground of its inadequacy to explain the production of I : '2 : 4-trimethylbenzene from campholic acid ; as stated in the previous commubicat,ion, t,he678 ABSTRACTS OF CHEMICAL PAPERS. conversion of terpenes into benzene derivatives is extremely ~ 0 ~ 1 - plex and preceded by the formation of intermediate. compounds, which are usually unstable. The subject will be dealt with moye fully subsequently. J. B. T. Oxidation and Nitration of Benzylidenecamphor and Bensylcamphor. By ALUIN HALLER (Compt. rend., 1895, 121, S5-.38).-When a solution of benzylidenecamphor in glacial acetic acid is heated at, 100' with fuming nitric acid, it yields a compound, C1,H,8N205, which crysta.llises in white plates melting at 183'>, only slightly soluble in hot alcohol, and soluble i u boiling benzene.It is not affected by sodium carbonate solution, and when reduced with tin and hydrochioric acid, it yields the original benzylidenecamphor. It seems to be analogous to the compound obtained by Guthrie from aniylene (AnnuZen, 116, 284, and 119, 81), or to those obtained bv Gabriel from benzylidenephthalide (Abstr:, 1 885, 902), and probabG has the constitution C,H,,< I . This view is sup- C (NO2).CHPh*NO2 0 ported by the fact that the same compound is formed when a. solu- tion of benzylidenecamphor in g.!acial acetic acid is gently heated with amylic nitrite and fuming nitric acid. The prolonged action of hot nitric acid on benzylidenecnmphor yields a mixture of camphoric and paranitrobenzoic acids.When oxidiaed 1vit.h potassium permanganate, it yields camphoric and benzoic acids. Benzylcamphor does not jield a nitro-derivative when heated with fuming nitric acid in presence of glacial acetic acid, but prolonged action of hot nitric acid converts it into caiiiphoric and paranitroben- zoic acids. with small quantities of other acids. When oxidised mith potassium pel-manganate, it yields camphoric and benzoic acids. C. H. E. Oxidation of Camphoric acid. By FWEDRICH MAHLA and FK~WINAND TIEMANN (Her., 1895, 28, 2151-2165 ; compare this vol., i, 4%).-The aut8hors mention the work of Wreden (Annulen, 163, 1:33), Roser (Abstr., 1886, 249), Bdbiano (Abstr, 1894, i, 614), Hlasiwetz and Grabowski ( A m a h , , 145, 212), Kachler (dbstr., 1874, 154), Koenigs (Abstr., 1894, i, 46), and Bredt (Abstr., 1894, i, 141 and 613).It is shown that! when d-cnmphoric acid is fused with 7; times its weight of potassium hydroxide for 20-40 miniites at a, temperature above 400°, the main products are acet8ic, isobutyric, pimelic (isopi-opylsuccinic), d-cis- and d-cistrans-camphoric acids. The authors have succeeded in separating each of these acids, and consider that the hydroxycarnphoric acid of Hlasiwetz and Grabowski is merely a mixture of the pimelic and tlie cis- and citrans-csmphoric acids. Experiments have been made by treating, with chromic acid mix- ture, mixtures of propionic and hy droxyisobutyric acids, and of lactic and isobuhyric acids, as well as mixtures of their ethereal salts, in order to dett imine whether trimethylsuccinic acid could be synthesised iindei- such conditions. As their experiments gave negative results, the authors conclude that the trimethylsuccinic acid, obtained by Bredt on oxidising camphoric acid with chromic acid mixture, is ~tORGANIC CHEMISTRY.679 simple oxidation product of the camphoric acid molecule, and is not the result of a condensation of several simpler oxidation prodn cts. They therefore agree with Bredt that, the molecules of camphoronic acid, camphoric acid and camphor must contain the grouping C.CMe2*C HMe-C. The authors also confirm Balbiano's observations on the oxidation of camphoric acid with potassium permanganate (Abstr., 1894, i, 614, and this vol., i, 552).They xaegard the acid, C8H1205, which melts at 12OC, as a ketonic dicarboxylic acid of the constitiition COOH-CHMe*CI\ilez*CO.COOH, and not as a hydroxydicarboxylic acid. It yields an oxiwze and a brornophenylhydrasone, the latter melting at 161-162'. When heated at 170-220°, the acid loses water and carbonic oxide, and is converted into trimethy lsuccinic anhydride ; when rediiced with hydriodic acid and phosphorous, it yields ibe acids C8H,,04 and CsH,,O,, which the authors represent as CHJle<Co~>CH*COOH and C 0 OH*CHMeGMe2*C H2*C 0 0 H respectively . The acid C8Hl4O4, when further oxidised, yields unsymmetyicai dimethylsuccinic acid. The acetyl, CHMe<~~~>C(OAc)*COOH, and benzoyl deriva- tives of the acid melting ah 120°, have been previously described by Balbiano.Camphoronic acid isrepreaentedas COOH-CHhle*CMe,*C H(COOH),, md the authors think that this formula, readily accounts for the decomposition of the acid into carbon, carbonic anhydride, trimethyl- succinic acid, and isobutyric acid (compare Bredt, Zoc. (it.). It is thought that all these facts point to the formula recently suggested by Tiemann (this vol., i, 428) for camphor and camphoric acid. Corresponding formuh for camphanic acid, campholactoiie, and lauronolic acid are also given. CMe J. J. S. Action of Phenylic Isocyanate on Campholic, Campho- carboxylic, and Phthalic acids. By AT,BIX BALLER (Compt. rend., 1895,120, 1326--1329).--Campholic acid, when heated with pheiiylic: isocyanate at a temperature not exceeding looo, yields campholic anhydride identical with that obt,ained by Guerbet by the action of acetic anhydride, but at 150-160° the products are (together with carbonic anhydride) aniline and campholanilide, which melts a t 90-91'.Attempts to obtain from campholic acid a phenylurethane analogous to that, of benaoyn were unsuccessful. It follows that, in its reactions with phenylic isocyanate, campholic acid resembles monocarboxylic acids siich as benzoic and toluic acids. Camphocarboxylic acid, when heated with phenylic isocyanate at 150-1 70°, yields the dianilide, C,H14( CO-NHPh),, which crystallises from chloroform in white needles melting at 228-223O, and froin boiling alcohol in elongated, bevelled lamell=; it is only slightly soluble in cold alcohol, and insoluble in light petroleum. When heated with concentrated alcoholic potash, the dianilide yield2680 ABSTRACTS OF CHEMICAL PAPERS.aiiilidocamphocarboxylic acid, NHPh*CO*C8H,r*CH2GOOH, melting at 203'. Isophthalic acid heated with phenglic isocyanate at 150-160' yields isophthalic dianilide, which crysta,llises from acetic acid in white needles melting a t about 250", but is insoluble in most other solvents. Terephthalic acid does not react with the isocyanate even at 210'. C. H. B. Vesicating Constituent of Croton Oil. By WYNDHAM R. DUNSTAN and LUCY E. boor,^ (Proc. Roy. Soc., 1895, 58, 238-240). -The authors have examined the vesicatiiig