摘要:

2592 BArCGEK AND DALE : 4-,k?-AMINOETHYLQLYOXALINE ANDCC LXV. -4 -p- Amin oethylglyoxcxline (p-r~LirLazo~~lethy Z-arnine) and the other Active Prrinciples of' Eryot."By GEORGE BARGER and HENRY HALLETT DALE.FOR many years ergot has been notorious among drugs on accountof the ignorance and division of opinion concerning the nature ofits active principles. The problem had, indeed, approached solutionin 1875, with Tanret's discovery of ergotinine and Buchheim'ssuggestion that ergot owes its activity to decomposition products ofproteins produced by putrefaction. This discovery and suggestionwere largely obscured by the work of subsequent investigators, whichresulted rather in the physiological characterisation of impureproducts (sphacelinic acid, sphacelotoxin, etc.) than in chemicalisolation of active principles.Of late years, however, a considerable measure of agreement hasbeen reached.The alkaloid ergofioxine (Barger and Carr) was alsofound by Kraft, who named it hydroergotinine, and the formulzassigned to ergotinine and ergotoxine (Trans., 1907, 91, 337) havebeen confirmed by Tanret and by Kraft respectively. There is alsoa consensus of opinion regarding the effect of ergotoxine on theblood-vessels and uterus, and its activity in producing gangrene.Thus ergot, in common with many drugs, contains a complexphysiologically active alkaloid. I n addition, however, there arepresent in ergot a number of simpler bases, derived from amino-acids by the elimination of carbon dioxide. Such bases aregenerally formed in putrefaction.Ergot, as a fungus, is moreclosely related to bacteria than to the higher plants, from whichall other important vegetable drugs are derived. Thus the peculiarnature of these active principles of ergot is due to its peculiarsystematic position in the vegetable kingdom.Putrefaction bases were first isolated from ergot by Rielander(Sitzungsb er. Ges. Naturw. Marburg, August 5th' 1908), who foundputrescine and cadaverine, which only have a feeble p_hysiologicalaction. The first markedly active base of this class, p-hydroxy-phenylet,hylamine, was isolated from ergot by ourselves (Bargerand Dale, Proc. Plqsiol. Soc., May 15th, 1909, in J. Physiol., 1909,38, lxxvii; Barger, Trans., 1909, 95, 1123). It is formed fromtyrosine during putrefaction, but appears to be present also infresh ergot.It is the chief pressor constituent of most aqueousergot extracts, but does not produce contraction of the isolateduterus of the non-pregnant cat. In addition, we showed that iso-* A preliminary note on this subject was read at the meeting of May 26th, 1910THE OTHER ACTIVE PRINCIPLES OF ERGOT. 2593amylamine (from leucine) is probably present in ergot, but in suchproportion that it makes no significant contribution to thephysiological action.After the isolation of p-hydroxyphenylethylamine, there stillremained unaccounted for the powerful action of certain aqueousergot extracts in producing contraction of the isolated uterus, evenof the non-pregnant cat, as observed by Kehrer. Since it was foundquite impossible to remove the active substance from aqueoussolution by means of organic solvents, a precipitation method hadto be employed, and the ergot extract was subjected to the processworked out by Kutscher for the isolation of bases from meatextract.I n this way we obtained a minute quantity of a crystallinepicrate which gave Pauly’s reaction with p-diazobenzenesulphonicacid, and exhibited in an intense degree the physiological action inquestion. It was not histidine picrate, for.histidine was found tobe inert; we therefore supposed it to be the picrate of 4-&amino-ethylglyoxaline (P-iminazolylethylamine), the base which wouldresult from histidine by the loss of carbon dioxide:CH=N YH=NNH-CH’ NH-CH >C*CH,-CK,.NH, + CO, >C.CH,.CH(NH,)*CO,H = Iand we confirmed this supposition by chemical and physiologicalcomparison with a specimen of 4-~-aminoethylglyoxsline, very kindlysent us at our request by Dr.D. Ackermann, who a short timebefore had obtained this base by the putrefaction of histidine(Zeitsch. physiol. Chem., 1910, 65, 504). Simultaneously with our-selves, Kutscher (Zentr. Physiol., 1910, 24, 163) obtained a veryactive base from ergot, which he considered to be closely related to4-/3-aminoethylglyoxaline, although not identical with it, on accountof a supposed difference in the physiological action of the two bases.It has, however, recently been shown that the differences inphysiological action observed by Kutscher were presumably due todifferences in tee animals employed.One and the same base,whether from ergot or from histidine, can be made to produce thedifferent effects described by Kutscher. On the other hand, thebase from ergot and that from histidine, when tested successively onthe same animal, gave identical effects. We have also analysed thepicrate of the base from ergot, and have compared it and thepicrolonate with t.he corresponding salts of 4-B-aminoethylglyoxaline(from histidine). As a result, we maintain our original conclusion(Proc., 1910, 26, 128) that, contrary to Kutscher’s view, the basein question is identical with 4-P-aminoethylglyoxaline. It is there-fore the second active principle of ergot belonging to the class ofputrefaction bases derived from amino-acids.Its physiologicalactivity is very great. A marked contraction of the isolated uteru2594 BARGER AND DALE : 4-&AMINOETHYLGLYOXALINE ANDis produced by adding to the bath sufficient of the base to give aconcentration of one part in 25 million parts of Ringer’s solution;the effect of one part in 250 millions is often quite definite.A third active principle of this class was quite recently found inergot by Engeland and Kutscher (Zentr. Physiol., 1910, 24, 479).This is agmatine, NH,*C( :NH) *NH*CH,*CH,*CH,*CH2-NH2, dis-covered in herring roe by Kossel (Zelltsch. physiol. Chem., 1910,66, 257). Its relation to arginine is analogous to that of 4-@-amino-ethylglyoxaline to histidine, and it is said to have a similar actionon the uterus.EXPERIMENTAL.Among the ergot preparations examined by Kehrer, the ergotinuindialysatum of Wernich is one of the most potent.We soon found,in making this extract on a small scale, that the activity of thesubstance which passed through the dialysing membrane finallyexceeded that of the original extract, suggesting that more of theactive principle was being formed by an enzyme or by bacteria.The active principle is, however, also present in perfectly freshergot, for the physiological effect was produced by a sample of ergotgrown by ourselves and tested within half an hour of plucking.The effect was also produced to a smaller extent by commercialextracts of meat and of yeast, and this observation led to theadoption of Kutscher’s method for the isolation of bases from meatextract.To 500 C.C. of commercial dialysed ergot extract, 500 C.C.of a 20 per cent. tannin solution were added, which quantity justensured complete precipitation ; next day the clear, supernatantliquid was decanted, and freed from tannin by the addition ofbarium hydroxide ; after filtration, the excess of barium hydroxidewas removed by dilute sulphuric acid, and the excess of sulphuricacid, together with the last traces of tannin, were precipitated byadding a suspension of freshly prepared lead hydroxide. Afterfiltration, the liquid was concentrated to 300 c.c., and acidified withphosphoric acid. After adding excess of silver nitrate (400 C.C. ofa 20 per cent. solution) and filtering, we found that the whole ofthe active substance was in the filtrate.To the latter, 150 C.C. moresilver nitrate were added, when a drop of the solutJon at once pro-duced a brown precipitate of silver oxide on mixing with bariumhydroxide. The whole of the solution was then precipitated withbarium hydroxide, until a, sample, on filtration, gave only a slightopalescence with ammoniacal silver nitrate. This precipitate (silverI1 of Kutscher’s method) in one preliminary experiment containednearly the whole of the active substance, but afterwards it was foundconvenient to add at once to the filtrate from the first silverprecipitate enough barium hydroxide for complete precipitationTHE OTHER ACTlVE PRINCIPLES OF ERGOT. 2595thus collecting together silver precipitates I1 and I11 ofKutscher.After washing, the silver precipitate was carefully suspended invery dilute sulphuric acid, and decomposed by hydrogen sulphide.The filtrate from the silver sulphide was freed from hydrogensulphide, neutralised, and evaporated to dryness.The residue wasextracted several times with hot ethyl alcohol, in which the activeprinciple was found t o be sparingly soluble; a large quantity of inertmatter was left behind. The residue remaining on evaporating thealcoholic solution was dissolved in a little water, and a hot saturatedaqueous solution of picric acid was added. After keeping for somedays, a brown, imperfectly crystalline picrate was collected, washed,and recrystallised from water. This picrate was converted into asolution of the hydrochloride, which was very active physiologically,and gave an intense red coloration with sodium p-diazobenzene-sulphonate (Pauly’s reaction), suggesting a relationship t o histidine.We had previously detected some activity in the crude histidinemother liquors obtained by hydrolysis of hmoglobin with hydro-chloric acid; histidine itself was found to be inactive, but it becameso to a slight extent on heating to 300O.We were thus led t osuppose that the picrate we had isolated was that of 4-P-amino-ethylglyoxaline. After two crystallisations from water, t.he picratefrom ergot formed dark yellow, rhombic plates, melting and decom-posing at 234-235O. A specimen of the picrate sent us by Dr. D.Ackermann, when heated simultaneously in a tube attached to thesame thermometer, also melted at 234--235O, and when recrystallisedby evaporation of the solution in a desiccator, yielded rhombicplates exactly similar to those of the ergot base. Windaus and Vogt(Ber., 1907, 40, 3695) give the melting point as 239O on rapidheating, and the same crystalline form for a synthetic specimen of4-0-aminoethylglyoxaline dipicrate. For analysis, the picrate wasdried at looo until constant:0.0590 gave 0.0776 CO, and 0.0192 H,O.C,I19N3(C,H30,NL& requires C = 35.8 ; H = 2.6 per cent.We also prepared the very sparingly soluble picrolonate of theergot base; it decomposed at 2 6 1 O (Windaus and Vogt give 266O for4-P-aminoethylglyoxaline dipicrolonate) .As the physiological action of the ergot base is also the same asthat of 4-P-aminoethylglyoxaline, there is no room for doubt thatthe two bases are identical.C=35-8; H=3*6

ISSN:0368-1645    

DOI:10.1039/CT9109702592

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

2596 THOLE: VISCOSlTY AND ASSOCIATION. PARI' I.CCLXV1.-Viscosity a n d Association. Pa7.t 1. Asso-ciation. o f the Phenols.By FERDINAND BERNARD THOLE.A STUDY of the literature on the subject of viscometry shows theexistence of much evidence which indicates that association isaccompanied by a considerable augmentation of viscosity (compareDunstan and Thole, Trans., 1909, 95, 1556).On the other hand, in a paper published by Jones and Veazey(Amer. Chem. J . , 1907,37,405), it was suggested that the depressionof the degree of association of a liquid is accompanied by an increasein its viscosity. The increase in viscosity produced when alcoholsare dissolved in water was explained by these authors as being dueto a diminution of the association of each component, resulting inan increase in the number of non-associated molecules, and thereforeof the available frictional surface.From a study of the viscosity-concentration curves for aqueous solutions of many inorganic salts,they also concluded that ions of large atomic volume, such aspotassium, rubidium, and msium, give rise to the phenomenon ofnegative viscosity.Since the relative degree of association of many phenols and theirderivatives has been investigated by using a variety of physicalmethods, particularly cryoscopy, specific inductivity, and capillarity,it was considered of interest to compare the results obtained byviscometric methods with those determined by other physicalmethods.Pinette (Annalen, 1888, 243, 32) showed that the boiling pointsof the phenols are, in general, higher than those of their methylethers, and that ortho-substituted phenols boil at a lower tem-perature than their meta- and para-isomerides.The current ideasconcerning association and steric hindrance are in accordance withthese results, assuming the boiling points of similarly constitutedcompounds to vary in the same sense as the molecular weights.Astm and Ramsay (Trans., 1894, 65, 168), by measurement ofthe molecular surface energy of phenol, concluded that it was con-siderably associated.Auwers (Ber., 1895, 28, 2878) carried out a very comprehensiveseries of cryoscopic investigations of the molecular weights of variousphenols in naphthalene solution. He showed that whilst phenolis considerably associated, ortho-substituted phenols are practicallyunassociated, the association increasing to a maximum with the para-compounds.Meta-substituted phenols are associated to an interASSOCIATION OF THE PHENOLS. 2597mediate degree, but approximate more nearly to the para-series.I n the orthu-series, the aldehyde group has the greatest effect ininhibiting association ; then, in order, follow the carbethoxyl, nitro-,halogen, and finally alkyl groups.Speranski (Zeitsch. physikal. Chem., 1903,46, 70) determined thevapour pressures of solid solutions of @-naphthol in naphthalene,and ccmcluded that the former compound is associated.Philip and Haynes (Trans., 1905,87, 998) measured the dielectricconstants of phenol, its methyl and ethyl ethers, and of the cresolsin benzene and in m-xylene solutions.Their results indicate that,whilst the ethers are unassociated, phenol and the cresols aredistinctly associated, 0-cresol to the least extent.Hewitt and Winmill (Trans., 1907, 91, 441), using the capillaritymethod of Ramsay and Shields, studied the association of a con-siderable number of substituted phenols and allied substances.Their results are included in table I, and show that the phenols ingeneral are associated, the association being least in the ortho-series.Considerable depression of association is produced by thecarbethoxyl, nitro-, and halogen groups, but alkyl groups only exerta slight influence. Benzyl alcohol wits shown to be associated, butthe introductlon of phenyl groups inhibits this to such an extentthat benzhydrol and triphenylcarbinol are practically unassociated.It appears uncertain whether substitution in the meta- or para-positions has the greater effect, t,he results on this point beingindecisive.It seems to the author, however, that, although thecapillarity method will show satisfactorily whether or no a substanceis associated, little trust can be placed in figures indicating theactual degree of association, for in a mixture one is not entitled toassume that the constitution of the surface layer is typical of thatof the bulk of the liquid, and associated liquids may fairly beregarded as mixtures of molecular aggregates and simple moleculesEXPERIMENTAL.As the apparatus used has been considerably modified with a viewto increased accuracy since it was previously described by the author(this vol., p.1251), a somewhat detailed account of the viscometerand the accompanying fittings may be of interest.The viscometer was of the original Ostwald type, but was providedwith four etched marks instead of two. Guard tubes were alsoattached to the two limbs, and were provided with bulbs, whichcontained cotton wool moistened with the liquid under investigation.By adopting this precaution, volatile liquids, such as acetone andbenzene, may be safely used as solvents. The dimensions of theviscometer may, of course, be varied, according to the quantity andVOL. XCVII. 8 2598 THOLE: VISCOSITY AND ASSOCIATION. PART I.nature of the liquid used.For the present research, the bulbsA and B contained approximately 3 and 5 C.C. of liquid respec-tively. The length of the capillary was 8 cm., and the diameter0.025 cm.Before use the viscometer was cleaned successively with hotchromic acid mixture, hot absolute alcohol, and boiling, filteredcoductivity water. Finally, it was dried in a current of warmdusbfree air. Every precaution is necessary to avoid the intro-duction of dust, as this will inevitably choke the capillary.The clean, dry viscometer was suspended by means of a carrierprovided with spring clips in a, copper thermostat fitted with largewindows front and back. I nthis bath were fixed a stirrerFonnected with a small hot-airmotor, a standard thermometer,a Beckmann thermometer gra-duated to O*0lo, and a Lowryt'hermoregulator of the '' spiral "pattern.The determinationswere carried out in a laboratoryallocated for the purpose, andthe variation of temperature ofthe thermostat did not exceed0'02O.The liquid was filtered or,whenever possible, distilled intothe viscometer, and after theapparatus had remained in thethermostat for ten minutes, theievel of the liquid was adjustedto the marks c and d. Cottonwool contained in the guardtubes cc was moistened with the liquid, the tubes attached, theviscometer accurately adjusted to a vertical position by means ofthree plumb lines, and the time of flow of the liquid from a t o 71measured in the usual way. A stop watch, reading to 0-2 second,was used.Usually about seven observations, differing by not morethan 0.5 second, were made, and the mean was taken.The densities were determined in a Sprengel pyknometer of 5 C.C.capacity, and in the case of phenol and p-chlorophenol in a 10 C.C.specific gravity bottle. Each estimation was repeated until con-cordant results were obtained, and a correction was introduced forthe weight of displaced air.The constants of the instruments were determined from time toASSOCIATION OF THE PHENOLS. 2599time, using conductivity water. The values adopted for the viscosityof water were those determined by Thorpe and Rodger.For the two determinations at 130°, the ordinary thermostat wasreplaced by a large beaker filled with heavy petroleum and heatedby a small burner.The temperature was regulated by hand, themaximum fluctuation being 0’2O. ,The substances used in the research were carefully purified byrepeated fractionation with a rod-and-disk column or by re-crystallisation. In no case did the liquid used for the determinationboil over a greater range than 0’2O. Unless otherwise stated, thefraction used boiled constantly. The source and method of purifi-cation of the materials is indicated below.Phenol.-Kahlbaum’s (‘ synthetic ” phenol. Fractionated threetimes.A nisoZe.-The specimen used was obtained from a large quantityof the carefully dried ether.PhenetoZe.-Purified in the same way as anisole.PAenyZ ,4 cetate.-Prepared from synthetic phenol and aceticCresoZs.-Schuchardt’s purest products, fractionated three times.TolyZ Methyl Ethers.-Carefully dried and fractionated.o-ChZorophenoZ.-Fractionated three times from a specimen sup-plied by Kahlbaum.m-ChZorophenoZ.-Purified by freezing out and subsequent frac-tionation.p-ChZorophenoL-Purified by freezing out and subsequent frac-tionation.o-Nitrophenol.-Three times distilled in a current of steam, andfinally recrystallised from absolute methyl alcohol.m-Nitrophenol.-Twice recrystallised from pure benzene, anddried in a vacuum over paraffin wax.p-NStropheno2.-Freed from traces of the ortheisomeride bymeans of a current of steam, twice recrystallised from dilute hydro-chloric acid, and dried in a vacuum over potassium hydroxide.Eth$ SalicyZate.-Fractionated three times from a quantity ofthe pure ester.Ethyl m-Hydroxybenzoate.-Twice recrystallised from purebenzene, and dried in a vacuum over paraffin wax.E t h y Z p-Hydroxy b enaoat e.-Twice recryst allised from absolutealcohol.SdicyluZdehyde.-Fractionated twice.Bensyl AZcoho2.-Prepared from re-distilled benzaldehyde by theThe specimenanhydride.The specimen was free from phenol and acetic acid.The specimen boiled within 0.2O.Cannizzaro reaction, and fractionated three times.used boiled within 0’2O.8 G 2600 THOLE: VISCOSlTY AND ASSOCIATION. PART I.Benzyl A cetate.-Fractionated three times.Benzyl illethyl Ether.-Prepared from pure benzyl chloride andmethyl-alcoholic sodium methoxide. The specimen was free fromhalogen and from methyl alcohol.BenzhydroL-Prepared from re-distilled benzaldehyde andmagnesium phenyl bromide, and crystallised several times from lightpetroleum.TTiphenylcarbinoZ.-Recrystallised from benzene.a- and P-Naphthols.-Fractionated from Schuchardt’s purestproducts.Amyl Acetate.-A large quantity of Kahlbaum’s purest productwas twice fractionated.It boiled within 0-5O.Ethyl Alcohol.-Kahlbaum’s absolute alcohol was fractionallydistilled over cleaned calcium turnings.As the differences of viscosity are most marked in the case of thepure substances, the viscosities of all those which are liquid at 4 5 Owere measured at this temperature. Since some of the compoundsit was desirable to investigate are solid at this temperature, solutionsof these substances had to be used.Some care had to be exercised in the choice of a solvent whichwould have the least dissociating effect and at the same time wouldreadily dissolve the substances, which would have a low vapourtension (to minimise errors due to evaporation), and could easilybe obtained in a fairly pure state.Amyl acetate was finally chosenas fulfilling these conditions most nearly.The solutions used were of equimolecular strength, 1 / 100th ofa gram-molecular weight of the substance being accurately weighedinto a stoppered weighing bottle, and dissolved in 6 C.C. of amylacetate, which was run in from a suitably graduated pipette.I n two instances (with ethyl p-hydroxybenzoate and triphenyl-carbinol), it was found impossible to prepare solutions of thisstrength, and in these cases the viscosities of several solutions oflower concentration were determined, the value for the strongersolution being obtained by extrapolation. Although the accuracyof these results may not be of the same order as in the directdeterminatibns, the qualitative nature of the results is not affected.It has been shown (Dunstan and Wilson, Trans., 1907, 91, 83;Getman, Arner.Chem. J., 1903, 30, 1077) that the value of theexpression --?- x 106 indicates to some extent the existence ofassociation in a liquid. For each particular series of compounds,this quantity is approximately constant, and for non-associatedliquids does not exceed 60. The values for hydroxylated liquids are,however, much higher, those for water, ethyl alcohol, and ethyleneMol. volASSOCIATION OF THE PHENOLS.2601glycol being respectively 494, 193, and 2750, and the variation of thevalue of this expression is a very sensitive indication of association.The values for each of t,he substances investigated is gven in thetables, and affords, perhaps, the best means of comparing the results.It should be noted, however, that this value is affected to someextent by symmetry as well as by association. This is seen in thecase of the tolyl methyl ethers, and more particularly in the caseof benzyl methyl ether, where the value of 2 x lo6 is slightlyhigher than the mean figure for the unassociated ethers, probablyowing to the comparatively long sidechain.Mol. vol.TABLE I.The Pure Substances at 45O.Substance.Phenol ..................Phenyl acetate .........Anisole..................Phene tole ...............p-Chlorophenol ......m-Chlorophenol ......o-Chlorophenol ......p-Cresol ...............m-Cresol ...............o-Cresol.. ................m-Tolyl methyl ethero-Tolyl methyl etherp-Tolyl methyl ethero-Nitrophenol .........Ethyl salicylate ......Salicylaldehyde ......Benzyl alcohol .........Benzyl methyl ether&Naphthol (at 130")a-Naphthol (at 130")Benzyl acetate .........HewittandWinmill'sTime of flow 9 106 associationDensicy. Viscosity. j ~ o ~ ~ o l m constants. in seconds.837 '2374'2167.0191-41044.8826.9406.71208'81091.3742.7200-6193.7185'8433.5350.5320.1640.5296.5233.6376.0312.61 '0551 '0520'57070,94271 -2601 *2491'2101.0151 -0141 -0270.95460.95890'94971 -1 831.1061'1411 -0271.0330.9624-0 *040360.017990 '0074090 '0082490-060180'047220'022500 -056070-050570.035060 *OO 87 5 30*0084910 w0080640 *023430.017720.016690 '03 0080 '01 3990.01028-TABLE 11.Solutions in AmylTime of flowSubstance. in seconds.Amyl acetate .................201.4Phenol ........................... 267-1Anisole.. ......................... 202.0Phenyl acetate ............... 223.3Phenetole ..................... 209 '6p-Chlorophenol ............... 295 '9m-Chloro henol ............... 290 *3o-ChloropXenol ............... 281 -1Acetate at 25O.453.0136.066 '663'8590'0459.0212'0527'0475.0333.068.566 *762'8199.0118-0156.0286-096 -381 -1--Density.0.86590.89510.88560.90330.88290.92890.92740'9254Viscosity.O.OG80550 -011 050 *O 082650.0093190 -0085500-012700'012440'012021 '3---1 '221.491 *o1 -621'481.12 ---0 '840-91-66-- ---x 106.Mol. vol. -lG5-067.861'961-491 9389-886 *2602 THOLE: VISCOSITY AND ASSOCIATION. PART I.TABLE 11. (continued).Solutions in Amy2 AcetateTime of flowSubstance. in seconds. Density.p-Cresol ........................o-Cresol ........................m-Cresol ......................m-Tolyl methyl ether ......o-Tolyl methyl ether ......p-Tolyl methyl ether .........p-Nitrophenol ..................912-Nitrophenol ...............o-Nitrophenol ..................*Ethyl p-hydroxybenzoate ...Ethyl m-hydroxybenzoate ..Ethyl salicylate ...............Benzyl alcohol ..............Benzhj drol .....................'Triphenylcarbinol ............Benzyl methyl ether .........Benzyl acetate.. ................8-Naphthol .....................a-Naphthol ..................283.4281.3282.9214.9211'7210.6358.5331.1242.9370'9246.3250.6351-4207'8233.6375.537 1 -2--0.89310.89640'89280.88470.88530.88400'94400'94180-93650.9310.92610.91840'89430.92120.970.88320.90230'92100'9031at 25O.Viscosity.0.011 690-01 1650.011670 -0087840.0086590.0086020 015640'014490.010510.01660.015870 -01 04 50.010350-014960.01900'0084790 '0097380.015980.01549x106.hlol. vol.96.796.796-563.762'862-3106'098.270-893.088.657 '685.774.970 -061 '458.6102.097 -1* By extrapolation.TABLE 111.The Chloropltenols in Ethyl Alcohol at 25O.77 x 106. Tirnc of flowSubstance. in seconds. Density. Viscosity. MaxjAlcohol .................. 309 *2 0.7876 0-01135 -p-Chlorophenol ......... 364.0 0.8646 0 *014 54 97'8o-Chlorophenol.. ....... 364 -2 0.8628 0.01452 97'5nz-Chlorophenol . . , . , . 363 -7 0.8631 0 -0 1450 97'4Discussion of R e s d t s .Table I.-The results in column 4 follow very closely thoseobtained by Auwers and by Hewitt and Winmill, with one exception.In two cases (the cresols and hydroxybenzoic esters), the latterauthors found the order of increasing association to be ortho-meta-para,, and in two other cases (the chlortl and nitro-phenols) tobe ortho-par-meta, whereas Auwers in all cases found the orderto be ortho-meta-para, the meta-compound approximating morenearly to the para-compound.The viscosity results are in full agreement with those of the latterauthor, though it must be remembered that V.Meyer found theorder of steric hindrance in the case of the esterification of sub-stituted benzoic acids to be ortho-para-meta (Bey., 1895, 28,1254)ASSOCIATION OF THE PHENOLS. 2603That the order of the viscosity results is not merely due to theposition of the subs€ituent group in the benzene nucleus apart fromits influence on the hydroxyl group is shown by the fact that thevalues for the tolyl methyl ethers do not fall in this.order.It will be noticed that the mean value of the expressionY? x 106for the ethers is 66, these compounds being practically3101. vol.unassociated. The value for benzene is 65 (Dunstan, Zeitsch.physikat. Chem., 1905, 51, 738).In the case of benzyl methyl ether, the slightly higher value maybe due to disturbance of the symmetry of the molecule by the com-paratively long side-chain. Phenyl and benzyl acetates appear to beslightly associated, this being probably due to the slight residualaffinity possessed by the carbonyl oxygen atom in the acetyl group.For benzyl alcohol and all the phenols, A x loG is markedhigher, indicat'ing considerable association.Ortho-substitutedphenols appear to be less associated than phenol itself, presumablyowing to the proximity of the substituent to the source of association,the carbethoxyl, aldehyde, nitro-, and halogen groups exercising veryconsiderable influence. The marked effect of these groups has beenpointed out by Auwers and by Hewitt and Winmill.The results obtained by Auwers indicate that the aldehyde grouphas the greatest inhibiting influence, followed in order by thecarbethoxyl, the nitro-, the halogen, and finally the alkyl groups.The viscosity results, while agreeing in the main with these, invertthe order of the first two groups. No satisfactory explanation ofthis discrepancy is apparent.It is noteworthy that in the first four cases the ortho-substituentcontains an unsaturated nucleus, and it appears probable that thelatent valency of this nucleus in some way attracts part of that ofthe hydroxyl group, thus lessening the tendency for association.This action is, of course, supplementary to the steric hindranceproduced by the ortho-substituent by virtue of its proximity to thehydroxyl group.This explanation is rendered still more probable by the fact thatthe aldehyde and carbethoxyl groups, which depress association moststrongly, are known to be markedly unsaturated, whilst the methylgroup, which exercises only a slight inhibitive influence, is practicallysaturated.An interesting parallel is observed when the molecular refrac-tivities of various substituted benzene derivatives are considered(Smiles, Chemical Constitution and Physical Properties, p.298).Mol. V O ~ 2604 THOLE : VISCOSITY AND ASSOCIATION PART I.Substance. M(a) (obs.). M(=) (calc.Phenylacetylene ............ 34-46 33-53Styrene ........................ 3 5 9 8 35-08Benzaldehyde ............... 31 -77 31'01Nitrobenzene ............... 32-69 32-10Benzonitrile .................. 31 -32 30-75Aniline ....................... 30.27 29'72Acetophenone ............ ._ 36.00 35-58Methyl benzoate ............ 37 *55 37.23Phenol ........................ - -Iodobenzene ..................Bromohenzene ...............Chlorobenzene ..............Benzene.......................- -- -- -- -). A. + 0.93+0*90 + 0.76+0'59 + 0-57 + 0.55+0'42 + 0-32- 0.07- 0-24- 0'31- 0.32- 0.38A due tosubstituent. + 1.31+1*28 + 1.14 + 0.97+0*95 + 0-93 + 0.80+0*70+0'31f 0'14-t 0.07+0*06The degree of disturbance of the benzene system increases withthe increasing degree of unsaturation of the substituent. It hasalso been shown, from measurements of molecular magnetic rotation(Perkin, Trans., 1896, 69, 1152), that the anomaly shown by di-methylaniline is diminished when the residual af6nity of the basicgroup is satisfied by the addition of hydrochloric acid. A similarargument appears to explain the gradual decrease in the reactivityof the carbonyl group in the series acetone-ethyl acetate-aceticacid. In the first compound, where the carbonyl group is adjacentto two saturated methyl groups, it possesses a, sufficient degree ofunsaturation to combine with sodium hydrogen sulphite and withhydrogen cyanide.In ethyl acetate one of the adjacent groups isethoxyl, the oxygen atom of which possesses a certain amount oflatent affinity (compare the combination of ethyl ether with hydrogenchloride and with magnesium alkyl halides). This affinity exerts anattractive influence on part of the latent aifinity of the carbonylgroup, with the result that ethyl acetate will not combine witahsuch a, number of reagents as will acetone.In acetic acid, the oxygen of the hydroxyl group possesses con-siderable residual affinity, part of which is united with that ofthe carbonyl group, which thus loses its characteristic additiveproperties, whilst the remainder produces association of themolecules.Owing to the comparatively high temperature employed inworking with the fused naphthols, accurate density measurementswere not attainable, and only the time of flow (the chief factor indetermining the viscosity) was measured.The results indicateclearly the influence of the second ring of the naphthalene nucleusin hindering the association of a-naphthol. V. Meyer observed asimilar effect when measuring the velocities of esterification of2-chloro-l-naphthoic acid and 3-chloro-2-naphthoic acid, the formercompound esterifying very slowly (Ber., 1895, 28, 182).Table ZZ.-It should be pointed out that the results in column 4have been obtained with solutions of an empirical concentrationASSOCIATION OF THE PHENOLS.2605and axe therefore comparable only among themselves, and not withthe corresponding figures in table I.It will be seen that the results in table I are exactly confirmed,and also that a further range of substances has been studied. I neach case the phenols are associated, the ortho to the least, and thepara to the greatest extent, the meta-compounds, as before,approximating more closely to the partwompounds. The gradualinhibition of the association of benzyl alcohol by the progressivereplacement of the hydrogen atoms of the sidechain by phenyl groupsis also clearly indicated. This, again, is in full agreement with sur-face energy results.Although the figures for triphenylcarbinol areobtained by extrapolation and therefore are not of the usual degreeof accuracy, it is clear that this substance approximates to the ethersin its slight degree of association.Ethyl salicylate and o-nitrophenol, again, show practically nosigns of association.A very striking point is the dissociating influence of the amylacetate. This was specially chosen as a comparatively inert, non-dissociating solvent, but its effect on the associated solutes is mostmarked. The viscosities of the cresols in the pure state differ veryconsiderably, but solution evidently breaks down the complexes toa large extent, and the viscosities of the solutions are almostidentical. The dissociating influence is more marked in this casethan in that of the other phenols, the cresol complexes beingapparently more unstable than those of the other substitutedphenols.If the difference between the values for --L- x lo6Mol. vol.found for ortho- and para-isomerides be taken as a measure of therelative stability of the complexes, this stability decreases in theorder c arb et hoxyl-ni t r c+-halogen-alkyl. The slight signs ofassociation noticeable in the pure phenyl and benzyl acetates dis-appear in th6 amyl acetate solutions, arzd the substances appearto be completely dissociated.Table ZIT.-As it was observed that a comparatively non-dissociating solvent had such a marked disruptive effect on themolecular aggregates, it was considered of interest to determine theviscosities of solutions of a set of three isomerides in a dissociatngsolvent.For this purpose, solutions of the chlorophenols in ethylalcohol were chosen, and the results indicated that practically com-plete dissociation h*ad resulted. Preliminary experiments withsolutions of the chlorophenols in light petroleum (one of the leastdissociating of ordinary solvents) showed that the dissociation pro-duced was less than in the case of amyl acetate, and a detailedstudy of the effect of various solvents on associated substances isnow being carried out2606 THOLE: VISCOSITY AND ASSOCIATION. PART I.Summary of Results.(1) The results obtained by the viscometric method agree veryclosely with those derived from other physical constants, such asvapour pressure, dielectric constant, molecular surf ace energy,molecular refractivity, and molecular weight determined cryo-scopically.(2) Viscosity determinations, using --?-- x lo6 as a criterionof association, show that phenols are associated, the orthecompoundsto the least, and the para-compounds to the greatest extent. Theethers are unassociated, but the acetates show slight association.(3) The carbethoxyl, aldehyde, nitro-, and halogen groups exerta marked inhibitive influence on association. Alkyl groups onlyexert a slight influence. Since the degree of inhibition of associationappears to be intimately connected with the degree of unsaturationof the substituent, it is suggested that the depression of associationis partly due to some kind of attraction between the latent valencyof the hydroxylic oxygen and the unsaturated substituent, the con-sequence being a diminution of the tendency to form complexesthrough the latent valency of the hydroxyl group. The samehypothesis explains the gradual disappearance of the characteristicreactivity of the carbonyl group in the series acetone-ethyl acetate-acetic acid.(4) Solution in even a comparatively inert solvent, such as amylacetate, produces considerable disruption of the molecular aggre-gates. In a dissociating solvent, such as ethyl alcohol, thedissociation is practically complete.Mol. vol.The author desires t o express his sincere thanks t o Dr. J. T. Hewittand to Dr. A. E. Dunstan for the interest they have taken in t,hework, and to the Chemical Society for a grant which has coveredthe expense entailed.EAST LONDON COLLEGE. EAST HAM TECHXIGAL COLLEGE