preparation known as crotonoleic acid prepared from croton oil by the method directed by Robert and Hirscheydt.The lead salt was submitted to a process of fractional precipitation by adding successive quantities of water to its soliition in alcohol ; by this meaus crotonole'ic acid was proved to be a mixture of inactive oily acids, the lead salts of which are precipitated first, and the true vesicating coiistituent ; the latter, or its lead salt, is principally contained in the last fractions, and repre- sents only n small proportion of the original material. On saponifying that part of croton oil which is soluble in strong alcohol with a mixture of lead oxide and water and fractionating an alcoholic solution of the lead salts with watey, the later fractions, which possessed the greatest vesicating power, furnished a resinous substance harving extraordinary power as a vesicant.The authors propose to call it (' croton-yesin." I t has the composition CI3Hl8O4, cannot be obtained crystalline, and does not yield any crystalline derivatives. I t is a hard, pale yellow, brittle resin, nearly insoluble in water, light petroleom, and benzene, but easily soluble in alcohol, ether, and chloroform ; when heated, it gradually softens, and is liquid at 90'. It has neither basic nor acid properties, and can be boiled with a mixture of lead oxide and water without any appreciable decomposition. It is gradually decomposed by boiling with aqueous potash and soda, and loses its vesicating power, several acids being formed, some of which are members of the acetic series. When oxidised with nitric acid, a mixtiire of acids is obtained.Since it is not saponified.by lead oxide and water, and as no glycerol could be detected among the products of its decomposition by alkalis, it is not a glyceride, and a s it does not react with hydroxylamine or phenylhydrazine 01- sodium hydrogen sulphite, it is probably neither a ketone nor an aldehyde. The authors hold the view that the con- stitution is that of a, lactoiie or anhydride of complicated structure. E. C. R. Poisonous Constituents of I' ananthe crocata" and of Cicuta virosa." By JULIUS POHL (Chem. Cent?.., 18!34, ii, 793-794 ; from Amh. exp. Pathol. Plznmn., 1894, 34, 258-267).-Fhe poisonous principle of Enanthe wocata resides mainly in the rhizome. The chief symptom is shocks of clonic cramp, which finally cause general exhaustion and death from stoppage of respiration.(Enanthotoaiw, C17H2205 or C33H42010, may be extracted from the root by alcohol; it is a dark brown, resinous substance with a peculiar odour. A fewORGANIC CHEMISTRY. 681 milligrams exhibited to a frog produced cramp closely resembling that caused by picrotoxin, and in the course of half to one hour proved fatal. C i ~ z ~ t o x i i t is similarly extracted from Ciczcta rirosa ; i t is somewhat richer in carbon than enanthotoxin is, from which it also differs in the greater ease with which i t dissolves in alkali, and the difficulty which attends attempts to solidify it by desiccation. Whether these two substances are really different compounds or differ merely from thc presence of impurities remains undecided. A. G. B.Bg ALBERT TOHL (Bey., 1895, 28,2217--8220).-1n attempting to prepare amido- thiophen by the action of secondary bases on halo'id derivatives of thiophen, i t was found that whilst the influence of a very high tem- peratlire is necessary in the case of diethylamine and bromothiophen, the latter is decomposed by piperidine at 240°, yielding a basic pro- duct which does not contain sulphur. 'Chis base, which probably has the constitution C5NHlo-CH:C:C:CH*C5NHI0, is prepared by heating iodothiophen (12 grams) with piperidine (10.5 grams) for six hours at 200" in a sealed tube ; it is a viscous oil, which gradually becomes darker and less mobile on exposure to air. When reduced by adding sodium to the solution in absolute alcohol, it yields tetranzethylerie- tZipipe,irZicZr, C,NHIo*[ CH2]&NHlo, a colourless oil which has the odour of coniine, and boils at 290--300° (uncorr.) ; tfhe platinochloride melts and decomposes a t 220".T,.i7lzeth~lZeiiedi~pe~~~ide, CjNHlo*C H2*CH2*CI12*C5NHI0, is prepared hy adcliug small quantities of tiimethylenic bromide to a boiling solution of piperkline in benzene ; it boils at 274-278' (uncorr.), and closely resembles the tetraniethylene derivative. The platinochloride melts and decomposes asbow 24Qc, the hydrochloride is hjgroscopic, and the nurochloride melts a t 188-190". Opening of the Thiophen Ring by Piperidine. M. 0. F. Disubstituted Amidacetones. By RICH. STOERXER and 0. DzrvsKI (Ber., 1895, 28, 2220-2227 ; compare this vol., i, 4i9).- When piperidylacetone (Zoc. cit.) is reduced, piperidine and isopro- uvlic alcohol are formed.by adding anhydrous hydrogen cyanide to well-cooled piperidyl- acetone, and allowing the mixture to remniii for 24 hours at the orchary temperature ; hydrolysis is effected by gently heating €he liquid with concentrated hydrochloric acid, and it is then filtered, boiled with caustic potash, neutralised, evaporated, and the residue extracted with absolnto alcohol. The substance forms white, lustrous crystals, and melts a t 234" ; it dissolves readily in water, but only sparingly in cold alcohol, and is insoluble in ether and chloroform. The copper derivative, CoHl6NO3*CuOH, is hygroscopic, dissolving in water and alcohol with great readiness, but it is insoluble i n ether and benzene ; the solution is deep blue, and becomes colourless when heated with a few chops of hydrochloric acid.The alkali derivatives were obtained iu the sj-rupy condition, and attempts to prepare alkylic YOL. LXVIII. i . 32,682 ABSTRACTS OF CHEMICAL PAPERS. salts were unsuccessful. The anzide, C5NH1,;CH,*CMe( OH)-CONH2, is formed in preparing the acid when the hydrolysis, by means of hydrochloric acid, proceeds very slowly ; it crystallises from hot water in long, white needles, and melts a t 153'. The platinocli Loride of the amide forms large crystals, and melts at 198' ; the nzcrocldoride is crystalline, and melts at 145'. Dimethylumidoacetoize, NMe2*CH2*CONe, is prepared by adding chloracetone to an aqueous, 30 per cent. solution of dimethylamine ; it is a colourless oil, miscible in every proportion with water, alcohol, and ether, and becoming brown on exposure to air.T t boils at 123'. The hydrochloride is crystalline and very hygroscopic, and the platinn- chzoride, which forms beautiful crystals, melts and decomposes at 176' ; the azcrochEoride and methiodide melt at 145-146' and 168' respec- tively. The orime crystallises from benzene in needles, and melts at 99'; when the vapour is passed through