ISSN:0368-1645    

DOI:10.1039/CT9109702596

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

BINARY MIXTUKES OF SOME LIQU'EFIED GASES, 2607CCLXVII. -23ina.1-y Mixtures of Some LiqueJied Gases.By BERTRAM DILLON STEELE and L. S. BAGSTER.THE work described in this paper was undertaken in the first placein connexion with the study of simple inorganic solvents.Combination between solute and solvent is usually held to be anecessary antecedent to conduction, whilst the form of the vapourpressure-composition curve for mixtures of volatile substances isoften accepted as evidence for or against combination in suchsolutions.One of us (Proc. Roy. SOC., 1904, 73, 450) has found thatmixtures of the halogen hydrides with hydrogen sulphide formsolutions which do not conduct*, whilst we have examined sulphurdioxide and hydrogen bromide, and found them to mix in all pro.portions, forming solutions which show but very slight conductivity.The hydrogen sulphide solutions are doubly interesting, owing tothe analogy between hydrogen sulphide and water.We therefore decided to examine the vapour pressure-compositioncurves of the solutions formed by sulphur dioxide and by hydrogensulphide with the halogen hydrides.Hydrogen chloride solutionshave not been systematically examined, owing to difficulties causedby the low boiling point of the hydrogen chloride, and to theabsence of liquid air. We have, however, found from some roughexperiments that sulphur dioxide at. - 3 5 O dissolves hydrogenchloride to form a solution approximately normal, and that all thehydride can be removed from such a solution by fractional dis-tillation, and therefore no constant boiling mixture can be formedat this temperature.Judging from analogy, also, one would expectthe curve obtained to be of a similar type to that given by sulphurdioxide and hydrogen bromide, which pair of liquids has beensystematically examined.Mixtures of hydrogen iodide and sulphur dioxide could not beformed, owing to the fact that these substances react in the gaseousstate, depositing sulphur and iodine.It will be convenient, first, to describe the apparatus used andthe method of working, following this with an account of the resultsobtained. For the preparation of the various hydrides used, themethods described in the paper previously mentioned have beenfollowed. The sulphur dioxide was obtained commercially in asteel cylinder, and fractionated before use.For the preparationof the liquid hydrogen sulphide and bromide, a mixture of solidcarbon dioxide and ether was used as refrigerant, liquid ammoni2608 STEELE AND BAGSTER: BINARY MIXTURES OFbeing used to condense the sulphur dioxide and hydrogen iodide. I nthe actual experiments, liquid ammonia was used for the low tem-perature bath, constant temperatures from - 3 5 O to -75O beingeasily obtained by varying the pressure over the ammonia by meansof a water pump.Ammonia and hydrogen iodide boil at about the same tem-perature, but it was found that if the top of the vacuum vesselcontaining ammonia were left open to the air and not plugged withcotton woo1, as is usua1, the diminution in the partial pressure ofthe ammonia, brought about by air convection currents, wassufficient to lower the temperature to loo or 1 5 O beIow theboiling point of the ammonia under atmospheric pressure.Thetemperature thus obtained was sufficiently low to condense thehydrogen iodide, and as the carbon dioxide mixture froze the liquidin the condenser, the above method of cooling was adopted. I f thetemperature rose owing to heat given out by the condensing hydride,an air current occasionally blown through the ammonia by meansof a foot-bellows sufficed to reduce it again.The difficulty of measuring the vapour pressure of substances,such as the halogen hydrides, which attack mercury was overcomeby using the glass spiral manometer of Ladenburg and Lehmann(Ber. Deut.physikal. Ges., 1906, 8, 20), as modified by Johnson(Zeitsch. physikal. Chem., 1908, 61, 458).It may be mentioned here that as the halogen hydrides aredecomposed by organic matter, rubber tap grease was not used,being replaced by a mixture of pure paraffins. 'On account of theextremely hygroscopic nature of the halogen hydrides, every entranceto the apparatus by means of which moisture could gain accesswas protected by a phosphoric oxide tube, and as the oxideappeared to contain some impurity which slowly reacted with thehalides, the tubes containing it were attached to the apparatus withtaps int)erposed as shown in Fig. 1. The oxide was thus onlyexposed to the halides for short periods,Glass was, of course, used forits construction, and all joints were sealed.The apparatus wasfitted with a rubber cork A , selected to fit closely the mouth of anunsilvered, cylindrical Dewar flask. The various tubes were passedthrough holes in the cork, and sealed to the apparatus afterwards.I n addition to the holes for the apparatus, the cork was bored tocontain the thermometer, a glass tube for making connexion witha water pump for reducing the pressure over the ammonia, anothertube closed by rubber tubing and a pinchcock for the admission offresh ammonia, and a glass tube drawn to a capillary at its lowerend, which reached to the bottom of the vacuum vessel, the topFig. 1 shows the apparatus usedSOME LIQUEFIED GASES. 2609being also closed by rubber tubing and a pinchcock.The purposeof this tube will be explained presently.Between the water pump and the vessel containing the ammoniawas interposed a piece of rubber pressure tubing, which could bemore or less closed by means of a screw clip. To obtain any desiredtemperature below the boiling point of the ammonia, the pump wasset in action while a stream of air was admitted through thecapillary. The ammonia boiled under the reduced pressure, and itstemperature fell. The air streamserved to prevent superheatingand subsequent bumping, andalso to stir the liquid and obtaina uniform temperature through-out the bath. When the tem-perature was near the desiredpoint, the pressure tubing waspartly closed by means of thescrew clip, thus checking therate of withdrawal of theammonia vapour, and conse-quently the rate of evaporation,so lessening the heat absorptionand fall of temperature.I n ashort time a state of equilibriumwits reached, and by this meansthe temperature could be keptconstant to O s l o for half an hour.If it varied, a slight turn of thescrew clip occasionally sufficed toadjust it again. It wm possibleto run for half an hour withoutFIG. 1.adding fresh ammonia.A normal pentane thermo-meter, reading to - 1 1 5 O , wasused. It was not wholly immersed, and there was a large correctionfor the exposed portion of the stem, which correction is probablynearly correct at the lower temperatures, but may have an error ofabout a degree at the higher.As our object was t o work at aconstant temperature rather than to know its exact value, slighterrors are in our case not important, as our vapour pressure-composition curves are constructed at constant temperature.The construction of the actual apparatus will be apparent fromFig. 1. A description of the method of working should render theuse of the various parts clear2610 STEELE AND BAGSTER: BINARY MIXTURES OFThe temperature of the ammonia-bath was reduced to well belowthe boiling point of the liquid it was desired to use. The liquidpreviously condensed in another vessel was then distilled into theapparatus through 0 and the three-way tap B. The first few dropsof liquid condensed collected in the bend F, after which all uncon-densed gas travelled round the spiral G rather than force its wayagainst the pressure of the liquid in F .By this means, thoroughcondensation was secured. The capacity of the apparatus wasknown at various points, so that mixtures of any desired strengthcould be made up approximately by distilling in the necessaryvolumes of each liquid. This was more necessary in changing thecomposition of a previous mixture than in preparing the first one,when the volumes of liquid distilled in could, of course, be measured.About 25 C.C. of liquid were necessary to fill the apparatus to theamount necessary for its correct working.To ensure thorough mixing of the two liquids, a hydrogengenerator was connected to D, and hydrogen passed through E.When the gas reached the point H , it broke into bubbles, whichran around the spiral G, carrying liquid with them into the bulb I ,from whence the liquid flowed back through H , while the gas passedout at C.The hydrogen pressure was now applied at C, the tapsB, J , and X having been closed. These taps were then carefullyopened, when the liquid rose, filling the bulbs E and L, and onreaching the warm tubes boiled and displaced the contained air.The capacities of the various parts were so arranged that when Eand L were full of liquid there was still some in the spiral andtube M , whilst when E and L were empty the level of the liquid inZ was above the entrance of the spiral.Having displaced the air as described above, the manometerand its connecting tube were exhausted through the tap N bymeans of an efficient water pump, B being kept closed.B wasthen turned to admit vapour into the manometer. By alternatelyfilling and exhausting the manometer several times, the air was alldisplaced. Suction was now applied at C until the liquid levelwas nearly at the bottom of the bulb E, and at this stage, afterthe temperature had been constant for several minutes, a vapourpressure reading was taken. The whole process described abovewas now repeated until the vapour pressure was constant, when thetemperature was varied, and a series of vapour-pressure readingswas taken. The volumes of the manometer and its connectingtube were small, and did not require much vapour to fill them,consequently the composition of the liquid would not be muchchanged by the exhausting process; in any case, as the readingSOME LIQUEFIED GASES.2611and subsequent samples were all taken after the exhaustion, anyslight change would be of no importance.It was found that after taking a series of vapour-pressure readingsthe pressure appeared to increase slightly. This was attributed todecomposition of the halide vapour by the tap grease with con-sequent production of hydrogen, To reduce any error caused bythis, the manometer was occasionally exhausted during a series ofreadings. The vapour pressures were plotted against the tem-peratures, and from the curves the vapour pressure at any desiredtemperature could be calculated. These curves are referred t o laterin the paper.Having obtained the vapour-pressure curve, it was necessary toobtain samples of tlhe liquid and gas phases for analysis.For thispurpose, it was necessary to isolate and absorb completely a portionof the liquid in order to get its true composition. This was accom-plished by means of the bulb L. By means of the hydrogenpressure, the bulb E was filled with liquid, and by then applyingpressure alternately at C and K and suitably opening the taps,L was alternately filled with and emptied of liquid to ensure havinga true sample. Finally, a small quantity of liquid was left in L, andthe hydrogen pressure applied at J , keeping the tap shut. Geisslertubes, as used for carbon dioxide absorption in combustions, wereattached at R and C by rubber tubing, the taps being closed.Onopening the tap J, the hydrogen pressure forced a few bubbles ofgas into L and E, and left the connecting tube full of gas, thusseparating the two portions of liquid. The taps K and C were nowcarefully opened. A stream of gas passed down the tube J , andat 0 divided into two portions. One stream bubbled through L,evaporating the conkained liquid, which was absorbed by the alkaliin the Geissler bulb attached to E. P is a fairly fine capillarytube, which served to prevent diffusion backwards of vapour from L.The other gas stream passed into E and down the tube to H , whereit broke into bubbles at the constriction. The tube leading fromE to I; has a capillary constriction, which served to increase thevelocity of the gas stream, and thus helped to prevent diffusion ofvapour from E to L, which would cause an error in the analysis.The bubbles of hydrogen, on forming at H , ran around the spiraIG, which contained over a metre of glass tubing.These bubbles,as explained previously, caused thorough mixing of the liquid, andensured it being of uniform composition, and at the same timebecame saturated with the gas phase in equilibrium with the liquid.Finally, the hydrogen saturated with the vapour passed through thetap C and through the attached Geissler bulb, where absorbabl2612 STEELE AND BAGSTER: BINARY MIXTURES OFgases were collected. A little experience showed how much liquidit wits necessary to have in L in order to obtain convenient analyticalresults, and also how long to pass the hydrogen through the spiralt o get the gas composition.When the absorption was complete, each Geissler bulb wasremoved, and its contents thoroughly mixed by blowing them fromone bulb to the other.The solution was then blown into a beaker,and as only ratios were required it was not necessary to removethe whole contents, but it was necessary to have them thoroughlymixed before removal. Aliquot parts of the solution were removedfor analysis by means of pipettes, the necessary volumes for con-venient titration values being judged from knowledge of theapproximate composition of the mixtures and from previous analyses.Sulphur dioxide and hydrogen sulphide were determined bytitration with N / 10-iodine solution, and the halogen hydrides byVolhard’s method, using N / 10-silver nitrate and potassium t h i ecyanate.As silver sulphide is not easily dissolved by nitric acid,it was necessary to remove hydrogen sulphide from solutions beforeestimating the halogen. This was done by oxidation with sodiumperoxide and subsequent removal of excess of hydrogen peroxide byboiling. The quantities of gas removed for an analysis wereinsufficient to change appreciably the composition of the liquidremaining. A series of analyses of gas and liquid was made atdifferent temperatures, thus obtaining a number of values for thecomposition of the liquid which should agree, and other values forthe composition of the gas which should either agree or showregular variation with temperature.To prepare a fresh mixture, the cap Q was removed, a fineglass tube passed into Z, and a portion of the liquid sucked out bymeans of a water pump.The cap was then replaced, and freshliquid distilled in.The apparatus was contained in a vacuum vessel measuring about4.5 cm. by 20 cm., internal dimensions.The apparatus we have described could be made on a larger scaleif the liquids to be used were more easily prepared and lessexpensive. It might be useful at the ordinary temperature forliquids which are hygroscopic or decomposed by air, If used onthe larger scale, it could be applied t o liquids which cannot bedirectly absorbed or estimated, sufficient liquid being used to allowa quantity sufficient for aaalysis by physical measurements to bedistilled out and condensed without appreciably changing the com-position of the residue.With modern means of obtaining lowtemperatures, even very volatile substances might be thus condensedSOME LIQUEFlED GASES. 2613Experbental Results.The experimental results are given in the following tables.For several reasons it was possible to obtain data for the con-struction of complete vapour pressure-composition curves over alimited range of temperature only. The analyses could not be per-formed when the vapour pressure of the solution was greater thanFIG. 2.10 20 30 40 50 60 70 80 90Pressure (crn. 1,Sulphur dioxide-h ydrogen bromide.atmospheric, whilst, owing to the differences in the boiling pointsof the two constituent mixtures rich in the less volatile constituent,they could be analysed at a higher temperature than those contain-ing more of the more volatile constituent.A lower limit was fixedby the lowest temperature that could be conveniently obtained withthe liquid ammonia, whilst with the hydrogen iodide a limit w mfixed by the freezing of solutions rich in that compound.VOL. XCVII. 8 2614 STEELE AND BAGSTER: BINARY MIXTURES OFA vapour pressure-composition curve has been constructed foreach pair of liquids at that temperature at which most completedata are available.Portions of curves for other temperatures can be constructed fromthe data given.Sulplhzlr Dioxide ma? Hydrogen Bromide.Table I gives the vapour-pressure readings for mixtures of sulphurdioxide and hydrogen bromide, whilst in table I1 is given, ils atypical example, the results of the analyses of mixture F.Thevapour pressure-temperature curves are shown in Fig. 2. The lettersat the heads of the columns of tables I and I1 and the curves inFig. 2 all refer to the same mixtures. Pressures are given in cm. ofmercury. All compositions of mixtures are expressed as molecularpercentages of halogen hydride.TABLE I.Mix-ture.HBr Temp. -76" -72" -68.6" -66'8"V. P. 51.7 61.7 73.9 80.9A . Temp. -75.5" -72" -69'3" -66'4" -64.3V. P. 48.5 57'9 66'4 75.7 85.8B. Temp. -75" -72'3" -68'6" -65'9" -63"V. P. 46.9 55,s 64'4 73.8 82.1C. Temp. - 75.7" - 72.6" - 70" - 66.7" - 63.9" - 61.3"V. P. 41.6 48.2 55.2 65.0 74'1 83.5E.Temp. -73.7" -67.1" -63.5" -58.5" -54.6"V. Y. 33.0 46'2 55.1 70.1 . 82.5F. Temp. -76.0" -71" -66.5" -62.7" -58.5" -54'4" -49'8"V. P. 24.1 30.7 37.9 45-8 56.0 66.7 81'5G. Temp. -75.0" -69.3" -65.3" -59.6" -54.2" -49.6" -46'0" -42'8"V. P. 19.0 24'6 30.4 39.3 50'6 61'8 72'8 82.9H. Temp, -75.1" -70.0" -66.5" -62'4" -58.5" -56.3" -53'5" -49'4"V. P. 14.0 17.2 21.0 25.8 30.5 34.1 38'6 46.6Temp. -45.6" -42.1" -39.3" - 38'0"V. P. 56.4 64.5 73.1 78.1J. Temp. -75.0" -70.0" -63'0" -60.3" -55.9" -58.0" -46.6" -41'4" -37'0"V. P. 10'0 12'3 15.3 19'2 24'1 29.0 37-7 48'6 60.7SO, Temp. - 73'0" -67.3" - 60.3" - 53.0" - 45.0" - 36.0"V. P. 2.1 3.0 5.8 9.4 15'2 26-0TABLE 11.Molecular percentage Molecular percentageof HBr (liquid).'Mixture. ture. Value used.Value at - 66".of HBr (gas).Tempera- -l P f lAF. - 75" 28.5 29 95'3- 67 '5 30 94 *3 94- 60'3 29 93-1- 53 28 '5 92.2The samples of gas and liquid were usually taken first at thelowest temperature, then at the highest, followed by others aSOME LIQUEFlED CASES. 2615intermediate temperatures. An examination of table I1 shows thatthe temperature has a distinct effect on the composition of the gas,increasing temperature causing an increase in the relative quantityof sulphur dioxide in the gas phase.The vapour pressureconcentration curve has been drawn for atemperature of -66O, and is shown in Fig. 3. I f necessary, the gascomposition at this temperature was calculated from the values atsurrounding temperatures.At lower temperatures the points do not fit so well to the curves,which, however, appear to conform to the same type.The type ofFIG. 3.Sulphur dwxide-hydrogen bromide.curve is well known, and is of the general shape one might expectfrom a knowledge of the properties of the constituents and of themixtures. The partial pressure curves have not been drawn. Thatfor hydrogen bromide will nearly correspond with the total pressurecurve, whilst the sulphur dioxide curve will lie almost along theline of zero pressure.Hydrogen Sulphide and Hydrogen Bromide.Table 111 contains the vapour-pressure readings for mixtures ofAs before, pressures8 ~ 2hydrogen sulphide and hydrogen bromide2616 STEELE AND BAGSTER: BINARY MIXTURES OFare given in cm. of mercury, a d compositions of mixtures areexpressed as molecular percentages of halogen hydride.The vapour pressure-temperature curves are shown in Fig.4. Asthe curves lie so closely together, the points through which theywere drawn are not marked. Reference to the tables will show thatthe points fit the curves closely. By chance, mixtures A and E havethe same vapour pressure, and are represented by the same curveFIG. 4.- 60- 75Pressure (cm . ) .Eydrogem sulphide-hydrogen bromide.AE.and consequent ms,ximum boiling point is formed.The curves show that a mixture of minimum vapour pressureTABLE 111.Mix-ture.H,S Temp. -76.1" -73.1" -71.0" -69.0" -66'6" -65'0" -63.0" -61'0" -59.3V. P. 35.3 39-8 45'6 52-6 58.6 645 70.9 77.6 85-3A. Temp. -75.0" -72.7" -70.0" -675" -65-0" -62-2" -59-5"V.P. 34.9 39'5 46'8 53'2 60.6 70.6 81.5B. Temp. -75.4" -71.7" -67.6" -64'4" -60.9" -585"V.'P. 32.6 39.6 50'1 59.9 72.7 83'0C. Temp. -75.0" -72.0" -68'2" -64'6" -60.1" -58.0"V. P. 33.8 38.7 47.7 5 8 4 73.6 82.2D. Temp. -72-7" -64'0"V. P. 36'0 58-43. Temp. -74'2" -69.0" -65.7" -60.9"V. I?. 36'3 49'0 58-9 76'2F. Temp. -74.1" -72-02 -69'0" -63'8"V. P. 46'4 51-2 60.7 78-3The gas composition waa not so regular as with the sulphurdioxide mixtures, and, as a rule, the mean value has been taken inconstructing the vapour pressureconcentration curve, which hasbeen drawn for -70° (Fig. 5). The minimum referred to is wellsh'ownSOME LIQUEFIED GASES. 2617Ostwald has pointed out that in all cases the partid pressurecurves of the components of a binary mixture must be symmetrical,being, in fact, mirror images of each other except as regards verticalmeasure.The partial pressure curves of hydrogen bromide andhydrogen sulphide, which are shown by dotted lines in Fig. 5, furnishan example of this.Hydrogen Sulphide a.nd Hydrogen Zodide.Table IV gives the vapour-pressure readings for the mixtures ofhydrogen sulphide and hydrogen iodide. The vapour pressure-composition curves are shown in Fig. 6.Reference to Fig. 6 will show that the vapour-pressure measure-FIG. 5.100% 50 100%Hd HBrHydrogen sulphide - h ydrogen bro inidc.ments for pure hydrogen iodide have not been carried below thefreezing point, which is about -52.5O by the thermometer used.'Owing to the higher vapour pressure of the hydrogen sulphide, itwas necessary to work at temperatures not much above - 60° withmixtures rich in that constituent.To plot the complete vapourpressure-composition curve at - 60°, we required the vapour pressure,not of solid hydrogen iodide, but of the supercooled liquid. Thiswas obtained by exterpolation, the exterpolated portion of the curvebeing shown by the broken line.Two separate series of experiments were performed with thesesubstances, and are given in the tables as series I and series 112618 STEELE AND BAGSTER: BINARY MIXTURES OFTABLE IV.-Series I .Mixture.HI. Temp. -39.5" v. P. 74-3A. Temp. -62-0"V. P. 30.5B. Temp. -68'4"V. P. 28'5C, Temp. -73.0"V. P. 26.4D.Temp. -73.0"V. P. 30-2E. Temp. -71.5" v. P. 38.8Mixture.F.G.H.Temp. v. Y.Temp. v. P.Temp. v. P.- 43.00 - 45.8" - 49.2063'8 53 '9 45.037.9 51.6 62'438'6 50.7 63.734 -3 42 *3 55.6-68.00 -63.5- -58.5"40.4 51.5 66-6- 67.0" - 62.5" - 58.5"49'6 63'1 77.3- 57'7" - 51.3" - 47.8"- 62'5" - 57.6" - 52'8"- 68'4" - 64.0" - 59.5"TABLE V.-Series ZZ.- 61.5" - 60.3"37.6 40-0- 62 '0" - 60 '2"48.0 53 -4- 62.0" - 60 '2"56.6 62 '0FIG. 6.- 52.3"38.3- 49.4"76.5 - 55'0" 52.5"70-2 88.5- 56.0"75 *7- 59 '0"42-9- 58 -8057-6' _ -Pressrrrc (cm. ).Hydrogen sulphide-hydrogen iodide.The vapour pressurecomposition curve at -60° is shown inThe partial pressure curves are shown by the dotted lines. Fig. 7SOME LIQUEFIED GASES.2619A comparison of Figs. 5 and 7 shows a surprising contrast inthe nature of the curves obtained when hydrogen bromide andhydrogen iodide respectively are mixed with hydrogen sulphide. Inthe case of the former substance (Fig. 5), a well-marked minimumof vapour pressure is found. The occurrence of a minimum suchas this is characteristic of a few pairs of substances, the majorityof which, such as the mixtures of water with the mineral acids,present as their most striking characteristic the formation of highlyionised mixtures. Other systems presenting the same type of vapourpressureconcentration curves are mixtures of a few nitrogen basesFIG. 7.8070f2 50E f 406302010100% 50HIHydrogen sulphidc-hgdrogen iodide.with fatty acids, and in the case of these there is no doubt thatcombination occurs to a large extent.Roozeboom has pointed out that in nearly all cases where suchminima occur we have independent evidence of (a) ionisation of onecomponent, ( 6 ) combination between the components, or ( c )association of one or both componenh.From this point of view the behaviour of this pair of substances isthe more remarkable, since there is no evidence of appreciableionisation in any of the mixtures, and measurements of the molecularsurface energy which were made by Steele, McIntosh, and Archibaldyielded no evidence of association either of hydrogen suIphide o2620 TYRER: TEE VOLUME OF A SOLUTE IN SOLUTION.of hydrogen bromide, and did not point to any difference in themolecular complexity of hydrogen bromide and hydrogen iodide.Of the three alternatives suggested by Roozeboom, there remainstherefore only the possibility of compound formation betweenhydrogen bromide and hydrogen sulphide, and of this no evidence isyet forthcoming.The system hydrogen sulphide and hydrogen iodide is interestingas adding another to the very short list of pairs of liquids whichform ideal solutions, solutions for which Raoult’s law applies overthe whole range of concentration.This is shown in Fig. 7 by theoccurrence of straight lines for the vapour pressure-liquid con-centration curve, and for the two partial pressure curves.In conclusion, we desire to state that the greater part of theexpense of the investigation has been defrayed by a grant from theRoyal Society. We also wish to express our indebtedness to Messrs.Felton, Grimwade & Co., of Melbourne, for their kindness inpresenting us with considerable quantities of liquefied ammonia,and to Mr. H. J. Grayson, of this University, who specially ruledthe micrometer scale which we have employed.THE UNIVERBITY,MELBOURNE