a glowing tube an oily base is produced, probably it derivative of dihydroglyoxaline. The phewylhydrazone is an oil. Diethylamidoacetone, NEtyCH,*COMe, is a colourless oil which boils at 6 4 O under a pressure of 16 mm., and at 155-156' under atnio- spheric pressure ; it rapidly becomes brown on exposure to air, and is miscible with wa-tar, alcohol, and ether.Tho 1tyd.r.ochZoride is less hygroscopic than the salt of the foregoing derivative ; the platino- chEoride is crystalline, and melts at 176' ; whilst the aurochloride is an oil, and the methiodide is hygroscopic. The oxime crystallises in flat prisms, melts at 49', and forms a crystalline plntiizochloride ; the phmylhydmzoize is an oil. Dimethylamidohydroxyisobutyric and diethylamidohydroxyiso- butyric acids have been obtained as syrups, the aqueous solutionb dissolving copper ca'rbonate with development of a deep blue colour. It-Phosphines and qx-Phosphonium Derivatives. By C. A. AUGUST &h.mAELIs and K. LUXEMBOURG (Bey., 1895, 28, 2205-2211 ; compare this vol ., i, 430).-Tr~lperidine-n-pho~h~ize, ( C5HloN),P, is prepared by the action of piperidine (20 grams) on phosphorus tri- chloride (5.4 grams) in anhydrous ethereal solution at 0' ; it is colour- less, crystalline, melts at 37-38", is siowly decomposed by water or alcohol, and more rapidly by acids ; if the acid is highly diluted and the solution cooled, a portion of the base is reprecipitated by alkali, but most of it is resolved into piperidine and phosphorus acid, thus proving that the nitrogen is directly linked to phosphorus. Tripiperidinenaethy 1-n-p~~os~hoixium hydroxide, ( C5HloN)3PMc-0 K, prepared from the iodide, is crystdline, strongly alkaline, and absorbs carbonic anhydride from the air.The chloyide and bromide are colourless and readily soluble. The platinochh-ide is at first white, but is deposited from alcohol in large, red crystals melting at 175'.The iodide crystallises in thick, colourless, cubical crystals melting a t 251-255O. The mother liquor deposits a, second crystalline com- pound which is richer in iodine, and is probably (C5HloN),P,3MeI. Attempts to prepare methylphosphinic acid from the iodide or hydroxide were unsuccessful. Tripiperidineethy I-n-phosphiizium iodide reBembles the methyl CON- M. 0. F.ORGANIC CHEMISTRY. 68 3 pound, and melts at 178-179'. The isobutyl and the bsnzyl com- pounds are crystalline; the former melts at 172", the latter is hygroscopic. The szdphide, ( C5H,,N),PX, is prepared by heating the phosphine and sulphur alone, or in presence of benzene ; it crystal- Iises from alcohol in colourless, lustrous plates, melts at 120', dissolves in concentratecl hydrochloric acid, is reprecipitated on dilution, and is also formed by the interaction of pipeyicline and phosphorus thio- chloride.J. B. T. By LUDWIG Lim- and RICHARD WOT~FFEXSTEIN (Bey., 1893, 28, 2270-22 73 ; compare Durkopf, Aimaleu, 247, 90) .-The authors have prepared copellidine by the rednction of alclehydecollidine by Ladenburg's method, and find that a considerable quantity of an isocopellidim is forniecl st the same time. The new base yields a crystalline hydrochloride which is very deliquescent, and which is much more readily soluble in acetone than the copellidine hydrochloride. The hydrobromide melts at 108-1 14O and the aurochloride at 75-85". The base itself boils at 160-165'. Both copellidines may be separated in to their optically active isomerides by cry stallisation of the tartrates.The hvo-copellidine tartrate is more soluble than the dextro- compound, whereas the dextro-isocopellicline tartrate is more soluble t h a n the lnero-salt. J. J. S. By LUDW~G LEVY (Ber., 1895, 28, 2273-2274).--When an acetone solution of copellidine is allowed to stand with a 10 per cent. solution of hydroqeu peroxide for about 10 days, it is converted into c"-anzido-c"-metltyZ- cc-eth~lvalel.aldehyne, COH*CHEt*CH,*CH,*C HXe-NH,, wh,ich distils under a pressure of 10 mm. at 111-113", bas a, specihc gravity of 0.9367 at 2 1 ', and possesses characteristic reducing properties. When warmed with zinc and liydrochloric acid, it yields copel- lidine, and wheu treated with sodium hydrogen snlphite solutioii gives cnpelZirZinen~lphoiiic acid which melts at 139'.Isoquinoline Derivatives. By ADOLPH c1 LAUS and CARL &JTZEIT ( J . pr. Chem., 1895, [2], 52, 9--22).--H?ltlyoxyisogziii~oline, C,NH,*OH [OH = 1 or 41, is best prepared from the corresponding amido-corn- pound by heating it with fuming hydrochloric acid at 275-280" for six honra ; it forms yellowish crystals melting at 130", and is identical with the substance obtained by fusing the less soluble isoquinoline- snlphonic acid (following abstract) with caustic potash. The hydro- chloride, platirLoclilovide, with 2H20, and sulphate melt,, or decompose, at '20io, 300", and '279-280' respectively ; the additive compounds with rnethy lie iodide, ethylic bromide and iodide, and benzy lie chloriJe, the three last contaiuing each 2H,O, melt at 239', i8' (%OOo), 80' (275'), and 117' (202") respectively, the numbers in brackets referring to the anhydrous substances ; by adding silver chloride, sulphate, and nitrate to the methiodide compound there were obtained a corre- sponding chloride, with 1tH20, sidphate, and nitrate me1 ting, or decomposing, when anhydrous, at 25g3, 270-280', and 172' respec- tively ; with potassium dichromate, any of the methylic compounds Stereoisomerie Copellidines.Action of Hydrogen Peroxide on Copellidine. J. J. S .684 ABSTRACTS OF CHEMICAL PAPERS. yield a brown diclwonzate ; all the other compounds crystallise in yellow needles. By treating the methiodide, ethiodide, and benzjlo- chloride with moist silver oxide, the corresponding quaternary ammonium hydroxide compounds are obtained ; these ci.yst,allise with 1, 2, and 2H20 respectively, are respectively yellow, yellow, and red i:i colour, and decompose a t 130°, 160°, and 110". By boiling the hydroxyisoquinoline with ethylic iodide and alcoholic potash, ethoxyisoqzcinoline is obtained ; this, in tbe impure state, formed a thick, brown oil; its etlriodide melts a t 170", and when heated with silver chloride, yields the correspoiiding chloride, which melts at 63'.Anzidoisoquinoline yields a metlziodide which melts a t 228" ; the c h l o d e melts at 288O, the d r u t e at 203', and the sulphate at 230'. The ethobromide melts at 257O, the ethiodide a t 216', and the benzyloclzloride, with 2H20, a t 88" (218'). These all ci-ystallise in yellow needles. When the methiodide, either of hydroxy- or amido-isoquinoline is treated with silver oxide, a quaternary ani- monium hydroxide, insoluble in ether, is formed ; if, however, caustic potash be used, instead of silver oxide, a substance is obtained which is soluble in ether, but which must yet be a quaternary base, since it yields the same hydrochloride as does the base obtained with silver oxide.This behavionr is characteristic of the derivatives of quinoline, not of those of isoquinoline. C. F. 13. Isoquinolinesulphonic acids. By ADOLPH CLAUS a d ALES. SEELEMANN (J. pr. Chem., 1895, LZ], 52, 1-8) .