ISSN:0368-1645    

DOI:10.1039/CT9109702607

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

2620 TYRER: TEE VOLUME OF A SOLUTE IN SOLUTION.CCLXVII1.- The Volume o f a Solute in Solution.By DAN TYRER.THE changes of volume which occur when substances dissolve are ofinterest as affording valuable criteria of the nature of solutions.This study has, however, in the past been nearly always concernedwith aqueous, and less frequently with alcoholic, solutions, which wenow know to be abnormal in the sense that in such cases we arenot.denling with simple molecular mixtures of solute and solvent. Itis only in the case of very dilute aqueous solutions of salts, where thesolute is practically totally dissociated, and in the case of aqueoussolutions of non-electrolytes, that any regularities have beendiscovered.Valson (Compt. rend., 1871, 73, 441) found that the differencebetween the volumes of two salts M,R and M,R in dilute solutionsis constant-independent of the nature of the acid radicle R ; Nicol(CAern. News, 1882, 45, 37) discovered practically the same thing.Taking into consideration the degree of ionisation, Traiibe (Ber., 1894TYRER: THE VOLUME OF A SOLUTE IN SOLUTION.26212 7 , 3173) has been able to determine what he terms the “atomicsolution volumes ” of most of the elements, and has shown that mostof the monatomic metals have the same volume in dilute solution. I nseveral cases of non-electrolytes in water, it has been found that thevolume of the solute in solution is constant-independent of the con-centration. For example, Wanklyn (Chem. News, 1892, 65, 122)found this to be the case for aqueous sugar solutions (see also Traube,Amnalen, 1896, 2 9 0 , 43).In general, however, it is found that with aqueous and alcoholicsolutions the specific volume of the solute in solution diminishes withincrease of dilution (Gerlach, Zeitsch.anal. Chem, 1888, 28, 466 ;Schroder, J. Russ. Phys. Chem. Xoc., 1886, 1 8 , 25; Tammann andHirschberg, Zeitsch. physikal. Chem., 1894,13, 543 ; Traube, Annalen,1896, 290, 43). This diminution is probably due partly to ionisationand partly to changes in molecular complexes, such as the formationof solvates and variations in the molecular complexity of the solvent.I n most cases of aqueous solution, the volume change brought aboutby the dissolution of the solute is a positive quantity, but in a fewcases it has a negative value, for example, copper sulphate and sodiumnitrate.On the other hand, with non-associated solvents and solutes verylittle work has been done.Beilby (Trans., 1883, 43, 138) found that the specific volume ofparaffin wax dissolved in the paraffin hydrocarbons was approximatelyequal to the specific volume which the melted paraffin wax would haveat the same temperature.Lumsden (Trans., 1907, 9 1 , 24) examinedthe change in molecular volume of several solutes dissolved in severalorganic solvents with change of temperature, and found that thevolume increased quite regularly to temperatures above the meltingpoints or boiling points of the pure solvent.Forch (Anm. Physik, 1905, [iv], 17, 1012) determined the molecularvolume of naphthalene in several solvents, such as benzene, chloro-form, etc., and found that the molecular volume was constant-independent of the concentration and of the solvent (except in thecase of etber), and equal approximately to the calculated molecularvolume which liquid naphthalene would have at the same temperature,Dntvson (this vol., pp.1041, 1896) found almost exactly the samething for solutions of naphthalene and iodine in various organicsolvents. The influence of the solvent was found to be rather con-siderable, however, in the second case, and this was considered asprobably due to the formation of molecular complexes.The object of the present work is to extend the above observationsto other cases, t o ascertain whether the volume in solution of a give2622 TYRER: THE VOLUME OF A SOLUTE IN SOLUTION.mass of a solute is indepefident of the concentration, and to whatextent i t is independent of the solvent.Method and Apparatus.Two methods have been used for measuring the specific volumes ofthe solutions, the dilatometrical and the pyknometrical.The dilatometer consisted of a glass bulb of aboiit 40 C.C.capacityblown on the end of a long tube cnrefully graduated in mm. It wascalibrated by weighing it filled with boiled distilled water (cooled in avacuum) to various points on the stem. By this means the dilatometerwas calibrated for every cm. reading along the stem, To determinethe correction for the thermal expansion of the dilatometer itself, thecalibrations were repeated at various other temperatures.Finally,these results were confirmed by substituting pure distilled mercuryfor the water and repeating the observations. All the weighingswere reduced to a vacuum, and corrections were made for the curvedsurface of liquid in the stem of the dilatometer. The instrument wasrecalibrated repeatedly throughout the course OF the experimenta, andthe slight changes which were found to have occurred mere tvkeninto account. With fairly volatile liquids, such as benzene, anappreciable quantity of the substance exists in the state of vapourin the stem. To diminish this and a t the same time to prevent 1 0 sby evaporation during the course of an experiment, the open end ofthe stem was closed by a thin glass rod which was made to slide upand down within the stem, and could be gradually raised as the liquidexpanded and rose up the stem.The dilatometer was heated in a large bath of water, insulatedfrom draughts.The temperature could be easily controlled to O.0lofor a time sufficient to allow the temperature of the liquid in thedilatometer to reach equilibrium. The bath was stirred with avertically acting stirrer worked with a small motor. Two thermo-meters were used, both graduated in l/lOths of a degree -and readableto 1/100ths, one over a range of Oo to 50°, the other from 50° to looo.The thermometers were calibrated to O.0lo by comparison with astandard, and the calibrations were repeated at frequent intervalsthroughout the course of the experiments and corrections made forany slight variations observed.All the readings of the dilatometerand thermometers were made with the help of a small telescope.Each solution used was prepared by direct weighing of the soluteand solvent, great care being taken t o prevent loss by evaporation.Details in regard to purity of the materials are given as they arise.The observed results were made at irregular intervals of tempera-ture (usually every 5 or 6 degrees) between 1 5 O and a short distancTYRER: THE VOLUME OF A SOLUTE IN SOLUTION. 2623below the boiling point of the pure solvent. In order to obtaincomparable results, the experimental values were plotted on a largesheet of cross section paper, of a sufficient scale to permit of readingsof specific volumes to 0.00005.The mean probable error in thespecific volume determinations by the dilatometer is, however, rn orethan this, being about 0.0001. This degree of accuracy is not suffi-cient for very dilute solutionp, and therefore experiments with thedilatometer have been confined to solutions of a moderate concen-tration.If A is the percentage concentration of a solution (grams of soluteper 100 of solvent), XI the specific volume of that solution, and So thespecific volume of the pure solvent a t the same temperature, then thechange in volume due to dissolution of A grams of the solute is(100 + A)Sl - lOOX,, and the specific volume of solute in the solution is(100 + A)Sl - lOOS, v = .- AThe values of v at various temperatures have been found by the dilato-meter for two cases-phenanthrene and m-dinitrobenzene in varioussolvents.The following solvents have been used : (a) Benzene, ( b ) toluene,( c ) acetic ester, ( d ) chloroform, ( e ) carbon tetrachloride.The “pure ” substances, obtained from Eahlbaum, were redistilledor recrystallised several times before using.The #pee$% Volume (v) of Phenanthrene in Various Xolvsnts.The phenanthrene used was Kahlbaum’s. To test its purity asmall sample was recrystallised, and the melting point carefully deter-mined.It was found to melt a t the same temperature as the originalspecimen.I n the following table are given the values of the specific volumesof solutions of phenanthrene at various concentrations in the severalsolvents, with the calculated specific volumes ( v ) in solution :A = percentage concentration of solution (grams solute per 100grams solvent).X,, = specific volume of pure solvent.XI = specific volume of solution.v = specific volume of the solute in solution.2” = temperature2624F.15"203040506070TYRER: THE VOLUME OF A SOLUTE IN SOLUTION.In Benxene.so.1'13071.13791'15211.16641.18101-19621'2122A = 4.199. --1'1214 0.8991'1282 0'8951'1419 0.8951.1556 0.8991-1699 0.9071'1847 0'9111'1997 0'9014- 0.A = 7 '797.&1.1135 0-8921'1202 0-8931-1336 0.8961-1471 0.8991.1610 0'9041.1751 0.905%.9.-A = 15.894.& 4- V. - -1'1039 0.8891'1164 0'8911.1292 0-8951'1420 0.8961.1554 0.8981.1697 0'902T.15"203040506070SO.1'14881.15511.16781 -18061-19361,20711'2212In, Toluene.A = 3.197.A = 5'493. A = 11.712. A = 27.297. +1-14071 -14671.15901.17161-18431.19751.21134. - 9.0.8860.8860.8850'8900.8910.8970.901+1,13481'14081'15301.16521.17781,19071.2043Is,. 7V.0.8810.8820.8830.8850'8890.8930.897- 1.12071.12641.13811.15001-16221.17461'187481.In Acetic Ester.A = 6.922. A = 9'149.- 9.0.8810.8810'8840.8890.8930.8970.899J 4.1.09181.09701-10781-11891 -1 3001,14141.1530- 0,8830.8840.8870.8940.8970.9010'9039.A = 18'832.T.15"2030405060708,.1.10221.11011.12591'14161'15801.17501-1933Is,. 0.1'0923 0.9491.0988 0'9371.1143 0.9461'1296 0.9561.1452 0'9611.1616 0.967- -r s;.V.1-0828 0.8691.0907 0-8671-1040 0.8651-1185 0.8661.1335 0.8661.1493 0.868- -381. V.- --1'0726 073731-0852 0.8681-0987 0.8711'1126 0.8721.1273 0.8741'1426 0.874In Cac4.bon Tetrachloride.A = 2'873.T.15"203040506070so.0'62410.62760.63490.64300-65120.65960.6685s1 .0'63060.63440,64210-64990.65790.66610-6746V.0.8580-8740.8910.8920-8910'8930.889A = 4.575. - 4- 9.0'6347 0.8660'6384 0.8750,6460 0.8910.6538 0'8910'6616 0.8900.6697 0.8900.6781 0,888It will be seen from the above tables that the values of v, as a rule,increase slightly, but regularly, with increase in temperature.Thevalues in acetic ester, however, show some small variations from thisrule, and these are repeated (as will be pointed out later) in other cases.The effect of concentration on the value of v seems very slight, except,again, in the case of acetic ester. Small divergences appear with thTYRER: THE VOLUME OF A SOLUTE IN SOLUTION. 2625more dilute solutions, but here it is to be considered that the experi-mental error in the value of (u) is much greater than in the moreconcentrated solutions. For example, an error of 0.0001 in the specificvolume of the solution for R concentration of 4 per ceut. makes anerror of about 0,004 in the value of v. Again, most of the values ofthe specific volume of the solutions for temperatures of 15' and 70'have been obtained by extrapolation, and therefore, in some cases, theexperimental error may be greater than the average.Thevalues of v in benzene, for example, are distinctly higher than those intoluene and carbon tetrachloride.The influence of the solvent seems slight, but appreciable.The Xpecijc Volume of m-Binitrobenxene in Vc6rious Xolvents.T.15"203040506070T.15"203040506070T.15"2030405060In Benzene.A = 4'823 A = 8.939 -- 1'1101 0.682 -1'1169 0.683 1.1002 0-6781'1304 0.680 1'1132 0.6781.1441 0-682 1'1267 0-6811.1581 0.683 1.1403 0.6841'1724 0'681 1'1544 0.686 - - 1.1689 0.6842).- ,Y1* V.SPA=4'092 - 8 1 . 21.- -1-1354 0.6541.1477 0-6561'1601 0-6591.1726 0'6581.1856 0.6591,1982 -In Toluene.A = 7.675 - 1.1143 0'6651.1203 0.6671.1323 0.6701.1444 0'6721.1567 0.6751'1694 0.6791'1824 0.677s,.2).In Acetic Eater,A = 3'722 - 81. 0.- -1-0945 0-6761.1093 0-6651.1246 0.6681.1404 0-6681.1569 0.671A = 6.416 - 1.0768 0.6791.0837 0'6721.0983 0.6681'1132 0.6701.1287 0'6721'1448 0.673SP v.A = 16.230-781. V.1.0684 0'6541,0746 0-6851-0871 0.6861.0997 0.6891-1126 0'6901-1258 0.6921,1395 0'692A = 15.595&1.0840 0.6681.0895 0.6691.1009 0.6721'1124 0.6751'1241 0.6781'1361 0.6811.1484 0-6808,. 9.A = 16.508& 4- V.- -1.0478 0-6701.0612 0-6691'0749 0.6711.0890 0,6711'1036 0.672626 TYRER: THE VOLUME OF A SOLUTE IN SOLUTION.In Chloroform.A = 2.964 A = 7.017 +-? & T.so. 81. V. 81. V.15” 0’6683 0.6677 0.649 0.6678 0-66820 0.6726 0‘6721 0.657 0-6718 0.66130 0-6812 0-6806 0.661 On68O1 0.66440 0.6902 0.6895 0.664 0‘6886 0-66550 0.6995 0.6984 0.659 0‘6974 0.66760 0.7092 0.7075 0‘648 0*706l 0.662m-Dinitrobenzene is probably not so “normal” a substance asphenanthrene, for the nitro-compounds show, as a rule, an appreciableamount of molecular association. It will be noticed from the abovetables that in all the solvents there is a slight increase in the specificvclume of the solute in solution with increase of concentration, andthe values of v vary more than in the case of phenanthrene from onesolvent to another.Determinations with the f’yknometer.Two pyknometers have been used, one of small volume (about5.2 c.c.) for large concentrations, and the other (about 14.5 c.c.) for themore dilute solutions.Both pyknometers were made of fused quartz,pyknometers of this material possessing the great advantage overglass instruments of changing only very slightly in volumewhen heated, and of being much less soluble in water. They wereprovided with small ground glass caps for the ends of the capillarytubes. Their volumes were determined to 0.0001 C.C. by weighingthem filled with air-free distilled water at 2 5 O , taking the specificvolume of water a t this temperature to be 1.002937, All the deter-minations were made at the constant temperature of 25-00’, thepyknometers being immersed in a large volume of water maintained a tthis temperature by a sensitive thermoregulator.The weighings ofthe pyknometer filled with the solutions were made to 0.0001 gram.Every solution investigated was made up by direct weighing of soluteand solvent, and t o diminish the error introduced by the unavoidableloss by evaporation of a slight amount of the solvent, several timesmore solution was prepared than was necessary t o fill the pykcometer.All the weighings were reduced to a vacuum. The mean probableerror in the specific volume determinations by the smaller pyknometeris about 0*00006, and with the larger pyknometer about 0*00002.When the concentration of the solution was more than about 8 percent,, the specific volume was determined with the small pyknometer;for smaller concentrations the larger pyknometer was used.I n the following tables are given the results of t h e determinationTYRER: THE VOLUME OF A SOLUTE IN SOLUTION. 2627for the constant temperature of 25.00' of several solutes in varioussolvents and at various concentrations.The $peci$c Volums of p-Bibromobenxene in Various Xolvents a t 25.00'.I n the following tables :A = percentage concentration of the solution.XI = specific volume OF solution a t 25.00'.v = specific volume of solute in solution at 25.00'.Xo = specific volume of solvent at 25.00'.In Benzene (Xo = 1.14497).A.Sl V.5.067 1 -1 1453 0.5139.863 1.08853 0.51622.935 1 *02689 0.51237.895 0.97129 0514In Acetic Ester (Xo = 1.1 1794).A.SP 9.3-268 1 *09769 0.4795.599 1.08516 0.4997 -642 1 *07443 0.50514 -097 1 '04233 0.50625-157 0.99555 0.508In Carbon Tetrachloride(So = 0.63121).A. 8,. V.2.615 0.62809 0 '5087.710 0.62230 0.507I n Carbon Disulphide(So = 0.79638).A. Sl* 9.3-979 0.78555 0.5138'704 0.77366 0'51211.087 0.76835 0.515In Hexane (Xo = 1.48795).A. 8,. 21.4371 1.44665 0.502In Toluene (So = 1.16094).A . 8,. V.3'919 1.13635 0-5088.395 1.11054 0.50815.782 1.07155 0 -50530'966 1.00682 0.509In Chloroform (So = 0.67688).A. SI - 0.2-222 0.67323 0.5074.355 0 *66965 0.5059.973 0.66135 0 *505In Ethyl Bromide(So = 0,69521).A. SI. 9.3.697 0.68808 0.4944.008 0*68762 0.496In EthylEther (So = 1.41236).A. SI. 9.2.788 1.38640 0.4568.099 1'34107 0.4618.461 1.33855 0.46618.638 1'26362 0.465I n isoAmy2 Acetate(So = 1.15998).A.8,- V.8.648 1.10879 0.510It will be seen from the above tables that the specific volume (u) ofthe dibromobenzene remains constant (within the errors of experiment)for any one solvent with the exception of acetic ester and ethyl ether2628 TYRER: THE VOLUME OF A SOLUTE IN SOLUTION.with which it increases with increage of the concentration. The nature ofthe solvent in the other cases has a distinct effect on the value of v,varying from 0.495 in ethyl bromide to 0.513 in benzene, or about3 5 per cent.The 8pec;f;c Volume of Diphenyl in Various Solvents at 25.0Q0.In Benzene.A. 8,- V.2.003 1.14155 0.9705.492 1-13588 0.97010-736 1-12767 0,96714.876 1'12175 0.96518.118 1'11738 0.965In Acetic Ester.A.8,- 2).2-000 1'11459 0'9474.908 1 -11009 0.9509.147 1.10369 0-94711.558 1.10095 0.95320.764 1.08902 0949In Hexune.A. 8,. 8.2.121 1.4T639 0.9316.877 1.45240 0-935In Nitrobenzene (Xo = 0.8350).A. &. 8.1.934 0.83760 0.9674.438 0-84103 0.975A.2.160'3-7888'76112.617In Toluene.A. s,. V.2-699 1.15570 0.9614.515 1.15238 0'9639'814 1.14291 0.95913.543 1.13751 0'96431.867 1.11279 0'962In Chloroform.A. 8 1 V.1.654 0.68131 0'9474.375 0.68859 0.9555-616 0.69204 0'96211-457 0.70635 0.96415-136 0.71490 0.966In isoAmyl Acetate.A. 8,. V.7.467 1-14579 0-95612.911 1-13672 0.956In Carhon Biaulphide.A . 81. V.3.958 0.80315 0'97413.253 0.81753 0.9778, * 8.1 *40152 0.9001 *39356 0-8981,37057 0.8941 -35310 0.891It will be noticed in the case of diphenyl that variations fromconstancy of the value of ZI are more marked than in the previous case.I n benzene v decreases slightly with increase of concentration, whilstin chloroform the opposite is the case.As before, the values in etherare much lower than in any of the other solvents, and a slight fall ofv occurs with increase of the concentration. The values in carbondisulphide and nitrobenzene are much greater than the average.The percentage difference between the highest (0.977) and the lowest(0.891) is about 9TYRER: THE VOLUME OF A SOLUTE IN SOLUTION. 2629T h e Xpec.$c Volume of Acenap?hthene on Various Xolventa at 25.00°.19% Benzene.A.J;. 2'.1-904 1'14054 0.9074.705 1.13456 0.9138'480 1'12674 0'91814.370 1'11610 0.915In Acetic Ester.A. sl. u.3-769 1'10984 0.8957 -022 1'10324 0'89412.216 1'09422 0.900In, Hexane.A. 4 2'.3.205 1'46880 0.8714-945 1'45910 0'875I n I'oluene.a. 8, * '11.2.143 1.15572 0'9115'644 1'14753 0.90910*18Y 1 '13784 0'91121'108 1.11756 0-912I1In Chloroform. IA. 4. V.1.515 o m 0 6 4 0.9314.131 0-68645 0'91 97'963 0'69461 0.91815207 0.70920 0'922In Nit robenzene.A. XI. V.2'915 0.83763 0.9244'020 o . a m a 0.925IA.3.96267329a e o a yIn EtiryZ Ether.s;.1990151.375091.369282).0.8290.8290.835As in the previous cases, Iow values of v for acenaphthene are shownin ethyl ether and hexane, and high values in nitrobenzene.The valueincreases with the concentration in acetic ester. The value 0.931 inchloroform is very probably too high.The Spec& Volume of Bend in Various Solvents.In Benzene.A . SP V.1 '931 1'13942 0'8506-030 1'12808 0 %486.324 1'12752 0-85113,962 1.10903 0.85120-55a 1.09488 0 . ~ 5 1IIn, Acetic Ester.A. 81. 0.2.034 1 *11221 0,8304-411 1 '1 0601 0-8357.517 1 -0981 0 0.83417.839 1.07552 0.837In Toluene.A . 4. 2'.2-863 1'15225 o m 84'358 1.14758 0.8467.183 1-13968 0-84420.301 1'10818 0'55028.260 1.09264 0'851In Ctl Zoroforrn.A . 8,. 2'.2'074 0-68018 0.8433.976 0.68315 0.84210.508 0'69490 0'81618.093 070349 0.851VOL. XCVII. 8 2630 TYRER: THE VOLUME OF A SOLUTE IN SOLUTION.In Nitrobenzene.A.8,. 'u.1.836 0.83570 0.8684.869 0.83662 0 $68In Ethyl Ether.A. 8,. 0.2.145 1'39909 0.7815-062 1'38164 0 * ; i 511.723 1'34674 0.777The value of v in toluene shows irregularities at small concentra-tions, but assumes a value identical with that in benzene at higherconcentrations. I n acetic ester there is a consistent increase wihhincrease of concentration. Again, in nitrobenzene the values arehighest, and lowest in ether.In Ben.xene.A. 4. 9.1'984 1.14060 0.9203.971 1 '1 3625 0.9167 . ~ 6 ~ 1-12867 0.92115'799 1*11421 0.919In Acetic Acid.A. 8,. 9.2.013 1.11364 0.9004-873 1.10777 0'89911.757 1'09527 0-90214'204 1-09106 0'902I n , Ethyl Ether.A. 8 1 .v.2.055 1'40123 0'8606-192 1'37957 0-8509'326 1.36359 0.84119.892 1.31929 0-851In Hexane.A. s; - 21.1.405 1'47974 0.8958.811 1.46632 0'899In Toluene.A. 81. 2).2.924 1 '1 5367 0'9054.670 1.14985 0.9129-346 1'1 3974 0.91312.006 1 '13471 0'916In Cldoroform.A. XI. 9.3.216 0.68419 0.9108.087 0.69452 091212.143 0.70295 0.918I n Cccrbon Disulp?&ide.A. x1 v.1'035 0.79763 0.91 86.670 0'80475 0.93016,442 0.81539 0'931In Nitrobeneene.A. 8,. 9.1.879 0,83689 0'9294.689 0.83939 0'93TYRER: THE VOLUME OF A SOLUTE IN SOLUTION. 2631The 8pem& Votume of Durene in Various Solvents at 25.00°.In Benzene.A . 4- 0.2.663 1.14555 1.1677.571 1.14591 1.15910'572 1.14636 1-15916.787 1'14669 1.15818.951 1'14624 1.15430-322 1.14657 1,159I n Acetic Ester.A.s, * 0.1'144 1'11798 1.1223-039 1.11882 1'1479,160 1.12005 1 '1 3214.326 1.l2105 1'143In. Hexane.A. 81. V.2.632 1.47838 1.11410'903 1.45203 1'12316'185 1 '45099 1 '222In Toluene.A. 8,. 21.3'032 1.16083 1 '1 577.262 1 '1 6013 1-1497.060 1-15992 1.14519'621 1 '1 5758 1'1401% Chloroform.A. ,Yl. 9.1.983 0.68636 1.1684.876 0'69941 1'16311 *286 0'72558 1.15716-167 0'74363 1.159In Nitrobenzene.A. s,* 0.2.058 0'84094 1 *1256.129 0-85196 1-127It mill be noticed that in most cases the value of v changes with theconcentration. Notice the abnormally low values in nitrobenzeneand comparatively high values in 'hexane as compared with the valuesin solvents in the other cases.The SpeciJic Volu.rne of Triphenylmetlmne in Vavious Xolvents at 25.00'.I n Benzene.A .4 * V.1.577 1.14140 0'9302.565 1-13929 0 *9277-290 1'13010 0'926I n Acetic Ester.A. 8,. v .i m o 1'11403 0'9006-774 1.10521 0.91710-490 1.09913 0'919I n Hexcme.A. 8,. V.1 -892 .1-47690 0.8938.105 1 *46998 0'891I n Toluene.A. 4- V.4.007 1'15131 0-9167-976 1'14335 0'92212'558 1'13458 0.91721.781 1.11815 0,921In Chloroform.A. Sl. 9.2.748 0.68340 0'9197-333 0.69373 0'9237-551 Q -69442 0.92710-138 0 '6999 7 0'928II n 'Zthyl Ether.A. 4. 211.571 1'40391 0.8658 %07 1.36896 0'8598 7 2632 TYRER: THE VOLUME OF A SOLUTE IN SOLUTION.The above case is of particular interest, because triphenjhnethanecrystallises from benzene with one molecule of benzene of crgstallisa-tion (Kekulk and Franchimont, Ber., 1872, 5, 967).Moreover, it isprobable, although not conclusive, that in solution in benzene a portiona t least of the triphenylmethaue exists in combination with thebenzene. This does not, however, seem to affect a t all considerablythe value of (v). It is unfortunate that a limiting solubility preventsthe extension of the experiments in this case any further.I t might be stated from a consideration of the above tables, that thespecific volume of the solute in a normal solvent is aptroximately aconstant independent of the concentration of the solution, and, withcertain limitations, independent of the solvent. Although the term‘‘ specific volume of solute in solution ” or “specific solution volume ” hasbeen used throughout this paper, it is not intended to imply that thisrepresents the actual volume occupied by the solute in the solution,but the term is used from considerations of usage and simplicity.Ithas been usual with other investigators to express the results interms of the molecular solution volume, but as no particularadvantages appear to accrue from this method, the results here havebeen left in terms of the specific solution volume.It has been shown repeatedly in a few cases that the volume of thesolute in solution is equal to the volume occupied by the same weightof the solute when in the liquid state at the same temperature (Beilby,Zoc. cit. ; Lumsden, Zoc. cit.; Forch, Zoc. cit.; Dawson, this vol., p.1041).Now if the rule that the specific volume of the solute in solution isindependent of the concentration holds to n concentration of 100 percent. (that is, pure liquid solute)-and it has been shown in the abovetables that i t holds to comparatively large concentrations-the aboveobservation follows a t once.I n spite of a very close agreement between the values of v for agiven solute in many of the solvents, there is, however, a distinctdifference between the values of v in one solvent from the values inanother. If the tables be inspected, i t will be noticed that thereseems to be some connexion between the nature of the solvent and thevariation of the value of the specific solution volume of the solute froma certain mean value.For example, in every case the values in etherare lowest aud those in carbon disulphide or nitrobenzene highest. Ifwe arrange the solvents in order of magnitude of the specific solutionvolume of a solute, we obtain approximately the following sequence inevery case except durene : (1) carbon disulphide, (2) nitrobenzene,(3) benzene, (4) toluene, (5) chloroform, ( 6 ) acetic ester, (7) hexane,(8) ethyl ether,On the other hand, DAtwson (Zoc. cit.) showed that in the two casesbe investigated (iodine and naphtbalebe) no such similarity in arrangeTYRER: THE VOLUME OF A SOLUTE IN SOLUTION. 2633ment was observable. The order for naphthalene is, however, verysimilar to the above. The two cases, iodine and durene, are quiteapart, showing an entirely different order of arrangement of solvents.And it will be seen from the table that the specific volume of durenein solution varies also with the concentration, and this is strongevidence that in this case chemical changes occur in the solution, suchas association or dissociation, for, in aqueous solutions where thesechemical changes are known to take place, similar variations of thevolume of the solute are observed.This, however, will not suffice to explain the influence of the solvent.Let us consider the matter from the point of view of the moleculartheory.In the ideal case no change in volume occurs on formation ofa solution whatever the nature of the solvent. That is t o say, thespace taken up by each molecule of the solute is independent of thenature of the surrounding molecules.Now, in virtue of its kineticenergy, each molecule in a liquid exerts a certain pressure, which isproportional to the value of this energy, and depends also on the meandistance between two adjacent molecules. This pressure is counter-balanced by a molecular force of attraction. Therefore if a moleculeof a solute, when surrounded by an atmosphere of solvent molecules,is to occupy the same volume as in its own liquid at the sametemperature, then the attractive force acting on the molecule mustbe the same in both cases. If this attractive force is greater, theremill ensue a closer grquping of solvent molecules around each moleculeof solute (this does not mean that the two necessarily combine), andthe observed specific solution volume of tho solute mill be diminished.This attractive force is identical with the force which undoubtedlyplays a part in the dissolution of a solute, and, to some extent, thesolubility (if small) might be regarded as a measure of this attractiveforce, but other factors come into consideration complicating thematter (see this vol., F.1778).I n the contraction or expansion of the solvent its compressibilitymust be taken into consideration. The extent of this contraction orexpansion will depend on two factors, namely : (1) the force of attrac-tion bet,ween the molecule of solute and the surrmnding solventmolecules; (2) the pressure or force necessary t o bring about a verysmall change in the mean distance between the molecules of thesolvent. The latter factor is the more important, and is approximatelyproportional to the product of the compressibility, p, and the molecularvoIume, V. If we arrange tho solvents used in the above experimentsin order of the values of pF; we get approximately the followingsequence : (1) carbon disulphide, (2) benzene, (3) toluene, (4)chloroform, ( 5 ) ethyl acetate, (6) hexane, (7) ethyl ether.This is exactly the same order of arrangement as given above fo2634 LOWRY AND JOHN: STUDIES OFthe variation of the specific volume of a solute. This is strongevidence in favour ol the view that a connexion exists between thecompressibility of a solvent and the volume which a solute, whendissolved in it, takes up. There is, however, the other factor to beconsidered. It is probable that with substances of nearly equalmolecular solubility, this factor is constant, but a t this stage of thesubject there is not sufficient experimental data to make a systematicexamination of the hypothesis.I n the ideal case when the attraction of the molecules of the solventfor a molecule of a dissolved solute is equal to the attraction exertedon the molecule when present in the pure liquid solute at the sametemperature, the volume change occurring on the formation of thesolution mill be due entirely to the solute, and the property will bestrictly additive,THE CHEMICAL DEPARTMENT,THE UNIVERSITY, MANCHESTER

ISSN:0368-1645    

DOI:10.1039/CT9109702620

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

2634 LOWRY AND JOHN: STUDIES OFCCLXIX-Studies of Dynwnic Isomerism. Part X I I .The Equations f o r Two Consecutive Unimolecular I)Changes.By THOMAS MARTIN LOWRY, D.Ss., and WILLIAM THOMAS JOHN,B.A., B.Sc.THE problem considered in the following pages is to determine thecourse of a chemical change which proceeds in two stages, eachreversible and each obeying the unimolecular law. Two cases areconsidered :(1) That in which the total quantity of material is constant, asis usually the case when isomeric changes are studied in solution.(2) That in which the concentration of one of the constituents iskept constant, as, for instance, when isomeric change takes place in asolution saturated with one of the isomerides.Work i n this direction has already been done by Harcourt andEsson (PI& Tvccns., 1866, 156, 193) and by Mellor (Chemical Xtaticsand Dynamics, Chapter V), who has given the equations for two con-secutive non-reversible actions : X - Y - 2 (Zoc.cit., pp. 98, 114),and has calculated the course of the action in one particular case.P. V. Bevan (Phil. Trtzrts., 1904, A. 202, 71) has given the equations,and has calculated one series of values f o r the case X T2 Y 3 2DYNAMIC ISOMERISM. PART XU. 2835Finally, Rakowski (Zeitsch. physikal. Chem., 1906, 57, 321) has investi-gated the general case of n consecutive unimolecular actions, and hasplotted series of curves for the special cases X - Y - Z++ andX - Y Z 2. General equations for the case X L Z Y Z 2 weregiven by Rakowski, but no further investigation was made.The inquiry, of which the results are now described, was begun in1903, at which date the majority of the solutions referred to abovewere not available.It was hoped that the study of the equations forthe action X Y z 2 might throw light on the question of theexistence in aqueous solutions of dextrose of a substance intermediatebetween a- and /3-glucose (compare Trans., 1903, 83, 1314). At therequest of one of us, the equations shown on p. 2642 were then workedout by Mr. H. Klugh, of the Central Technical College, for the casein which the concentration of one of the constituents is kept constantby contact with the solid, This case, so far as we are aware, has notbeen considered by any other investigator. The comparison of theoryand experiment presented, in the case of the sugars, difficulties whichwere sufficiently great to prevent the utilisation at the time of theinformation which had been obtained; but the recent discovery of aseries of inflected mutarotation curves rendered urgent the study of thecommoner case in which the sum of the concentrations is constant, andled to the detailed inquiry recorded below.Previous investigators have shown that under certain conditionsthe intermediate substance Y increases to a maximum concentrationand then decreases again, whilst the concentration of the final product2 gives rise to an inflected curve when plotted against, t.Our owninquiry has included the study of the intermediate substance, butspecial attention has been paid to the inflected curves for the finalproduct, and a method has been devised whereby these curves may becharacterised readily by drawing or calculating the intercepts of thestationary tangent on the lines which indicate the initial and finalconcentrations of the product.General Solution.Case I.If the concentrations of the three substances X , Y, and 2 be repre-sented by x, y, and x, and the four velocity constants by k,, k,, k3, k,,as shown in the scheme :k, k,it Compare Walker, Zcitsch. yhysikul, Chevz., 1899, 28, 1772636 LOWRY AND JOHN: STUDlES OFthe f undamcntal equations are :dx - _ - - k l x + k2y dt9 = + kla: - (k, + k4)y + k3zdtI n the case of unsaturated solutions in which the total concentration isconstant : x + y + x = const. = 1, the constant being taken as unity inorder to simplify the algebraical working.The assumption has alsobeen made that the experiments are carried out with materialsinitially homogeneous, so that when t = 0 , z=1, y=O, z=O, and inaddition dz/dt = 0.The solution of the differential equations is as follows :x = xx) { - m2 e - ? I L ] t + ml e -7)2?tm2 - ml "2 - ml 9n2 - m1 m2 - "1z = z m { - 2 2 . e - m i t + - J - s - m 2 t + l mn ~ , - ml m2 - mlwhere :mlm2 = k2k3 + klk3 + k,k4.These functions undergo a remarkable simpli6cation when one ormore of the velocity constants is reduced to zero. Thus, if the firststage of the action is izon-reversible, k,=O, and the m functions arereduced to the simple form :if the second stage of the action is non-reversible, k , = 0 , andif both stages are non-reversible, k, = k, = 0, andor vice versa.m l = k , ; ~122=ik3+k4;m 1 = k 1 + k 2 ; m 2 = k 3 ;ml = ZC, ; m2 = k3DYNAMIC ISOMERISM.PART XII. 2637Under these con<itions, the original equations can be given in termsof the velocity constants without making use of m, and rnB. But thesimplified equations, as investigated by Mellor, by Eevan, and byRakowski, are of very little value in the study of dynamic isomerism,since they can only be applied to non-reversible isomeric changes, andare inapplicable in all those cases in which the original substance canbe recovered from its solutions by recrystallisation. We have thereforebeen obliged to devote our attention to discovering exactly how muchinformation can be obtained from the study of t.ha experimental curvesin the general case in which both actions are reversible and all thefour constants are finite and unknown.Porm of the y t Curves.Case I.The chief feature of the yt curves is the occurrence under sqme con-ditions of a maximum concentration, followed by a decrease to thelimiting value yor! . The condition dy/dt = 0 gives for the co-ordinatesof the maximum the values :m - k'ml - k3log eL?, 1 tm = -rn2 - nilIf k, lies between m1 and rn2, the ratio is negative and the"1 - k3logarithm imaginary; the yt curve then runs up steadily from theorigin to the limiting value without passing through an intermediatemaximum.were greater than m2 or less than ml.The former condition we have proved to be impossible.As regardsthe relative magnitudes of k, and m,, we have found that when k, isequal to m,, k3 = k, = ml, whilst k,$rn, gives k3zk1. The occurrence ofa maximum in the yt curve thus depends only on the relative m a p i -tude of k, and k, ; if k,>k,, no maximum can be developed whatevervalues ase assigned t o k, and k4, whilst if k,<kl, a maximum alwaysappears.It is noteworthy that when k3 = k,, the e-mlt factor of the yt equationvanishes and the curve assumes the simple logarithmic form character-istic of a single unimolecular action.The dependence of the form of the yt curve on the constants k, andk3, and the small influence of the constants k, and k4, naturally extendto the simpler cases i n which k2 or k 4 = O ; they were pointed out byRakowski as applying under these conditions, but the general casehad not been investigated previously.A maximum would occur i2638 LOWRY AND JOHN: STUDIES OFPorm of the z t Curves.Case I.The curves connecting x and t are characterised by an initial“period of induction,” when = 0, and by a, point -of inflexionwhere dtz = 0. I n dealing with an experimental curve, the existenceof a true period of induction may be demonstrated by the constancydxd 2 Xt =1 ‘21.00.80.60-40-21’0Iof the initial values of x, but its duration is merely a question of theperiod which elapses before the sensitiveness of the methods ofmeasurements allows of the detection of the gradual change in thesevalues and has no quantitative value whatever.The inflexion has,however, definite quantitative features which may be recognised readilyin the experimental curves. Of these, we attach special importance totwo features which are independent of the actual velocity of change,a point of some importance in dealing with changes which depend oDYNAMIC ISOMERISM. PARr XII. 2639the presence of a catalyst or impurity, and proceed with differentvelocities in the case of samples of different degrees of purity. Thesefeatures are the co-ordinate x i of the point of inflexion, especiallywhen expressed by the ratio zi/aoo and the ratio t a / t b of theintercepts ta and t b of the stationary tangentand x = x c i o .d2z The condition x2=0 gives for the pointupon the lines z=Oof inflexion the co-ordinates :Unlike the co-ordinates for the maximum in the y t curve, theseexpressions are always real, and the point of inflexion is a regularfeature of all the zt curves.The tangent a t the point of inflexion is given by the equation :2 - zi = m(t - ti),whereThe intercepts, obtained by substituting x = 0above equation, are given byta = ti - ~ l / mt b = ti + (zoo - xi)/m.The intercept-ratio is then found by substitutionIt will be noticed t h a t the ratios 2i/zm and taltband x=zoo in theto bedepend directly onthe ratio m2/ml, but that none of the individual velocity constants arepresent in the f o r m u l ~ by which the values of these ratios are deter-mined.The experimental study of the xt curves can therefore beused to determine the ratio m2/mn1, but is only indirectly of value indetermining the magnitudes of the individual velocity constants. Theexpressions which give the ratios zi/xoo and ta/tb in terms of m, andm2 are too complex to be solved easily, even when the numerical valuesof these ratios are known ; we have therefore calculated the followingtable, from which the values of inz/ml corresponding with any givenvalues of Z i / x q and ta/tb may be determined by interpolation 2640 LOWRY AND JOHN: STUDIES OFTABLE I.m$m, or m4/m36'05'04'03.02.52-01 '41'21 -11.0zilza,0-1850,1980'2130.2300'2400'2500-2610'2630.2640,264t a / l b0-06070.06670'07200.08000.08410.08810'09240-09340-09380'0939The limiting values, when mz/ml = 1, are2 - = 1 - - = 0.264,za e!!.= 0.0939;3it follows, therefore, that if an experimental curve gives values inexcess of these figures it cannot be due to two successive unimolecularchanges, but probably depends on some more complex sequence.Having determined the ratio mz/rn: from the ratios z~/xoo and t & , ,it would be easy to deduce from ti = -----loge-2 the individual values of m2 and m,, but these would probably be found tovary widely according to the amount of catalyst or impurity presentin the experimental material; it is for this reason that we have laidspecial emphasis on determining the ratio m2/ml and the ratiosk, : k, : k, : k,, rather than the absolute values of these quantities.A sa, trace of catalyst cannot alter the character of the final equilibrium,the ratios kJk, and k,/k, must be independent of the speed of the action ;a similar statement would probably be true of the ratios k,/k, : k3/k4and m2/ml if the quantity, and not the nature, of the catalyst werechanged, but an alteration in the relative speeds of the two stages ofthe action might be produced if a different catalyst were introducedinto the system.1 mm2-7n1 mlTyansposition of Constants. Case I.On examining the equations given above, it will be seen that theequations connecting x andt, as well as the equations forthe co-ordinatesof the point of iuflexion and for the stationary tangent, do not containany of the individual velocity constants, except in so far as these serveto determine the values of ml, m2, and x , .It therefore follows thatwhen x/xa is plotted against t, the course of the curve is determinedentirely and exclusively by the values of ml and m2. From this factsome important conclusions may be drawnbYNA MIC ISOMERISM. PART XII. 26411. The m functions are syml~zctrical it& refvence to k,k2 und k3kl. It istherefore possible to interchange k, aud k2 with k, and k4 withoutaltering in the slightest the courae of the st curve. Thus :(a) On comparing the three equilibria2 1 1 1 1 32 1 1 1 1 21 z z l z Z 1 1 z z l Z z 1 1 zz 1 zz 1x-,in which the final proportions are the same throughout, but the relativevelocity of the two changes is altered, it is noteworthy that the firstand third give identical curves for z and t, although these differwidely from the curve for the second equilibrium; the three yt curves(which involve k,) are also entirely different from one another,(6) In the case of the equilibria:1 12 12 z 1 - 12 11 11 .- 2 = 22 11 21 ~ ~ 2 t - 41 11 2l - 1 Z z - a1 21 12 - 2 - 11 22 14 ~ 2 ~ ~ 1the form of the curve obtained by plotting z/zm against t is in everyrespect precisely the same for the two members of each pair, in spiteof the alterations which are produced in the values of zoo by thetransposition of the constants. It is a noteworthy contrast that thealteration of relative velocities on passing from0.5 1 1 11 1 2 12 ~ 1 ~ 1 t o 2 z z - 1alters completely the form of the xt curve, in spite of the fact that theultimate proportions of the three isomerides remain unchanged.2.If k1 = k, the m functiom contain the other two velocity constantsonly in the fopm k,+k,. It is therefore possible to increase k2 a t theexpense of k4, or vice versa, without affecting in the slightest the formof the curve for x/xa against t. Identical curves are therefore givenby the equilibria :2 2 2 2 2 2 2 23 1 2 2 1 3 0 43 ~ 2 ~ 1 2 = 2 = 2 1 - 2 ~ 3 0.-2-.4,in which the equilibrium is gradually dispIaced in favour of 2 at theexpense of X , until X disappears altogether, owing to the non-reversibility of the change X -+ Y.Even more remarkable is the fact that when k,=k,, the abovetransformation can be made without affecting the form of yt curve,which remains unaltered (for instance) over the whole range from2 2 2 24 0 0 24 ~ 2 ~ 0 to 0 .2 2 4 .* The final proportions of :F, 9, and c arc licre shown by simple integers, forexample, 1 ; 1 : 1, instead of the actual values, 0-33 : 0.33 : 0'33 of xw : ya, : x m 2642 LOWRY AND JOHN: STUDIES OFI n the former limiting case the third isomeride 2 is not formed at allsince k, = o ; the y t curve has therefore the simple unimolecular form,and this form is retained throughout the whole series of equilibria.It is noteworthy that the above transformation leaves the yt curvesunaltered, and not merely the curves for y/ym against t, yoo (unlikezoo ) remaining constant in value throughout.General Xolutiolz.Case 11.The fundamental equations for a saturated solution in which theconcentration of the original substance is kept conetant by contactwith the solid are :5 = I 9 dt = k, - (k, + k4h)y+k3zthe initial concentration being taken again as unity in order tosimplify the algebraical working.The general solution is :mrn4 - m3k k2 = xgg { L e - n t 3 t + - 3 - e - m 4 t + 1k, --L 4 YCQ =& ; "00 -q3'm4 - m3wherem3 = ${ (k2 + k, + k4) - J ( k , + k3 + k,)2 - 4k&3),m4 = S((k.2 + k3 + k4) + J(k2 + k, -k k*)2 -- 4k&,),m3m, = k2k3'Porm of the Curves. Case 11.The condition, dy/dt=O, for a maximum in the gt curve leads inthis case to the equation :tmax.= ____ 1 1og:2?4,m2-m, k2-m3The logarithm is imaginary if k2 lies between m4 and rn3. This, wefind, must always be the case : the development of a maximum in theyt curve is therefore impossible, whatever values may be assigned tothe velocity constants.The equation for the st curve is remarkable in that it has preciselythe same form as in Case I, the only difference being that the limitingvalue, x S , and the m functions, m3 and m4, are derived in a differentway from the velocity constants k,, k2, k,, and k4. The difference canbe expressed very simply by taking the expressions for the unsaturatedsolution of Case I and making k, = 0 in order to convert m1 and m2 intom3 and m4, but this transformation has no experimental significance, aDYNAMIC ISOMERISM.PART XII. 2643k, appears in the expression for xcL, . It is, however, important to noticethat the ratio m4/rn3 may be determined from the experimental valuesof zi/zm and tali* for a saturated solution by the same equations andformulse that were used to deduce 9nz/ml in the case of an unsaturatedsolution, the table on p. 2640 being equally applicable in either case. Thealteration in the form of the m functions has the effect of renderingthem unsymmetrical in reference to k, and k2 and k, and k,; as aconsequence of thi8 alteration an interchange in the relative velocitiesof the two stages of the action cannot be made without altering theform of the x t curve.Transposition of Constants. Case I T .The most important transformations in Case I1 are as follows :1.The m functions do not contain k, ; moreover, this constant entersinto the equations for yt and zt only as determining the values of yx,and xa. The curves for y/ym against t, and for z/xcL, against t,are therefore entirely independent of $. Identical curves are thusgiven by the equilibria :- 1 11 11 - 1 - 1and so on, up to the limiting case when k1 has a very high value andthe action becomes non-reversible.Theseconstants can therefore be interchanged without affecting the form ofthe x t curves, the value of zY) being unaffected by the transposition.Identical zt curves are therefore given by the four equilibria :2. The m functions are symmetrical in reference to k, and k,.1 1 1 2 2 1 2 22 1 1 1 2 1 1 12.-1--.1 2 z 2 Z z l l z z l - 1 l z 2 Z z 1 ,the identity of the first pair with the second pair being established bymeans of the first transformation.This second transformation cannotbe effected in the case of the yt curves, which depend in a special wayon the value of k,.Numerical Values.I n order to illustrate the form of the curves, values have beenworked out for y and x against t in the case of the three equilibria :2 12 11-.-1_.1 1 11 11 . - 1 = 1 1 21 21 - 1 - - ; - 1both for unsaturated solutions (x: + y + x = 1) and for saturatedsolutions (x = 1). It will be noticed that the final equilibrium is thesame throughout, but that there is an increase in the velocity of thefirst or of the second stage of the action in the first and lastcases.Case I.-In considering the unsaturated solutions one of the mostnot,able features is the maximum in the yt curve when the velocit2644 STUDIES OF DYNAMlC ISOMERISM.PART XII.constants are 2211, the first stage proceeding twice as rapidly as thesecond. When the two stages are equally rapid, the curve, for con-stants 11 11, is of the simple unimolecular type. When the constantsare 1122, the growth of y is checked by the increased velocity withwhich it passes into x, and the curve falls below the preceding oneof unirnolecular type. The x t curves show the usual " period of induc-tion " or horizontal tangent at the origin, and also exhibit points ofinflexion; it is noteworthy that the curve becomes more inflected ifthe two stages are made to proceed with unequal velocities, but, thatidentical effects are produced by accelerating either the first or thesecond stage of the action ; doubling the velocity of either stage raisesthe point of inflexion from 21.7 to 23.0 per cent.OF the final value, andimreases the ratio of the intercepts of the stationary tangent from0.075 to 0.080.Case 11.-The six curves that are plotted for saturated solutionscall for but little comment. Two of the yt curves, those for constants1111 and 1122, intersect a t t = 3 (approx.), in addition to beingcoincident at the origin, t =0, and a t t = The x t curves are alldistinct, the inflected character of the curve being increased byaccelerating the first, and decreased by accelerating the second, stageof t h e action, the ordinate of the point of inflexion being changedfrom 0.175 to 0.187 and 0.146 respectively, whilst the intercept ratio,0,058, is increased t o 0.062 in the former, and decreased t o 0.045 inthe latter, case.TABLE XI.Numevical Etlues.Case I. Case 11.Y/Yoo ' z/za. Y / Y a ' Z/Z, * ---- t. 2211. 1111. 1122. 2211. 1111. 1122. 2211. 1111. 1122. 2211. 1111.1122.0.1 0.471 0259 0'248 0.025 0.013 0'173 0.091 0.087 0.009 0.005 0.0090.2 0.753 0'451 0.418 0'082 0.046 0-303 0.166 0-154 0.055 0'016 0'0290-4 1.014 0.699 0.624 0.232 0,155 0.478 0.282 0.254 0.098 0.055 0.0890.6 1.091 0-835 0.737 0.383 0.260 0.584 0.367 0.328 0.177 0'104 0.1560.8 1.102 0.909 0.807 0'512 0.356 0'654 0'433 0.388 0.258 0-158 0.2241.0 1.091 0.950 0.855 0.619 0-473 4 0.705 0'486 0.441 0.335 0.213 0.2871.2 1.075 0-973 0.889 0,703 0.562 0.744 0-531 0.489 0.406 0.267 0.3471'4 1'060 0.985 0.915 0'769 0'638 0,776 0.569 0-532 0.470 0'319 0.4011 - 6 1'047 0.992 0 934 0.821 0.701 0.802 0.603 0.572 0'528 0.367 0.4511.8 1.03i 0 995 0 949 0.861 0,754 2 0.825 0.634 0'608 0.580 0'413 0.4972.0 0'845 0'662 0.641 0.626 0.455 0.5402.5 1.015 0-999 0 979 0.943 0.877 0.884 0.736 0.711 0.721 0.550 0.6303-0 1.008 1'000 0'989 0.970 0.925 0.914 0 770 0.768 0-792 0.636 0.7034.0 1'002 - 0.997 0.991 0'972 0.952 0.843 0'850 0.884 0.746 0~8085.0 1.001 - 0.999 0'998 0.990 0.973 0.893 0'904 0.935 0'827 0.87610.0 1-000 - 1*000 1.000 1~000 0.999 0'984 0'990 0.997 0'974 0'986t , o r t i 0.7i8 No No 0549 0'380 No No No 0-623 0'861 0'569'I"o1-5- 1'102 max.max. 0'230 0'217 niax. max. max. 0'187 0'175 0'146Ym G-3t, - - - 0.151 0.103 - - - 0-164 0.225 0.140ib - - - 1.858 1 380 - - - 3'623 3.861 3,0691.029 0.998 0'960 0.892 0.798- - - 0.080 0.015 - - - 0.062 0'053 0'04THE DJNITRO-DERIVATIVES OF DIMETHY L-P-TOLUIDINE. 2645Summary ccnd Conclusions.1. Equations are given for the changes of concentration which takeplace in a reversible chemical action which proceeds in two stages,each obeying the unimoleculsr law. When the total concentration isconstant the intermediate form may pass through a maximum concen-tration, but this is] not possible when the concentration of theinitial form is kept constant, for instance, by saturation with the solid.I n each case, however, the growth of the third form is represented bycurves which exhibit a period of induction and a point of inflexion.2. The occurrence of a maximum concentration of the intermediateform depends exclusively on the velocities with which it is producedfrom the other two forms, and is independent of the velocities withwhich i t passes into these forms.3. The inflected curves showing the growth of the concentration ofthe final product are independent of the individual velocity constants,except in so far as these determine the value of certa in ‘ ‘ m ” functions,involving in the case OF unsaturated solutions all the four velocityconstants, but in the case of a saturated solution only three of them.The ratio of the two ‘‘ m’’ functions can be deduced from the concen-tration at which the point of inflexion occurs, or by drawing thestationary tangent and measuring its intercepts on the lines show-ing the initial and final concentrations of the product. If theconcentration at the point of inflexion is greater than 26.4 per cent,.of the final concentration, or if the ratio of the intercepts is greaterthan 0.0939, the curve cannot be due to two consecutive unimoleculttractions and must depend on some inwe complex sequence.130, HORSEFERRY ROAD,WESTMINSTER, S.W