-When isoquinoline is heated with fuming sidphuric acid containing 50-GO per cent. of anhydride, two sulphonic acids are formed; at 11.5' the less soluble acid is formed in larger amount, a t 250-260" t.he more soluble one.Isoqz~iIzoZineszcZ~ho?zic acid, CgNH6*SO3H + H,O [SO,H = 1 or 4, formerly wrongly regarded as 3 or 21, is the less soluble acid ; it crystallises in yellowish-preen, tnonoclinic prisms [a : b : c = 0.6560 : 1 : 0.4931 ; /3 = 8? 29'1 the potas- s i u m salt, with H20, crystallises in yellow rhombic prisms [ u : b : G = 0.3063 : 1 : 0.3853 ; the sodima, anzuzo?iium, C ~ L I C Z ' Z G ~ ~ , and bariurfb salts form colourless crystals containing respectively 3H20 1H20, 2H20, and 9H20. The more solulile acid [SOsH probably = 3 or 21 was obtained, with H20, as a crystalline powder ; its bctyiicitz salt, with 6H20, as a greyish-brown, granular inass. Nitromethylisoxazolone. By MILORAD J0vr.r sCHITSC 11 (Bey., 1895, 28, 2093-2101).-The product formed by the action of con- centrated nitric acid on oximidomethylisoxazolone has most probably ? and is, therefore, m?ronzefhyt- the constitction CMe< isoxazoloiae.The sodium salt is probably derived from the hydrated acid, and has the composition CaH5NaN206 + H20. Nitromethylis- oxazolone i s completely decomposed by boiling with alkalis, carbonic anhydride, nitrous acid, acetic acid, and hydrogen cyanide being among the products of the reaction. Nit~ometl~~leth~lisox~zolone, CMe<CEt(No2),bo, obtained by the action of ethglic iodide on the C. F. 33. N-- CH (NO,) C 0' N P - 0ORQANIC CHEMISTRY. 685 silver salt, crystallises in long, silky needles, and melts at 68". It is bydrolysed in the normal way by alkalis. The phenylhydrazine salt of nitromethylisoxazolone crystallises in yellow needles, and the aniline salt is also crystalline.Nitromethylisoxazolone is converted by concentrated aqueous alkalis i n the cold into a substance which has the composition of nitracetoxime. NOH:CMe*CH,*NO2. It is a yellow oil, and yields hydroxylmnine when treated with hydrochloric acid. Bromine converts ni t~romethylisox~zolone, in aqueous solution, into w dibromo-dericatiz.e, C3H4Br2N2O3, which is also formed by the action of bromine on a chloroform solution of nitracetoxime. It crystallises in needles, and melts a t 86". When exposed to the air, it loses hydrogen bromide, a,nd is converted into a moiLobromo-deriaative, C3H,BrN2O3, which melts at 62'. A. H. Aliphatic Amidoketones. By HERMANN K ~ ~ N N E (Bw., 1895,28, 2036-2044 ; compare Abstr., 1893, i, 734) .-illethyl amidoethyl ketone hydrochZoride, COMe*CHMe*NH,,HCI, is obtained by reducing methyl isonitrosoethyl ketone with stannous chloride and hydrochloric acid; it crystallises in slender, white needles, and melts a t ill", pi~eriously becoming brown.The salt is hygroscopic, and is readi1.v soluble in alcohol ; it reduces Fehling's solution. The platinochloride melts a t 191-192'. The base combines with phenylhydrazine, forming dimethylphen~lglyoxaloeazone, which is identical with the diacetylosazone described by v. Pechmann. When the hydrochloride is heated on the water bath with potassium thiocvanate, dimethvlimid- azolyl mercaptan, GMe*"",C*fiH, is formed ;" it, crystallises from CMe-N boiling water in pale yellow needles, and blackens at 270".The base has a bitter taste, and i n a.queous solution develops a dark red colora- tion with platinum tetrachloride, and with gold chloride a blood red coloration. Oxidation with ethylic nitrite converts it into dimethyl- imidazob, CMe*NH>CH, I I which crystallises from ether in yellowish, CMe-N' quadratic plates, and melts a t Il7"; the aurochloride crystallises in yellow prisms, and melts tit 174', and the nitrate crystallises from alcohol in pale yellow needles, and melts and evolves gas at 164'. A " 1" e*NH CMe*NH Dimeth yliinidazolofie, $-' >GO, is formed when the hydro- chloride of methyl amidoethyl ketone is heated with potassium cyanate on the water bath ; it becomes brown at 210°, and begins to sublime at 280".Tetramethylpjrazine is obtained from methyl amidoethyl ketone bp successive treatment with potash and mercuric chloride ; on distilling off one half OF the liqnid, and neutralising the distillate, mercuric chloride solution precipitates the mercurochloride of tetra- methylpgrazine. Methyl amidobutyl ketone hydm9doride, COlIe*CHPr*NH2,HC1, is obtained by reducing isonitrosobutyl methyl ketone with stannous chloride and hydrochloric acid ; it crystallises in slender, white aeedles, aiid melts at 169-170". It reduces Fehling's solution when 3 b 268 6 ABSTRACTS OF CHEMICAL PAPERS. heated. plates, and melts at 16.3' ; the sodium picrate, The plahhochloride crystallises in orange-yellow, quadratic C6H,3No,C6H3N,o,,C,H~~~o,~a 4- HzO, becomes anhydrous a t loo', and melts at 118-119'.CPr .NH 8Me*NH imidazoly 1 mercap tan, CPr-N CMe-N Methylpropyl- >C*SH, or 1 1 >C*SH, is ob- tained by the action of potassium thiocyanate on methyl amidobutyl ketone ; it crystnllises from dilute alcohol in white needles, and melts at 254-255'. The solution in hydrochloric acid develops a deep red coloration with gold and platinic chlorides. On oxidation, it yields methylpropylimidazole, which was not isolated in the pure state ; the aurochloride crystallises from water in golden-yellow prisms, sin ters at 137', and melts at 138-139', and the picrate melts at 151'. Meth?yZ benzenesu~hamidobuty 1 ketone is obtained by the action of benzene- suhhochloride on methvl nmidobutvl ketone : it melts at 97.8'. I VPr-NH CMe*NH >GO, is prepared by heating Meth y lprop y limidazolon p , methyl amidobutyl ketone and potassium cyanate on the water bath ; it becomes brown at 235', and melts and decomposes at 263'.Di- rnethyldiproyylpyrazine is obtained by t,he successive action of potash and mercuric chloride on methyl amidobutyl ketone ; the aurochloride melts at 110' and the picrate at 95', sintering at 92-93'. Constitution of n-Phenylpyrazolone. By LUDWIG CLAISEN (J. pr. Clzem., 1895, [2], 52, 78--8c)).-A reply to v. R'othenburg (this pol., i, 570). M. 0. F. C. F. B. Syntheses in the Pyrazole Series. By R. V. ROTHENBURG (J. pr. Chem., 1895, [2], 52, 23-44 and 45-48).--3-PkenyZpyrazo- lone, C,H,N,O, is obtained by the condensation of hydrazine hydrate with ethylic benzoylacetate in alcoholic solution; it melts at 236'; its sodium, calcium, and silver salts were prepared, and its hydro- chloride, which melts at 196".When i t is heated with benzaldehyde, 2 atoms oE hydrogen are replaced by the group CHPh, and 4-benzyl- ' CPh>C:CHPh, is formed ; this is a red, idene-3-p helzy lp yrazol one, crystalline substance melting above 650'. When 3-phenylpyrazolone is suspended in water and treated with aqueous nitrous anhydride, a yellow or red isonitroso-derivative, C9H7N303, melting at 188' or 184', is formed ; the red silver salt of this decomposes at 242'. From this salt, ethyl, acetyll, and benzoyl derivatives may be prepared by replace- ment of the silver atom ; they are respectively red, yellow, and purple, and melt at 153", 82', and 142'. Alkaline reducing agents convert the isonitrGso-compound back again into 3-phenylpyrazolone ; acid reduc- ing agents, such as zinc dust and acetic acid, reduce it to 4-umido-3- yhenylpyrazoloiie ; this was not isolated, but its yellow benzylidene- arnido-derivative, melting at 152', was prepared by the action of benz- aldehyde, and it was oxidised by ferric chloride to a purple 3-phenyl- pyrazolonerutazonic acid, C,eB,3N,0z, decomposing a t 124'.The action NH*COORGANIC CHEMISTRY. 687 of the calculated quantity of acetic anhydride on 3-phenylpyrazolone in acetic acid solution converts it into a 1-acetyl deriwztice, which melts at 12.2' and yields a silzter salt. Excess of acetic anhydride brings about the formation of a diacetyl compound, which must, however, be a derivative of isopyrazolone, 1 : 2-diacet~Z-3-~henylisopyrazolone, ~Ac'cPh>CO ; this melts at 86', and forms no salts.3-Phenyl- pyrezolone also yields a yellow dibromo-derivative, melting at 189", and purple 4-axobenzene dericative, which melts at 207.5' and yields a yellow 1-acetyl derivative, melting at 199', and a, 1 : 2-benzylidene derivative, melting at 1.31'. 3-Phenylpyrazolone, when heated with methylic iodide and methylic alcohol, forms a 1-methyl derivative melting at 207" ; when treated in alkaline methyl alcoholic solution with rnethylic iodide, i t yields a small quantity of a 4-methyl deriva- tive, melting at 138'. 3-Phenylpyrazolone cannot be reduced in any simple manner ; excess of permanganate oxidises it to benzoic acid, but it is converted by the amount of permanganate theoretically neces- sary to oxidise it to benzoylformic acid into yellowish phenyZimido- acetic acid, NH:CPh*COOH, which melts at 59', and, when treated with phenylhydrazine acetate, yields the yellow phenylhjydrazone of henzqlforrnic acid, N2HPh*CPh*COOH, melting at 152'.Acid oxidis- iug agents, such as boiling solution of ferric chloride, convert 3-phenylpyrazolone into 3-phenylpyrazolone blue ; the two CH2 groups in two molecules being converted into the group C r C , and the two molecules thus joined together. 3-Methyl@yrazolone yields a, yellow 4-dibromo- and a purple h-azo- benzene derivative ; these melt respectively at 188' and 197". With methylic iodide and methylic alcohol, it yields 1 : 2 : 3-trimethy2isopyr- azolone; and, when treated with just enough permanganate to oxidise the methyl group to carboxyl, i t is oxidised to pyruvic acid, together with a little pyrazolone-3-carboxylic acid.3 : 4-Dirnethylpyrazolone is obtained by the action of hydrazine on ethylic methylacetoacetate, and melts a t 249'. It yields a reddish- grey 4-benzylidene derivative, the CHPh group replacing the two 4-hydrogen atoms in 2 mols. of the pyrazolone; also a 1 : 2-diacetyZ (iso), a 4-nitroso (?), and a 4-azobenzene derivative ; these melt at 12Y0, 44', 214O, and 188" respectively. It is oxidised by the amount of permanganate necessary to convert the two methyl groups iuto car- boxyl to a base melting art 225', the constitution of which was not ascer- tained. 3 : 4 : 4-Trimethylpyrazolone is obtained by the action of hydrazine on ethglic dimethylacetoacetate, and melts at 269".It yields but few derivatives, both hydrogen atoms oE the pyrazolone CH, group being now replaced by methyl. I t does, however, yield a 1-acetyl derivative, which melts at 168O, and it is oxidised by the amount of permanganate just necessary to convert the three methyl groups into carboxyl, to the same substance as was obtained in the oxidation of dimethyl- pyrazolone. Many of the experiments in the second paper have already been described (Abstr., 1894, i, 273, 344, 348, 384) .-3-Phenylpyrazole is obtained, together with much of the 5-isomeride, by the action of NAc-CO688 ABSTRACTS OF CHEMICAL PAPERS. hydrazine on benzoylaldebyde in alcoholic solntion ; i t melts at 228O. 3 : 4 : 5-Trimet7ylpyrazole is obtained b,y the action of hydrazine on methylacetylacetone ; it melts at 138-139' and boils at 234-236', and it is oxidised by alkaline permanganate to pyrasole-3 : 4 : 5-tri- carboxylic acid, which crystallises with 2H20, yields a crystallised potassium dihydrogen salt, and is converted into pyrazole when heated above 230'.5-J!tethyZp~/ruaoZine was obtained by the action of hydrazine on crotonnldehyde in alcoholic solution ; it i8 an oil boiling, with partial decomposition, at about 160'. The rest OF the paper is devoted to theoretical considerations. C. F. B. Oxidation of Tolualloxazine. By OTTO KUHLING (Bey., 1895, 28, 1968-1971) .-The acid ob tained by the oxidation of toluallox- azine with potassium permanganate (Abstr., 1894, i, 624) loses car- bonic anhydride when heated at 190' with dilute hydrochloric acid (6-7 per cent.) ; the product dissdves in alkalis, and probably has a betaine structure (I), C OOH* $-N:v*NH- Q 0 gH*N:F*NH*Q 0 CH*N:C*COO *NHs CH*N:C*CO-NH I.Alloxazine. for it does not yield an acetic derivative, and evolves only traces of ammonia when boiled with strong aqueous alkalis. It melts at 284' with evolution of gas; at 250' it loses water, and the substance formed sublimes at 320°, yielding a yellow sublimate which is aZEox- w i n e ihself. This substance melts above 310' ; it hag acid properties, and i t is very stable towards acids and alkalis; when fused with caustic alkalis, it yields ammonia and hydrogen cyanide together with other products. C. F. B. Apoquinine and its Rotatory Power.By EDUARD LIPPMANN (Bey., 1895, 28, 1971--1972).