ISSN:0368-1645    

DOI:10.1039/CT9109702634

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

THE DJNITRO-DERIVATIVES OF DIMETHY L-P-TOLUIDINE. 2645CCLXX. -The Dinitro- de&vatives of Dimeth yl- p- toluidineBy GILBERT T. MORGAN and ARTHUR CLAYTON.THE nitration of aromatic arnines under various conditions presentscertain features of considerable theoretical interest in connexionwith the mode in which substitution occurs in the aromatic nucleus.In many cases it is found desirable to moderate the action ofnitric acid on these bases by nitrating them in the form of theiracyl derivatives, the acetyl compound being most frequentlyemployed for this purpose. This method of nitration leads, in thegreat majority of 'cases, t o the production of ortho- and para-nitro-VOL. XCVII. 8 2646 MORGAN AND CLAYTON: THE DINITRO-derivatives, the substitution of the nitro-group in these conditionsobeying the ortho-para law.When, however, the benzenoid amines are nitrated in concentratedsulphuric acid, the nitro-group tends to enter a meta-position withrespect to the aminic nitrogen, so that the chief product is frequently,although not invariably, a me$a-nitrederivative in conformity withthe meta law of substitution.Aniline, for instance, when nitratedin excess of concentrated sulphuric acid, gives a mixture of nitro-compounds, in which m-nitroaniline predominates. o-Toluidine,under similar conditions, yields 4-nitro- and 6-nitro-o-toluidine,whilst p-toluidine furnishes 2-nitro-p-toluidine, these three productseach having the nitro-group in a meta-position with regard to theaminic nitrogen.The nitration of the aromatic monoalkyl amines in concentratedsulphuric acid proceeds along similar lines, methyl-o-toluidine andmethyl-p-toluidine yielding respectively 4-nitromethyl-o-toluidineand 2-nitromethyl-p-toluidine (Gnehm and Blumer, Annalelt, 1899,304, 99; Pinnow, Ber., 1895, 28, 3040).The case of the tertiary bases presents several points of interest.Dimethylaniline yields a mixture containing three to four parts ofm-nitrodimethylaniline to one part of pnitrodimethylaniline (Groll,Ber., 1886, 19, 1944).Dimethyl-o-toluidine and dirnethyl-p-toluidinegive rise respectively to 4-nitrodimethyl-o-toluidine and 2-nitro-dimethyl-ptoluidine, in both of which the nitro-group is meta tothe aminic nitrogen (Gnehm and Blumer, Zoc. cit., p. 107, andWhen dimethyl-p-toluidine. dissolved in concentrated sulphuricacid, is treated with sufficient strong nitric acid to form di- or eventri-nitro-derivatives, the reaction nevertheless proceeds only to theextent of prod?cing 2-nitrodimethyl-p-toluidine, even when thetemperature of the concentrated acid solution is raised to 70°.But02 pouring this acid liquid into water so that the temperaturereaches 40°, further nitration occurs, with the production of adinitrodimethyl-p-toluidine (m. p. 103-104°) in practically quant-itative yield. This dinitrecompound is apparently identical witha by-product of the action of nitrous acid on dimethyl-ptoluidine(Pinnow, Ber., Zoc. cit., p. 2039).In the present communication the constitution of this dinitro-compound has been determined in the following manner.Since the compound can be prepared either directly from di-methyl-p-toluidine or by the further nitration of Z-nitrodimethyl-p-toluidine (I), it follows that one of the nitro-groups is in position 2with respect to t-he methyl radicle :D.R.-P.69188)DERIVATIVES OF DiMETHY L-P-TOLUIDINE. 2647N(cH3)2 N(CH3)2 w w 2 N(CH3)2NO,/\ NHA~()CH3 CH3 CH3()NO2 --+ (>,€€, --+ I \/ INHAc --3 vNHAc(IT.'(11.) / (111.)OH3(1.1Y( CH3) 2 N(CH3)2 KyT( CH3) 2 N(CH3'2N H 2 A --+ I INH,NH2/\B.(>NH*c+- v N H A c \)NO2 \/ CH3(VIII.)(3x3(VII. )CH, CH3(V. 1 (TI.)2-NitrodimethyI-p-toluidine (I), on reduction, yields as-4-dimethyl.2 : 4-tolylenediamine (11), which, when successively acetylated andnitrated, furnishes 5-nitro-2-acetylam~odirnethyZ-p-toluidine (111).The position of the entrant nitregroup in compound I11 is ascer-tained by reduction, when 2-acetyl-2 : 5-diaminodirnethyl-p-tot?uidine(VI) is obtained, and this triamine is converted by the Sandmeyerreaction into 5-bromo-2-acetylaminodimethyl-p-toluidine (V), theconstitution of which has been fully established (Morgan andClayton, Trans., 1905, 87, 946).But 5-nitro-2-acetylaminodimethyl-p-toluidine (111), when successively reduced and acetylated, gives2 : 5-diacetyldiaminodimet hyl-p-toluidine (IV), and this diacetylcompound can also be produced by reducing dinitrodimethyl-ptoluidine (m. p. 103-104O) and acetylat'ing the resulting 2 : 5-di-aminodimethyl-p-toluidine (VIII).These two methods of preparing the same diacetyl compound (IV)prove conclusively that the dinitrecompound melting at 103-104Ois 2 : 5-dinitrodimethyl-p-toluidine (VII).Before the foregoing direct proof was worked out, an indirectmethod had been adopted, which consisted in preparing 2 : 6-dinitro-dimethyl-p-toluidine (IX) and comparing its properties with thoseof the above-described 2 : 5-compound. The 2 : 6-compound is pre-pared by reducing 2 : 4 : 6-trinitrotoluene to 2 : 6-dinitro-p-toluidine,and methylating this base with methyl sulphate :N(CH3)2 ACH3(IX.M. p. 192".)\/CH3(X. Pinnow, ni. p. 95".)3 : 5-Dinitrodimethyl-p-toluidine was prepared by Pinnow andMatcovich (Ber., 1898, 31, 2518) by the action of dilute nitric andsulphuric acids on dimethyl-p-toluidine, a chemical change whichprobably takes place in two stages, for 3-nitrodimethyl-p-toluidin2648 MORGAN AND CLAYTON: THE DINITRO-(XI) is formed by the action of aqueous nitrous acid on dimethyl-p-toluidine (Pinnow, Ber., 1895, 28, 3039).It therefore followsthat the dinitrecompound melting at 103-104° must be either the2 : 5- or 2 : 3-dinitrodimethyl-p-toluidine. Reduction to the tri-amine (VIII) showed that the compound was the 2 : 5-isomeride,since the base had all the properties of a para-diamino-compound,and did not react at all like an ortho-diamine.These results indicate that the nitration of dimethyl-p-toluidinetakes place in two different ways, depending on the concentrationof the acid medium.I n strong sulphuric acid, a meta-position tothe aminic nitrogen is assumed by the entrant nitregroup, andthis formation of 2-nitrodimethyl-ptoluidine represents the onlystage of nitration so long as the acid remains concentrated. Dilutionof the acid with water leads to the introduction of nitro-groups inthe ortho-positions with respect to the basic nitrogen atom (compareformuk VII, X, and XI). I n strong acid, the meta-law of sub-stitution is obeyed, whereas nitration in presence of water conformst o the ortho-para law.These nitration phenomena may be profitably discussed in con-nexion with the rule put forward by Crum Brown and Gibson(Trans., 1892, 61, 367) for determining whether a benzenoid mono-derivative shall give a meta-di-derivative or a mixture of ortho-and para-di-derivatives. The rule is applied by considering thehydride of the radicle already present in the molecule, and if thishydride is directly oxidisable to the corresponding hydroxy-derivative, then substitution takes place according to the meta law.For example, the nitro-group, which determines the entry of thesecond radicle mainly into a meta-position, has the hydride nitrousacid, H*N02, and this is directly oxidisable to nitric acid, HO*NO,.On the other hand, methyl has the hydride methane, H-CH,,which is not readily oxidisable to methyl alcohol, HO-CH,.I n thiscase the group methyl determines the entry of other radicles intoortho- and para-positions.This generalisation, although quite empirical, is a remarkablycomprehensive rule, and it may be applied successfully to severalcases which had not been examined eighteen years ago, when CrumBrown and Gibson first proposed it.The triazo group N, has the hydride H*N, not directly oxidisableto a compound HO*N,, and, in accordance with the rule, N, inducesthe entry of other radicles into ortho- and para-positions.The group AsO,H, present in phenylarsinic acid has the hydrideH*AsO,H,, which is directly oxidisa?ble to arsenic acid, HO-AsO,H,,and in conformity with the rule this group favours substitution inmeta-positionsDERIVATIVES OF DINETHYL-P-TOLUIDINE.2649The primary benzenoid amines were placed by Crum Brown inthe category of substances obeying the ortho-para law; this modeof substitution agreeing with the fact that the hydride H*NH2 isnot directly oxidisable to hydroxylamine, HO*NH2.The general-isation can be extended to the acetyl derivatives; the hydridoH*NH*CO*CH, is not directly oxidisable to HO*NH,*CO*CB,,which is in acctordance with the fact that the nitration of acetylderivatives generally follows the ortho-para law.When, however, the bases are nitrated in strong sulphuric acid,one must consider the group NH,-H,SO, having the hydrideH*NH2*H,S0,, which is not directly oxidisable to HO*NH2-H2S0,.I n accordance with the Crum Brown and Gibson rule, the presenceof this sulphate group should lead to the formation of ortho-pa.ra-derivatives, but in many cases substitution occurs by preference inthe meta-position. Aniline and dimethylaniline each give productsin which the meta-nitro-derivative predominates.The case of the tertiary bases is of especial interest, because i tmay be argued that, under certain conditions, the hydride H-NR, isdirectly oxidisable to HO-NR, ; thus diethylamine with hydrogenperoxide yields diethylhydroxylamine (Dunstan and Goulding,Trans., 1899, 75, 1009), and dimethylmiline itself can be oxidisedto dimethylaniline oxide.Yet, strangely enough, in dilute solutions,where these tertiary amines may be supposed to be reacting partly inthe free state, they nitrate in accordance with the ortho-para law,and only in combination with concentrated sulphuric acid do theyreact in conformity with the meta law.I n whichever way the tertiary amines are nitrated, whether instrong or dilute acid, there is a discrepancy between the facts andthe application of the Crum Brown and Gibson rule to thesephenomena.While indicating this limitation to a rule which hasproved fairly general, the authors do not wish to put forward atheory sufficiently comprehensive to include all cases of the nitrationof aromatic amines, but they suggest as a working hypothesis thatthe nitration of an aromatic base or its acetyl derivative is a processessentially different from the nitration of the sulphate of the basein concentrated sulphuric acid (compare Armstrong, Trans., 1887,51, 589).I n the former case, the nitric acid is attracted first to the amino-o r the acetylamino-group, giving rise to a nitrate by direct addition ;dehydration leads to the production of a nitroamine, and then fQllowssubstitution in the sympathetic orthe and parapositions.I n the latter method of nitration the radicle *NH,*HSO,,*NH&*HSO,, or *NHR2*HS04 acts as a strongly acidic group,which, so far from attracting the nitric acid, actually exerts a sligh2650 MORGAN AND CLAYTON: TEE DINITRO-but appreciable repulsive action, so that the introduction of thenitro-group takes place in the apathetic meta-position, this beingshielded from the direct influence of the aminosulEhate complex.The process is comparable to the nit'ration of a sulphonic acid:S0,H SO,H NH,*HSO, NH,*HSO,/\ /\ /\I I - + I I\/ \ 7 * 2 r, -+\and in both instances the meta-derivatives predominate (compareFliirscheim, J .pr. Chem., 1902, [ii], 66, 324).This view of the nitration of aromatic amines in concentratedsulphuric acid affords an explanation of the course of substitutionin the naphthalene as well as in the benzene series.EXPERIMENTAL.N i t rat i o n of Dime t ?q Lp-t o hidine.Dimethyl-p-toluidine, dissolved in twelve parts of cold con-centrated sulphuric acid and treated with two to three molecularproportions of nitric acid also dissolved in strong sulphuric acid,underwent nitration only to the extent of forming 2-nitrodimethyl-ptoluidine (m. p. 37O), for this base separated in practicallyquantitative yield when the acid solution was poured into ice-coldwater or dilute aqueous ammonia.The nitration proceeded no further than the formation of themononitro-compound, even when excess of fuming sulphuric andnitric acids were employed at 70°.A t higher temperatures,sulphonation and even destructive oxidation set in, but no highernitro-compounds could be detected.When, however, the solution of 2-nitrodimethyl-ptoluidine inconcentrated sulphuric acid, and one molecular proportion of nitricacid was poured into four volumes of water, so that the temperaturerose to 40°, further nitration occurred, with the production of2 : 5-dinitrodimethykp-tohidine (m. p. 103-104°), the yield beingpractically quantitative :0.1650 gave 0.2872 CO, and 0.0742 H,O.C9H,,O4N, requires C = 47-99 ; H = 4-89 per cent.-2 : 5-Dinitrodimethyl-p-toluidine (VII) can also be prepared bydissolving 2-nitrodimethyl-p-toluidine in concentrated nitric andsulphuric acids, and pouring the solution into four volumes of water.C =47.45 ; H = 5-00.5-Nit ro-2-n ce'tylaminodimet hy I-p-t oluidine (111).2-Nitrodimethyl-p-toluidine was reduced with tin and hydro-chloric acid (Trans., 1905, 87, 948), and the resulting 2-amino-dimethyl-p-toluidine acetylstedDERIVATIVES OF DIMETHY L-P-TOLUIDINE. 26513-Acetylaminodimethyl-p-toluidine was dissolved in 10 parts ofcold concentrated sulphuric acid, and treated with about half itsweight of nitric acid (sp.gr. 1*4), diluted with three volumes ofstrong sulphuric acid. N o reaction occurred in the strong acid,but on pouring the solution into water, so that the temperaturerose to 70°, nitration set in, and on adding dilute ammonia, 5-nitro-2-ac e t ylam'inodime f h yl-p-t oluidine separated, and was crystallisedfrom alcohol, yielding yellow needles, melting at 155O :0.1272 gave 0.2594 CO, and 0.0768 HiO.0.1229C =55-61; H = 6.71.Cl1H,,O3N3 requires C =55*69 ; H = 6-32 ; N = 17.72 per cent.,, 19.0 C.C.N, at 1B0 and 760 mm. N=17*85.2-8 cetyl-2 : 5-diaminodimethyLp-tol~~idine (VI).The foregoing nitroacetyl compound underwent simultaneousreduction and hydrolysis on treatment with tin and hydrochloricacid, and was accordingly reduced with iron filings and waterslightly acidified with acetic acid, the reducing agent being slowlyadded to the boiling solution until the colour disappeared. Thesolution, after neutralisation wit.h sodium carbonate and filtration,wax evaporated to dryness, and the residue, when dissolved in water,crystallised therefrom in colourless crystals, melting at 131-133O :0.1056 gave 18.2 C.C. N, at 16O and 759 mm.CllH170N3 requires N = 20.28 per cent.2-A c c t yl-2 : 5-diaminodimet h yEp- t o hidine was dissolved in hydro-bromic acid containing cuprous chloride, the solution warmed to 80°,and slowly treated with aqueous sodium nitrite (1 mol.).The cooledliquid was rendered ammoniacal, and the precipitate crystallisedfrom alcohol, when it separated in colourless, woolly needles, meltingat 163O, and was identified by the method of mixed melting pointsas 5-bromc+2-acetylaminodimethyl-p-toluidine (V), the constitutionof which has already been determined (Trans., 1905, 87, 948).2 : 5-DiaminodirnethyZ-p-tolut2'ine (VIII) (compare Pinnow andMatcovich, Zoc.tit.).-Granulated tin was added to a hot solution of24 grams of 2 : 5-dinitrodimethyl-p-toluidine in 150 C.C. of con-centrated hydrochloric acid and 50 C.C. of water until the colourdisappeared. After removing the tin as sulphide, the filtrate wasevaporated until 2 : 5-diaminodimethyl-p-toluidine hydrochlorideseparated in colourless crystals. The base set free by ammonia wasextracted with chloroform, and on evaporating off the solvent fromthe carefully dried extract, t.he triamine was left as an oil, whichrapidly oxidised on exposure to the atmosphere and solidified oncoaling.2 : 5-DiclcetyldiaminodimlethyLp-tolu~~ne (IV), obtained by treat-ing the preceding base with acetic anhydride, crystallised from veryN=20.062652 THE DINITRO-DERIVATIVES OF DIMETHYL-P-TOLUIDlNE.dilute alcohol in colourless needles, and after repeated crystallisationsoftened at 2 3 3 O , and melted at 236O.(Found, N=16*99. Calc.,N = 16.86 per cent.)When heated at 245O for thirty minutes, this diacetyl compoundremained unchanged, showing that it wax not an ortho-diacetylatedcompound.When used in the form of its hydrochloride, 2 : 5-diaminodimethyl-ptoluidine gave the colour reactions of a para-diamine. Oxidationwith chromic acid, either alone or in presence of aniline, gave adeep red coloration, indicating the production of a safranine dye.Alkaline hypochlorite, in presence of a-naphthol, led to the pro-duction of a blue indophenol.When heated in alcoholic acetic acidsolution with phenanthraquinone and sodium acetate, no azinecondensation occurred. The triamine underwent diazotisation inacid solution, and the product coupled with alkaline &naphthol,yielding an azo-derivative. These reactions afforded additionalevidence that the triamine has the constitution (VIII) assigned toit on p. 2647. A final confirmation was obtained by preparing2 : 5-diacetyldiaminodimethyl-p-toluidine by an alternative method,using 2-acetyl-2 : 5-diaminodimethyl-p-toluidine (VI), since the lattercompound has been shown to contain its free amino-group inposition 5.2 : 6-Dinit rodim e t hy Lp-t oluidine (IX) .2 : 6-Dinitro-ptoluidine, prepared by reducing 2 : 4 : 6-trinitro-toluene with alcoholic ammonium sulphide (Holleman andBoeseken, Bee. trav. chim., 1897, 16, 425), was slowly added tomethyl sulphate at 160-165O, and the solution maintained at thistemperature f o r thirty minutes. The liquid was then renderedalkaline with sodium hydroxide, and the solid product crystallisedfrom 50 per cent. acetic acid:0.1307 gave 0.2290 CO, and 0.0614 H,O.0.13442 : 6-Dinitrodirnethyl-p-toluidine separates in yellow needles, melt-C = 47.79; H = 5-21.C',H,,O,N, requires C= 47.99 ; H;= 4-89 ; N = 18.66 per cent.,, 22.2 C.C. Nz at 23O and 756 mm. N=18.52.ing at 192O.The authors desire to express their thanks t o the Research FundCommittees of the Royal Society and Chemical Society for grantswhich have partly defrayed the expenses of this investigation.ROYAL COLLEGE OF SCIENCE. LONDON,SOUTH KENSINGTON, S . W