-The author traverses Hesse's state- ments (Bey., 1895, 28,1301). To get pure apoquinine, it is necessary to use dilute hydriodic, in place of hydrocbloric, acid, and to precipi- tate the iodine with silver nitrate ; ether then extracts a base which crystallises in colourless prisms contaiuing ether OF crystallisation, which is lost only slowly at 110' ; the crystals have then become yellow, and have specific rotation [ a ] D = -217.1'. As to the formation of isomerides of quinine, this is probably one of the first stages of the reaction, but the whole subject is a difficult one. Two bases, melting respectively at 170-171' and 209-21l0, have already been obtained. C. F. B. Reduction of Cinchonine. By FR.KONEK v. NORWALL (Bw., 1895, 28, 1843--1844).-The author maintains the accuracy of t.he results obtained by him in his work on cinchonine (this vol., i, 521), which has been criticised by Hesse (this vol., i, 630). A. H. Cinchonicine. By FERDINAND ROQUES (Con%@. rend., 1895, 120, 1170-11 13).-Cinchonicine, obtained from the oxalate after theORGANIC CHEMISTRY. 689 latter has been carefully purified by repeated recrystallisation, will not crystallise from its ethereal solution in presence of air, but deposits more or less oily, amorphous products, a s described by previous observers. If, however, the ethereal solution is dried by means of potassium hydroxide, and evaporated in a current of hydro- gen at a comparatively low temperature, the alkaloid separates in crystals.The best results are obtained by evaporating first at about 25' or 30', and finally a t the ordinary temperature. Cinchonicine has the composition CI9H2,N,O, and its crystals are long, amber-yellow prisms with curved faces, belonging to the tri- clinic system. It melts at 49-50', alters rapidly when exposed to air, deliquescing to a syrupr liquid, and dissolves in .the ordinary solvents, but crystallises only from ether. Its rotatory power in a 1 per cent. alcoholic solution is [a], = + 48*25', and in presence of 2 mols. HC1, [a], = +25.72'. The base liberates ammonia from nminonium chloride, and is readily precipitated by picric acid. The double cinchonicine zinc chloride, C19H22N,0,2HC1,ZnC12 + 2H20, and the analogous cadmium compound, crystallise in colourless, transparent needles ; the methochloride in colourless, anhydrous needles, which melt at 159' (corr,), and the methiodide in yellow-, anhydrous crystals, which alter somewhat readily ; the etliobroniide is similar to the methochloride, whilst the ethiodide forms a fine, yellow, anhydrous powder, which alters somewhat readily.The hydrochloride and hydrobromide have not yet been isolated. The substance described a s cinchonicine by W. v. Miller and Rohcle (this vol., i, 434), does not seem to be identical with the cinchonicine isolated by the author. . C. H. B. Alkaloids of Fumariaceae and Papaveraceae. BJ Z. A. BAT- 'I'ANDIER (Con7pt. rend., 1895, 120, 1276--1277).-The crude alkaloids from Papaveraceze, such as BOCCO~Z'CL, Hypecoztm, EschscJLoltzia, and (lZazici?inz, give with sulphuric acid a reaction very similar to that of fumnrine.The root of Boccolnin fyutescens contains fumarine identical with that obtained from Fumaria ; another alkaloid, which the author calls bocconim, and which gives a peach- blossom colour with sulphuric acid; traces of a third, which gives reactions similar to those of chelidonine ; and a large quantity of chelerythrine. 1 Fumariiie, some time after it has been precipitated, becomes only slightly soluble in water and inost organic solvents, even a t their boiling .points, but is very soluble in chloroform. Its hydrochloride crystallises in heavy, transparent needles, With cold, concentrated sulphuric acid, fumarine gives a deep violet, almost blue, coloration, changing to brownish-black on the addition of potassium dichrornste ; traces of bocconine seem to modify this coloration. Bocconiize is relatively somewhat soluble in water and most neutral solvents, and crystallises in white, nacreous, silky tufts.The hydro- chloride crystallises in similar forms. With most reagents, it gives reactions very similar to those of fumarine, but its salts are more soluble, and the colour with sulphuric acid is characteristic. Cheleyythriize is present in somewhat high proportions in the bark of Bocconia, to which it gives its red colour. When boiled with con-690 ABSTRACTS OF CHEMICAL PAPERS. centrat,ed nitric acid, the deep red solutions of chelerythrine are decolorised, b u t on addirg excess of ammonia. the liquid becomes red. Eschscholtzizn califomica grows readily in Algeria, and the juice of the root is rich in chelerythrine.GZn?cciite.-Tke glaucine described by Probst contained small quantities of fumarine : when carefully purified it gives only a very faint, greenish-blue tint with concentrated sulphuric acid. On heating, however, the deep violet compound described by Probst is always obtained. The hydrobromide and hyclriodide are the oiily glaucine salts that crystnllise readily; the latter is less soluble in water t’han the former. c. H. n. Yellow Colouring Matter of the Urine. By ARCHTHALD E. GAI:ROD (Proc. Roy. Soc., 1894, 55, 394407).--E’or previous work compare Thudichnm ( B ~ i f . iltetl. Journ., 1864, 2, 509) and Schunck (Proc. Roy. Xoc., 1867, 16, 85). Uroblin, haematoporphyrin, and, occasionally, uroerythrin occur as pigments in urine, but the quantity of each is too small to account for the yellow coloration.The author has succeeded by the following process in extracting a new colouring matter. The concentrated urine is saturated with pure ammonium sulphate, filtered, and to the filtrate absolute alcohol is added ; this causes it to separate into two layers, the upper alcoholic layer containing the pigment. The latter, purified by a tedious pro- cess, the details OP which are given in the paper, is ultimately obtained as a brown, amorphous mass. The substance thus obtained is not quite pure, but usually contains a little urea mixed with it. It is very hygroscopic, and readily solubie in moter and in rectified spirit, but less so in absolute alcohol, and quite insoluble in ethei., benzene, or chloroform.The solution shows no absorption bands, does not fluoresce when zinc chloride and ammonia are added, and is readily decolorised by nascent hydrogen. The solution, when treated with nitric acid, gave the xanthoproteic reaction. Pre- cipitates containing the bulk of the pigment were obtained with lead acetate, mercuric acetate, silver nitrate, phosphotungstic acid, and phosphomoly bdic acid, but not with mercurous acet,ate. When a colourless solutiori of uric acid is added to a solution of the pig- ment and allowed to crystallise, yellow or brown crystals are obtained which are indistinguishable from those of natural urinary sediments. The author think8 that the products obtained by Thudichum, Tich- borne, and Schunck are p~obably the same as his, on11 in a more 01’ less impure state. J. J. S. Reduction of Alkaline Copper Solutions by Protei’ds. By EU~IVSU DRWHSEL (Zeit. physiot. Chem., 1895, 21, 68-i0). - Krukenberg stated that a t the boiling temperature there is in the so- called biuret reaction of protexds a reduction of the cupric to cuprous oxide, t,he latter, however, remaining in solution. The present research shows that this reduction also occurs at the ordinary temp- rature; i t is, however, very slow and incomplete. The solutions were kept for a year before they were examined. The substances used were Witte’s peptone, and deutero-albumose. This result doesORGANIC CHEMISTRY. 691 not necessarily meail that these substances contain a carbohydrate radicle, for many substances not carbohydrates reduce Fehling'e solution. W. T). H. Mode of Combination of Sulphur in Albumin. By F. SUTKI~ (Zeit. physiol. CLenz., 1895, 20, 564--582).-The following sub- stances were tested in order to ascertain to what extent the sulphur which they contain is precipitated when they are heated in alkaline solution with lead a,cetate. The precipitation from cystine, with or without peptone, and cysteine is incomplete, and proceeds very slowly, only 60 per cent. being obtained after 9.5 hours. Hair and feathers deposit 98.8 and 98 per cent. after 9 and 25 hours respectively ; egg a1 buniin and peptone behave in a similar manner ; these compounds therefore resemble cystine. The production of a clear filtyate is no criterion of complete precipitatiou. Under similar conditions the sulphur is completely precipitated from thiocarbamide and allylthio- carbamide. Attempts mere made to isolate cystine or cyste'ine from residues obtained during the preparation of tyrosine, but witlrout FUCCBSS ; these substances are not., therefore, direct decomposition products of horn, but they may posssbly be formed in traces. The above mother liquor contained a-thiopropionio acid in rather small quantity ; this was recognised by its benzyl derivative which crystal- lises in colourless prisms, melts at 73", and is identical with the synthetical compound obtained from benzylic mercaptan and et hylic a-bromopropionate. A second substance, which has strongly acidic properties, and contains sulphur, was also isolated from the tyrosine mother liquor ; i t gives a blue coloration with ferric chloride, and a fugitive violet with copper sulphate ; it does not yield a benzyl deri- rative, and is possibly thioglycollic acid (compare following abstract) , a-Thiopropionic acid is not tt primary decomposition product of albumin. By the action of hydrogen sulphide on pyruvic acid in aqueous solution, in presence of sodium acetate, a-thiopropionic acid is formed ; pyruvic acid is also not a primary decomposition product of albumin, as it is not present in the tyrosine mother liquor. Sulphur Derivatives of Albumins and their Interrelation- ship. By EUGEK BACMAXN (Zeit. physiol. Chem., 1895,20,583-565 ; compare preceding abstract) .-The formation of a-thiopropionic acid from cysteino resembles that of hydroxyparacoumaric acid from tyro- sine. It is very probable that the ethylic sulphide, which J. J. Abel found in dog's urine, particularly after a meat diet, is poduced by the decomposition of a-tliiopropionic acid. Nencki has shown that methylic mercaptan is formed during the decomposition of nlbumiii, and should Suter's observation of the occurrence of thioglycollic acid be confinned, these would appear to be related, like ethylic mercaptan and a-thiopropionic acid. The primary t hio-decomposition product of albumin is unknown ; possibly it. may prove to be a thioaspartic acid, NH,*C(SH) (COOH)*CHn*COOH. J. B. T. J. B. T. The Behaviour of Casein in Ammoniacal Magnesium Chloride Solution. By WACLAW v. MORACZEII-SKL (Zeit. physiol.692 ABSTRACTS OF CHEMICAL PAPERS. Chew., 1895, 21, 71--78).-A solution of casei'n free from ash (casei'no- gen), when mixed with ammoniacal magnesia mixture, proceeds, after some days, to deposit sphareoliths ; these, by attention to details, described in full in the paper, can be obtained in the form of aggre- ga,tions of needles. They contain 45 per cent. of ash, and 14.98 per cent. of nitrogen. The nature of this proteid compound of magnesium is, however still uncertain. Nuclejin a1 so yields a crystalline deposit with ammoniacal magnesia mixture. W. D. H. Precipitation of Toxalbumins by Nuclei'c acid. By 31. TICHONIROFF ( Z e i t . physz'ol. Chem., 1895, 21, 90-96) .-Rich is pre- cipitable by nucleic acid. The precipitate can be redissolved, and, when tested on animals, is found to be still as poisonous as before. The same WAS found to be true for tetanus poison and diphtheria poison. The addition of nucle'ic acid to solutions of cholera poison and to cultures of streptococci, Staphylococcus aureus, and typhoid bacilli (in all cases freed from the growth of micro-organisms) produced a precipitate, which, however, was not poisonous. From putrefying beef, the precipitate was also not active ; bnt a poisonous precipitate was obtained from putrefying fish. W. I). H. Amylase. By JEAN EFFROW (Conzpt. rend., 1895, 120, 1281- 1282) .-An infusion of barley prepared a t the ordinary temperature, boiled and filtered, greatly increases the diastatic power of malt, and thus resembles aluminum and vanadium salts, aspamgine, picric acid, Stc. (Abstr., 11393, i, 187). Since, however, in all cases the sacchari- fyiiig power only is increased, whilst the liquefying power is practically unaffected, and the effect disappears in presence of such quantities of amylase as are required to produce energetic saccharifi- cation, the increase in saccharifying powel. is more apparent thau real. A comparison between the saccharifying and liquefying powers of' millts yields better results than the methods of Kjeldahl and Lindner. The substance to be examined is extracted with eight times its weight of water. The saccharifying power i8 measured by the volume of the solution required to produce in an how, at 45'. 0.25 t o 3 grams of maltose per 100 C.C. of starch paste, the experiment being made with 15d C.C. of a 1 per cent. solution of starch. The liquefying power is expressed by the volume of the solution required to liquefy in 10 minutes, a t BOO, 20 C.C. of milk of starch containing 40 parts of starch in 100. The ratio between the saccharifying and liquefying powers in good malt is 100 to 120, but in presence of sub- stances that increase the saccharifying power it may rise to 200-400. The diastase of the crude barley shows a ratio of more than 1000. The saccharifying power being equal, the value of two malts is proportional to the ratios bc tween the saccharifying and liquefying powers. C. H. B.