ISSN:0368-1645    

DOI:10.1039/CT9109702645

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

INDEX OF AUTHORS’ NAMES.TRANSACTIONS AND PROCEEDINGS. 1910.(Marked T. and P. respectively.)A.AdhicBry, Birciidra B~WYIIL. SeePul”chaZun Neogi.Aidridge, ilfonhguc. See F~wZc~icIcIhnicl Chattaway.Allmand, Arthur John, a Enity relationsof cupric oxide and of cupric hydroxide,T., 603 ; P., 55.Alpern, Roman, and Churles Weizmann,attempts to prepare glycerides ofamino-acids, P., 345.Applsbey, Malcolm Pcrcival. The vis-cosity of salt solutions, T., 2000 ;P., 216.Armstrong, Ed ward F9.a ,zklcr?~d. SeeHonry 3diuard Armstrong.Armstrong, Hcwy Edzmwd, niorpho-logical studies of benzene deriva-tives. Part I. Introductory, T.,1578 ; P., 139.studies of the processes operative insolutions. Part XIX. The com-plexity of the phenomena af€ordeilby solutions ; a retrospect, l’., 299.Armstrong, H ~ w ~ J Edward, and Rd,/:crrdFranklaizd Armstrong, studies oncnzyme action.Part XV. The com-parative influence of rnonohydricCll13~n + 1 alcohols and other non-electrolytes 011 eiizymic activity, 1’. ,334.Armstrong, Henry Edward, EdwardFraddand Armstrong, and EdzuardHorton, studies on enzyme action.Part XVI. Priiiiaseandamygdalase :their separate occurrence in plants,P. 334.studies on enzyme action. Part XVII.The distribution of B- glucases inplants, P., 334.Armstrong, Henry Xdwarcl, and Dnvidarothers, studies of the processesoperative in solntions. Part XVIII.‘l’he tlclm~sion of elcetricnl con-cluctivitj by ~ioi~-electrolytcs, l’.; 299.XCVI IArmstrong, Horny Edward, and JohnVarggus Eyre, studies on enzymeaction.Part XVIII. Linase, Y., 335 ;discussion, P., 335.Armstrong, Henry Edward, and h’diccwclWheeler, studies of the processesoperative in solutions. Part XVIX.The relative efficiencies of acids asdeduced from their conductivities andhydrolytic activities. (II.), P., 299.Armstrong,Henry Edward, arid FrederickPallisel. Worley, studies of t h e pro-cesses operative in solutions. PartXIII. The depression of the hydro-lytic activity of acids by parafhnoidalcohols and acids, P., 298.Arup, Paul Seidcli?L. See 2’?mmusPurdie.Ashdown, (Miss) Olive Eveline, aridJohn TfLcodore Hewitt, the by-pro-ducts of alcoholic fesmentation, 1’. ,1636 ; P., 169.Aston, Bernard Ciacrqft, the alkaloidsof the Pnkntea, T., 1381 ; P., 11.Atkins , Will iu a L R ingrosc Gc lsto I I ,Traube’s molecular volume nlethodapplied to binary mixtures of organicsubstances, P., 337.cryoscopic, ebullioscopic and associa-tion constants of trimethylcarbinol,P., 342.Auld, Snnzuel Jams Xa‘rwoiL, occurreliceof osyritrin (violaqnercit~.iil) in 0 s y 1 - i ~(sbyssiizicci, 1’., 146.B.Bacon, Williana. See C‘hcrrlcs YrcdericlcBagster, L. 8. See Bertmm DillonBain, (Jfiss) Alice Afa1.y. See WilliamBain, Uwitl. See IIugl~ Marshall.Cross.Steele.Ho6soia Mills.8 2654 INDEX OEBall, Walter Craven, estimation ofsodium and czesium as bismuthi-nitrites. Part I. Estimation ofsodium, T., 1408 ; P., 169.compounds produced by the simulta-neous action of nitrites and hypo-sulphites on nickel salts.A methodfor the detection of nickel inpresence of much cobalt, P., 329.Baly, Edward Charles Cyri2, FVilk6inRradshaw Tuck, and (Miss) E@Gweiuloline larsden, the relationbetween absorption spectra andchemical constitution. Part XIV.The aromatic nitro-compounds andthe quinonoid theory, T., 571 ; P.,51 ; discussion, P., 51.the relation between absorption spectraand chemical constitution, Part XV.The nitrated azo-compounds, T.,1494 ; P., 166 ; discussion, P., 167.Bamford, (Miss) Haiaiinh, and JOJL~LLionel Simonsen, the constitution ofthe benzenetetracarboxylic acids, T. ,1904 ; P., 206.Banerjee, Shrish CJ~ui~cZm. See GeorgeClarke, jun.Barger, Georyc, the constitution ofcarpaine.Barger, George, and &?try Hallctt Dale,4-8-aminoethylglyoxaline (B-imina-zolylethylamine) and the otheractive principles of ergot, T., 2592 ;P., 327.a third active principle in esgotextracts ; preliminary note, P.,128.Barger, George, and Arthur James Ewins,the alkaloids of ergot.Part II.,T., 284 ; P., 2.some phenolic derivatives of B-plienyl-ethylamine, T., 22% ; P., 248.Barlow, WiZlium, and William JucksoiaPope, the relation between the crystalstructure and the chemical composi-tion, constitution, and configurationof organic substances, T., 2308 ; P.,251.Barnett, Edward de Burry, the action ofhydrogen dioxide ou thiocarbamides,P., 63.Barnett, Edward de Bany, and XuiituclSmiles,rthe intramolecular rearrange-ment of diphenylaniine o-sulph-oxides. Part II., T., 186 ; P., 10.derivatives of X-pheaylphenazothio-nium. Part III., T., 362; P., 47.derivatives ofS-alkylphenazothionium,T., 980 ; P., 92.Barrett, Ermsf, a study of the dissociF-tion of the salts of hydrosylnmnie inaqueous solution, P., 233.Part I., T., 466 ; P., 53.IUTHOBS.Beard, Stanley Hoskiicgs. See JohnJoscyh Sadborough.Bee, James. See Thontns Hill Easter-field.Berry, BrtJmr John. the adsorution ofurinium-x by b a h m sulphkte, T.,196 : P., 6.Bevan,. Edward John. See CJzarlesFrede~ick Crors.Blanc, Gustavc Louis, and Jocelyn FieldThorpe, Komppa’s synthesis of cam-phoric acid, T., 836 ; p., 83 ; dis-cussion, P., 84.Blockey, John Regiicald. See JuliusBcwnd Cohen.Bloxm, William PoppZewell, and ArtJLurGcorye Perkin, indirubin.Part I. ,T., 1460; P., 168 ; discussion, P.,168.Bone, FYillicLi)L di~tl~~~r’, and HubcrtT r a d Coward, the direct union ofcarbon and hydrogen. Synthesis ofmethane. Part IT., T., 1219 ; P.,146.Boon, Alfred ArcJtibald, the action ofmethyl tert. -butyl ketone on ketols.Part I., T., 1256 ; P., 94.Boon, Alfred Archibald, KennctlcMcKenzie, and JOJLIL Foiintai?~ Reid,oxonium compounds j preliminaryuote, P., 95.Boon, Alfrccl Arclbibald, and ForsythJnstws Wilson, a study of some un-saturated compounds containing thetert.-butyryl group. Part I., T., 1751 ;P., 208.Boyd, David Runcirnan, the action ofammonia on the glycide aryl ethers.Part 11. Phenoxypropanolaniines.T., 1791 ; P., 209.Boyd, David Rzmciman, and EriiestRobert Marle, a new method for thepreparation of aryl ethers of glycerola-monochlorohydrin, T., 1788 ; P.,208.Boyd, Robert.See Gcoygc GcraldHenderson.Boyle, (Miss) Mary, iodobenzenemono-sulphonic acids. Part 11. Esters andsalts of di- and tri-iodobenzenesulpho-nic acids, T., 211 ; P., 4.Brady, Oscar Lisle, and Samuel Smiles,the intramolecular rearrangement ofdiphenylnmine o-sulphoxides. Part 111.The tri- and tetra-chlorosulphoxides,T., 1659 ; P., 199.Bramley, Arthur. See Qi1bel.t ThomasMorgan.Brown, Roracc. Td&t*cr, note 011 theixmer of Dr. A. Slator and Dr. H. J. S.$ a h on ‘(the r6le of diffusion infermentatiou by yeast-cells,” P., 130INDEX OF AUTHORS.2655Brown, Janws Campbell, and JohnXmeath Thomaa, an ap laratus for thedistillation of fats and! fatty acids inthe vacuum of the cathode light, P.,149.Burgess, Maurice John, and 12ichadVernon Wheeler, the volatile con-stituents of coal, T., 1917 ; P., 210.Burt, Frank Playjair, a new sulphide ofnitrogen, T., 1171 ; P., 127 ; discus-sion, P., 127.C.Cain, J o h Canitell, and Percy May,studies in the diphenyl series. Part I.Acetvlation of benzidinc derivatives,T., f20 ; P., 71.Cameron. Alcxancler. Tlwmw, and BasilChurl& McEwan, the determinationof malonic acid by potassium per-manganate, P., 144.Campbell, Arthw Fined, and JocelynField Thorpe, the formatiou and re-actions of imino-compounds. . PartXIII. The constitution of ethyl B-imino-a-cyanoglutarate and of itsalkyl derivatives, T., 1299 ; P., 176.an instance illustrating the stabilityof the four-carbon ring, T., 2418 ;P., 296.Carr, Fruiicis Hotcard, and Williatr~Colcbrook Reynolds, the specific rota-tory power of hyoscyamine and therelation between that of alkaloids andtheir salts, T., 1328 ; P., 180.Caton, Frederick WiiTlinm. See FrankTutin.Caven, BoBcrt JlwliiL, separation ofmetals of the tin group, P., 176.Challenger, Frederick, and FredericStanley Kipping, organic derivativesof silicon. Part XII. Dibenzylethyl-propylsilicane and sulphonic acidsderived from it, T., 142 j P., 3.organic derivatives of silicon. PartXIII. Optically active compoundscontaining one asymmetric silicongroup, T ., 755; P., 65.Chaney, Newcontb Kinizey. See FrederickDanie I Cha ttaway.Chapman, David Lemard, and HerbertEdwin Jones, the homogeneous de-composition of ozone in the presenceof oxygen and other gases, T., 2463 ;P., 294.Chapman, David Leonurd, and PatrickSarufield MacXahon, the interactionof hydrogen and chlorine. Thenature of photochemical inhibition,T., 845; P., 93.Chapman, Dccvicl Leonard, and PutrickSarsfield MacMahon, the interactionof hydrogen and chlorine. The in-hibitory effect of ozone and chlor-ine dioxide ; preliminary note, P.,58.Chattaway, Przderick Daniel, a simplemethod of preparing: tetranitrometh-ane, T., 2099 ; P., 164 ; discussion,P., 164.Chattaway, Frederick Daniel, and illon-tayue Aldridge, the auto-reduction ofhydrazines, P., 325.Chattaway, Frederick Daniel, and New-comb Kinney Chaney, the action ofchlorine on phenylcarbamide, T., 292 ;Chattaway, .Frederick Daniel, andFrederick Alfred Ma~on, halogen de-rivatives of malonanilide, ethyl malon-anilate, and malonaiiilic acid, T.,339 ; P., 22.Chattaway, Frcderick Daniel, and JamsMontrose Duncan Olmrted, the actionof aromatic atnines on ethyl malonate,T., 938 ; P., 69.Chick, (Miss) Fraizces, and Norma?iThomas Mortimer Wilsmore, the poly-merisation of keten : cyclobntaii-1 : 3-dione (“ acetylketeii”), T.,1978 ; P.,217.Clarke, Georye, j m . , and Shrish ChaitdraBanerjee, a glucoside from Tephrosiaprcrpurea, T., 1833 ; P., 213.Clarke, Hans Thncher, the relationbetween reactivity and cheinical con-stitution of certain halogen compounds,T., 416 ; P., 26.Olarke, Beginald William Lane, theaction of phosphorus pentachloride onsome unsaturated compounds, T., 890 ;P., 96.Clarke, Reginald William Lane, andArthur Lapworth,cyanocarone, T., 11.Clayton, Arthur, the colour and con-stitution of the amino-couinarins, T.,1350; P., 169.the action of alkalis on certain deriv-atives of coumarin, T., 1388 ; P.,166.the constitution of couniarinic acid, T.,2102 ; P., 230.Clayton, Arthur.See also CilbertThomas Morgan.Clewer, Hubert William Bentley. SeeFrank Tutin.Clough, George William. See AlemnderMcKeneie.Cohen, Julius Bered, Hc6rs.y MedfortkDawson, John Aeginald Blockey, andArnold Woodmansey, the chlorinationof toluene, T., 1623 ; P., 205.P., 222656 lNDEX OF AUTHORS.Cohen, Julius Eercnd, and Harold War0Dudley, the relation of’ position iso.merism t o optical activity.Part VIII.The rotation of the mentliyl esters oithe alkyloxy- and alkylamino-deriv.atives of benzoic acid, T., 1732 ; P. ,209.Cohen, Julius Beregtd, and Joseph Mar-shall, the constitution of the amidines.A new method for determining mole-cular symmetry, T., 328 ; P., 24.Colgate, Reginalcl Thonicis, and ErnestHarry Bodd, morphological studies ofbenzene derivatives. Part 11. Sul-phonic derivatives of the 1 : 4-di-deriv-a tives of benzene containing halogens,T., 1585 ; P., 139.Courtman, Harold 12ezcben. See JaiimCharles Philip.Couzens, Edward Govclou. See GYilbedThoiw~ Xorgan.Cowap, Jfatthewmnn Dalton.See Lud-wig Xond.Coward, Hubert Fraitk. See WilliamArthsr Bone.Creighton, Henq Jerwmi.rb Mfizccle. SeeAlexander Findlay.Crompton, Holland, and (Niss) MurielKate Harrison, iodoacenaphthene, P.,226.Cross, Chmdes Frcdeyick, Ecl~~iffircl JoJwBevan, and William Bacon, chloro-amine reactions : methylenechloro-amine, T., 2404 ; P., 248.Croesley, Arth6r Fvdliam, and Charlesailling, action of ethyl cyanoace-tate on 5-chloro-l : 1 -dimethyl-A4-cyclohexen-3-one, T., 518 ; P., 53.synthesis of 1 :l:3-t1imethylcyclo-hexene (cyclogeraniolene), ‘l’. , 2218 ;P., 252.Crossley, Arthur Williani, and (ilfiss)Gertrude Holland Wren, 3:5-dicliloro-o-phthalic acid, T., 98 ; P., 5.Crothers, David.See H c w y Edu;nindArmstrong.Cumming, AZexaTLder C’lzarles, the isola-tion of stable salt hydrates, withspecial reference to the stable hydratesof sodium carbonate, T., 593 ; P., 57.Cunningham, (icf iss) Mary, and Frederick2lloZlwo Perkin, note on the cobalti-nitrites, P., 142.D.Dale, Henry Hallett. See George Barger.Das, Tarall. Nath, indirect estimation ofcopper, P., 130.Davis, Eric Gordon, and Swwwel Smiles,new syntheses of thioxanthone andits derivatives, T., 1290 ; Y., 174.Davis, Eric Gordon, and Sait~ucl Smiles,a new synthesis of thioxanthone andits derivatives ; preliminary note,P., 93.Davis, Oliver Charles illinty, preparationof the acyl derivatives of the aldehydc-cyanohydrins.Part II., T., 949 ;P., 89.Dawson, Harry Medforth, changes involume in the formation of dilutesolutions, T., 1041 ; P., 116.changes in volunie in the formation ofdilute solutious. Part 11. Rela-tionship between change in volumeand constitution, T., 1896 ; P., 202.the activity of acids as catalysts inrelation to the nature of the solventmedium, P., 326.Dawson, Harry Medforth, and BobertWheatley, the reactivity of ketonestowards iodine and the relative ratesof tautomeric change, T., 2048 ; P.,233.Dawson, Hawy flfledjorth. See also JuZiz6sBerend Cohen.Deakin, (iliiss) Stella, and NorinunThomus JIortimCr Wilsmore, soiiie re-actions of keten : combination withhydrocyanic acid. T., 1968 ; P., 216.Desch, Cecil Heury. See Thomas Mi~rti?