ISSN:0368-1769
DOI:10.1039/CA8956800633
出版商:RSC
年代:1895
数据来源: RSC
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84. |
Errata |
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Journal of the Chemical Society,
Volume 68,
Issue 1,
1895,
Page 719-720
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摘要:
ERRATA. 719 ERRATA. VOL. LVIII (AHSTR., 1890). Line 9’ fo?. ‘LCBH4Me<~~~>N0,’y read “ C,H4Me-N<~~~>N0.” 8” ,, ‘r NH2.NMe” read “ XH,-NOMe.” Page 43 721 970 1000 1440 57 442 653 1008 536 577 438 283 290 29L 201 496 17” ,, “ PIvC*NI€ ” ,, “ Yh-CH-NH.” v ’d 0 ‘( CPh CH “ CPhg.CH 12” ,, I >C.C4NH4” read I >C*C,NH,.” co-0 co-0 CO-NH,, CO-NH ,, 9’ ,, r‘ O<bH:k vead “O<cH:r; . VOL. LX (ABSTB., 1891). 10+ fw “ azoinide ” read “ azoimide.” 3* ,, (‘ ketoximes ” rend “ aldoximes.” 14* nfter “ bromonitropropane ” insert “ and zinc-methyl.” 4” for ‘r yield three ” read “ yield two.” VOL. LXIV (ABSTR., 1893). PART 11. 17* f o r “ hydrargilite ” rend “ hydrargillite.” 24 ,, “2P04CaH2 + 3H20 ” read “ 2P04CaH + 3H20.” VOL. LXVI (ABYTR., l894). PART I. PART 11. 5” for ‘‘ C3H6O2(CH2),OH ” rend “ C3H,02(CH2) -OH.” 13 fop (‘ A shows three points of transformation” read “A, like car- b uretted iron, shows three points of transformation at which there is thermal change.” 3” ,, “ observed ” read “ obscured.” 5 & 6 ,, (‘ Sapindiis, Saponaria, and Esctdentus ” rend (( Sapindrrs saponaria and S .eseulentus.” 6 ,, ” Amara” reud “ P. amarn.” 17, col. ii, f o r “Beneville, J. S . de ’’ read ‘‘Benneville, J. S . de.” .- * From bottom.720 ERRATA. VOL. LXVIII (ARSTR., 1395). 21 8; 13*. 22 7* 23 13’ 20 15 fw 22 16 ,) 22 18 )) 76 20 )) 101 3)23* )) 120 14*,12* )) 129 13* )) 17s 19* )) 267 18*,16* )) 332 15” ), 21 19 )) 335 21” ,) 402 17,6* ), 403 15* ), 408 21 ,) 508 15 ), 541 41 ,) PART I. Page Line 5 16* for ‘‘ ECKEXSTEIN ’) read ‘( EKENSTEIN.” 40 13 ., “ CPh*C(NO-C0.C7H7)*OEt )’ read “ OEt.CPIi:N.O.CO.C,H,.” 53 13 ,) “ converted into ’) read ‘‘ obtained froni.” 92 4 ), “ WILLSTATER )’ read ‘‘ WILLSTATTER.” 116 21” ), ‘( CRAMER” vead ‘‘ CRAJIER.” 281 12 ), “C.ESARIS” ,, “CESABIS.)) 334 bottom 345 19* ,, ‘‘ sulphuric acid ” rend “ nitric acid.)’ 345 18* ,, (‘ zinc dust and glacial acetic acid I) read (‘ alcoholic auzmoiiiu!u eulphide.” 368 4 f o r “ynratoluidiiteacef~)~co.ntoInidide” ,-end “ parntol~liiiiitlocrcety I- 525 18” 1 paratoluidide.” 382 5, 7 ,, “ Citron oil ’’ rend “ Lemon oil.)’ 428 11” ,) “ Dihydrocampholenolactone ’) read “ Hydroxydil~ydrocani~~~~o- 451 23* )) ‘‘ d-Yheitylacetic )) read “ d-Phenylchloracetic.” 525 9* ), ‘( Paratoluidiiteacetic acid)’ read ‘‘ Parntol~limidonre f ic crcid.” 603 12* ,) “ OSCAR )) rend “ OSKAB.)’ 659 6* ,) “ N2Ph-CH(CN).COOEt” vend (‘ C6H4Br.N,.CH(CS).COOll:t.” ,) ‘‘ ethylic para-$-dik.etoaebate ” read ‘‘ ethylic y~-niketoacbicte.” lenolactone.” P-4HT 11.20 2. 14*, 1 x 1 for Zeit. h-rpt. Mita.) 33” read “Zeit. h-ryst. X i i t . ) 23.” “E. K. DUYBLE ’) read “ E. J. DUYBLE.” (‘ titaniferous )’ read ‘‘ titanic.” :‘ 1 )) (‘ occurs )’ rea2 (( occurs a t the latter locality.” “ 3R0,8i0,,R203,Si0~ ’) read “ 3 (R0,3iOz),R2O3,Si0.,.” ‘‘ LOUGUINIXE )’ read “ LUQININ.” (‘ pancreatic ” ,) “ gastric.” “ st,ability )) read “ lability.” ‘‘ Laurium” )) “ Laurion.” “ spark discharge ” read “ silent discharge.)) “ Diazobenzenesulphonic v read “ Paradiazobenzenesul- “ GERARD ’) read “ ~ i R A R D . ” “triolite ’’ read “ troilite.” ‘‘ starch ’) )) ‘‘ starch paste.” “ of Folin Bzicco ” read “ in Folia Bucco (Buchu leaves).” (‘ rl~orlocrosite ’’ read ‘( rhodochrosite.” ‘‘ citi-on oil ’’ read “ lemon oil.)) rend “ 50-64.” phonic.” 5:6 576 3’) col. ii, )) (‘Jeans Charles Gallissard” read “Jean Charles Galismrd.” 30, col. ii, for “ M:anaSSee ” read “ Manasse.” * From bottom. ~ ~~~~~ HABEISON AND SONS, PRINTERS IN ORDINASP TO UEB MAJESTY, ST. YAB-LIA’S IAXE.
ISSN:0368-1769
DOI:10.1039/CA8956805719
出版商:RSC
年代:1895
数据来源: RSC
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