~Lowry.Dewar, (Sir) James, and HicmphwyOwen Jones, the interaction of iiickelcarbonyl and carbon disulphide, T.,1226 ; P., 137 ; discussion, P., 138.Dixon, Augicstzis Edward, and J O ~ LTaylor, apparatus for deirionstrstingthe electrolysis of hydrochloric acid,T., 374 ; Y., 25.the molecular refraction of thio-cyanates and other salts, T., 927 ;P., 90.Dixon, Harold Baily, presidentialaddress, T., 661.Dobbie, James Johnston, niid AZezamierLauder, hydroxycodeine : B new alka-loid from opium, P., 339.Donnan, Frederick Georgc, aud HaroldEdward Potts, kinetics of the reactionbetween silver salts and aliphaticiodides, T., 1882 ; P., 212.Dudley, Ha).old Ward.See JuliusBerend Cohen.Dunn, Frederick Percy, Deiiiger’s carbonmonosulphide, P., 11 6.Dunstan, A Zbcrt Ernest, the applicationof visconietry to the measurement ofthe rate of reaction ; preliminary note,P., 226.Dunstan, rllberf ErdLest, and AlbertGeorge Mussell, the viscosity of certainamides, T., 1935 ; P., 201INDEX OF ATJTHORS.2657Dunstan, Albert Erncst, and PcrdinawiBernard Thole, thc existencc of racemiccompounds in solution, T., 1249 ; P.,146.Dunstan, Albert Ernest. See alsoThomas Percy Hilditch.E.Easterfield, Thoazns Hill, and JamsBee, the resin acids of the Conifera.Part 11. Matairesinol, T., 1028 ; 'P., 7.Edminson, Sydney .Robert, and ThomasPercy Hilditch, the efrect of contiguousunsaturated groups on optical activity.Part IV. Conjugated systems coil-taining more than two unsaturatedElsden, AZfred Vincent, note on thesupposed permeability of glass, P., 7.Enfield, Ralph Bosroe, the reduction ofchloric acid, T., 2441 ; P., 231.Evans, TVillianz Charles, the distillationof mixtures of enantioinorphouslyrelated substances, T., 2233; P., 251.the tertiary acidic and alkyl deriv-atives of d-camphorimide, T., 2237 ;P., 251.Ewin8, Arthur James, narcissine : analkaloid from the bulb of the commoiidaffodil (Narcissncs Pseudoizarci.F.F1Ls),T., 2406 ; P., 296.Ewins, A r t h w James, and Patric?;Playfair Laidlaw, the synthesis of3-B-aminoethylindole ancl its formationfrom tryptophan ; preliminary note,Ewins, Arthur James.See also GeorgeBarger.Eyre, John Yargns. See €€enry EdwardArmstrong.groups,.T., 223 ; P., 10.P., 313.F.Fenby, Alnric Yinecnt Co?poys, apparatusfor demonstrating the volumetric coin-position of gases, T., 1200 ; P., 134.Findlay, Alexander, and Henry Jer.nzaiiailrlaudc Creighton, the influence ofcolloids and fine suspensions on thesolubility of gases in water.Part I.Solubility of carbon dioxide nn(lnitrous oxide, T., 536 ; P., 44.Fleck, Alexander. See Thomas StewartPatterson.Fliirscheim, Bernhartl, the rolatioii bc-tween the streugths of acids and baser,and the quantitative distribution ofaffinityin themolecule. Part II., T.,84.Fliirscheim, Z'crnJLard, ancl TheodorSimon, tetranitroaniline, P., 81 ; dis-cussion, P., 81,Forster, Aquiln. See John AwnstrongSmythe.Forster, iVartin Oi~slow, and (Niss)Hddn Mary Judd, the triazo-group.Part XII.Derivatives of 21-triazo-benzaldehyde, T., 254 ; P., 28.Forster, illartin Onslow, and RobevtMiiller, the triazo-gronp. Part XI.Substituted trinzomalonic anclphcnyltriaxoacetic acids, T., 126 ;P., 4.the triazo-group. Part XIII. Triazo-niethylcarbimide (trinzomethyl iso-cyanate), T., 1056 ; P.. 112.Forster, Martin Onslow, aiid SiclizeyHerbeyt Newman, the triazo-group.Part XIV. Azoimides of the aceto-acetic series, T., 1360 ; P., 197.the triazo-group. Part SV. Triazo-ethylene (vinylazoiniide) and thetriazoethyl halides, T., 2570 ; P.,322 ; discussion, P., 323.Forster, Martin 0~2slow, and AdoolfZimmerli, studies in the camphaneseries. Part XXVII T. S tereoisomerichydrazones and semicarbazones ofcamphorquinone, T., 2156 ; P., 245 ;discussion, P., 246.Foster, Bernard, and Henry Allen Dug-dale Neville, solubility of calciumphosphate in saturated solutions ofcarbon dioxide containing ammonia,P., 236.Fox, John Jacob, the salts of 8-hydroxy-p-hydroxyazo-derivatives of yninolinc.FOX, John Jacob, and Arthur JosinhHofmcister Gauge, the solubility ofpotassium sulphate in concentratedaqueous solutions of non-electrolvtes,quinoline, T., 1119 ; P., 134.Part I., T., 1337 ; P., 177." I T:, 377 ; P., 27.Frank, George Herbert, contributions toour .knoiY'iedpe of the sulphide dye-stuffs.Frankland, Edward Peiwy, a synthesisof tetrahydrouric acid, T., 1316 ;P., 171.aB-dibenzylaminopropionic acid and1 : 7-dibeiizyltetrahydronric acid, T.,1686 ; P., 202.Frankland, Percy Faraclay, and DouglasFrank Twiss, the influence of varioussubstituents on the optical activity oftartramide.Part 111. Halogen-sub-stituted anilides, T., 154 ; P., 5.Friend, J o ? ~ Albert Newton, the influ-ence of persulphates on the estima-tion of hydrogen peroxide withpermanganate, P., 88.the action of pure air and water on ironandsteel; preliminary note, P., 179.Part I,, T., 2044 ; P., 2182658 INDEX OF0.Gardner, Henry Dent, Wi/liam HenryPerkin, jzcn,., and Hubert Watson,carboxylic acids of cyclohexanone andsome of its derivatives, T., 1756 ; P.,136, 215.Garrett, Charles Scott. See James Col-puhom Irvine.Gauge, Artliur Josiah Hqfmeister. SeeJohn Jacob Fox.Oazdar, (Miss) Maud, and Samuel Smiles,aromatic hydroxy-sulphoxides, T.,2248; P., 253.Ghosh, Atzcl Chandra.See PrafullaChandra RQy.Gibson, Charles Stanley. See WilliamJackson Pope.Gilling, Charles. See Arthur WilliamCrossley.Glover, Wulter Hanzis, studies of theprocesses operative in solutions.Part XIV. The determinations ofapparent hydration values by meansof raffinose, P., 298.studies of the processes operative insolutions. Part XV. The changeseffected by the reciprocal interferenceof sugar (and glucosides) and saltsin aqueous solutions, P., 298.Qlover, Walter Hamis, and ThomasMartin Lowry, studies of dynamicisomerism. Part XIIT. Camphor-carboxyamide and camphorcarboxy-piperidide, P., 162 ; discussion, P., 163.Glover, Walter Hamis.See alsoFrederick Pa llisey Worley.Godden, William. See Gilbeyt ThomaslU organ.Gortner, Ross Aiken, a contribution tothe study of the oxydases, T., 110.Gray,. Robert Whytlaw, and (Sir)Wdlircnt Ramsay, the half-life period ofradinm ; a correction, T., 185 ; P., 25.Green, Arthur George, and RajcndraiVath Sen, azoniethineazo-dyes, T.,2242 ; P., 243 ; discussion, P., 244.Green, Arthur George, and AythicrEdntund Woodhead, aniline-black andallied compounds. Part I., T., 2388 ;P., 223.Green, (Miss) Leila, and Bawd OriiteMasson, the dynamics of the decomposi-tion of persulphuric acid and its salts inaqueous solution, T., 2083 ; P., 231.H.Haas, Paul. See Henry Rondel Le Sueur.Harcourt, Augustus Grorge Ycrnon, amethod for the approximate estima-tion of small quantities of lead, T.,841 ; P., 82 ; discussion, P., 83.AUTHORS.Harding, Victor John, and WalterNorman Haworth, the synthesis of A1-cyclopenteneacetic acid and 1-methyl-A2-cyclohexene-3-acetic acid, T., 486 ;P., 61.Harding, Vador John, and CharlesWeizmann, A1-nonylenic acid, T.,299 ; P., 24.synthesis of 6-carboxy-3 : 4-dimethoxy-phenylglyoxylic acid, T., 1126 ; P.,130.Harrison, (iiliss) Muriel Kate.SeeHolland Crompton and James Frede-rick Spencer.Harrison, William, the starch-iodinereaction, P., 252.Rartley, Eynnld George Justinian, tetra-methyl ferrocyanide and some deriva-tives, T., 1066; P., 9 0 ; T., 1725;Baworth, Walter Norman. See VictorJohn Harding.Hayhurst, Walter, and John NormanPring, the examination of the atmo-sphere a t various altitudes for oxidesof nitrogen and ozone, T., 868 ; P., 92.Henderson, George Gerald, and XobertBoyd, the oxidation of monohydricphenols with hydrogen peroxide, T.,1659 ; P., 204.Henderson, George Gerald, and ErnestFcrgicson Pollock, contributions to thechemistry of the terpenes.Part VIII.Dihydrocamphene and dihydrobornyl-ene, T., 1620 ; P., 203.Henderson, George Gerald, and (Miss)Muggie Jfillen JeJ% Sutherland, con-tributions to the chemistry of theterpenes. Part VII. Synthesis of anionocyclic terpene from thymol, T.,1616 ; P., 203.Hewitt, John Thpodore, and FerdinandBcrnard Thole, the colour and con-stitution of azo-compounds, T., 511 ;P., 54.the structure of xanthonium and acri-dinium salts ; preliminary note, P.,225.Hewitt, John Theodore.See also (Miw)Olive Exeline Ashdown.Hicks, Willinni Longton, 2-methyl-1 : 3-dihydrobenzoxazine-4-one and relatedderivatives, T., 1032 ; P., 91.Hilditch, Thoinns Percy, the effect ofcontiguous unsaturated groups onoptical activity. Part V. Physico-chemical evidence of the structureof " a-disulphoxicles," T., 1091 ;P., 95.intermolecular condensation of aro-matic sulphinic acids. Part I., T. ,2579 ; P., 294.P., 210INDEX OF AUTHORS. 2650Hilditch, Yhmw Pe-rcy, the efrect ofcontiguous unsaturated groups onoptical activity. Part VI. The in-fluence of molecular symmetry : appli-cation to the relative rotatory powersof position-isomerides, P., 141.Hilditch, Thomas Percy, and AZbcrtErnest Dunstan, the correlation of vis-cosity with other constitutive proper-ties ; preliminary note, P., 341.Hilditch, Thomas Percy, and Sam.ucZSmiles, the intramolecular rearrange-ments of diphenylmethane o-sulph-oxide, P., 174.Hilditch, Thomas Percy.See also SydneyBobert Edminson.Hirtz, Eeinrieh. See Ludwig Yond.Homer, (Miss) Annie, the Frieilel-Crafts’reaction applied to naphthalene ; theaction of di-, tri-, and tetra-alkylhalides ; preparation of aba’B‘-di-naphthanthracene, T., 1141 ; P., 11.Homer, (ilfiss) Annie, and John EdwardPurvis, the absorption spectra ofnaphthalene and of tetramethyl-naphthalene, T., 280 ; P., 5.the absorption spectra of dinaphthan-thracene and its hydro-derivativecompared with the absorption spectraof its isomerides, T., 1155; P.,25.Eomfray, (Miss) Ida Frances, the relationbetween solubility and the physicalstate of the solvent in the case of theabsorption of carbon dioxide in p-azoxyphenetole, T., 1669 ; P., 197.Horton, Edward.See Henry EduccrcZArmstrong.Eope, Edward, and TViZZianz HenryPerkin, jun., pentane- and isopentane-afl6-tricarboxylic acids, P., 178.Hope, Edward, and Robert Robinson,the synthesis of nitrognoscopine andallied substances ; preliminary note,P., 228.Hopwood, Arthur, and Charles Weiz-mann, synthesis of dipeptides of lauricand n-nonoic acids: products of thecondensation of lauric and n-nonoicacids with glycine, alatiine and leucine ;preliminary note, P., 69.Howard, Hubert.See Frank GeorgePope.Hughes, Ernest Chislett, and ArthurWalsh Titherley, 6-bromo-2-phenyl-dihydro-l:3-benzoxazine-4-one and re-lated derivatives, p., 344.Hughes, Ernest Chislett. See also ArthzirWalsh Titherley.Hull, Thomas Ernest, estiniation of carbonin iron and steel and in iron alloys hydirect combustion, P., 91.Humphries, Hcrbeyt Brooke Yemen. SeeA Zexander IcKenaie.I.Irvine, Jamcs CoZquhoun, and CharlesScott Qarrett, acetone derivatives ofd-fructose, T., 1277 ; P., 143.Irvine, James Gblquhoun, and DavidMcNicoll, the constitution and muta-rotation of sugar anilides, T., 1449 ;P., 195.J,James, Thomas Campbell, the action ofbases on as-dibromobutyric acid andits esters, T., 1565 ; P., 201.Jerusalem, George, the morphotropic re-lationships between silicon and carboncompounds of corresponding composi-tions, T., 2190 ; P., 249.Jinendradasa, James Nadoris. SeeAlfred Francis Joseph.John, William Thomas.See ThomasMartin Lowry.Jones, Heitry Chapman, silver amalgams,T., 336 ; P., 47.Jones, Hcrbert Edzoin. See DavidLeonard Chapman.Jones, Humphrey Owen, and EdwardJohn White, a supposed case of stereo-isomeric tervalent nitrogen compounds,T., 632 ; P., 57.Jones, Humphrey Owen. See also (#fir)James Dewar, Johia Edward Purvis,and Hubert Sunderson Tasker.Joseph, AZfred Francis, and JumesNadoris Jinendradasa, the colour andconstitution of bromine solutions, P.,233.See MartinOILSZOZO Forster.Judd, (Niss) Hilda Mary.X,Kametaka, Tokzihei, and Arthur GeorgePerkin, carthamine.Part I., T., 1415 ;P., 181.Kenner, James, and Ernest Witham, theformation of tolane derivatives fromp-chlorotoluene and 3:4-dichlorotoluene, T., 1960 ; P., 219.Kenyon, Joseph. See Robert HozcsonPickard.Kipping, Frederic StanZey. See FrederickChallenger.Knight, William Arthur, the chromouschlorides, P., 472660 INDEX OF AUTHORS.Xnight, WiEL'L'u?n Arthur, an(! (Misf)E1i:abeth Nary Rich, isomericchromous chlorides, 7. , 47.Xomppa, Gustav, synthesis of camphoricacid, P., 328.Krishnayya, H. V., volumetric estima-tion of manganese in manganese ores,P., 129.Kuntzen, Harold. See Raphael Yeldola,L.Laidlaw, Patrick Playfair.See ArthirrJaws Ewins.Lambert, Bertram, and James CanzpbellThomson, the wet oxidation of metals.Part I. The rusting of iron, T., 2426 ;P., 290 ; discussion, P., 291.Lapworth, Arthur, and James RiddickPartington, the influence of water onthe availability of hydrogen chloridein alcoholic solution, T., 19.Lapworth, Arthur, and Elkan Wechsler,experiments on suhstituted allene-carboxylic acids.Lapworth, Arthur. See also ReginaldWillzam Lane Clarke.Lauder, Alexander. See James JohnstonDobbie.Leonard, Alfred Godfrey Gordon, theabsorlltion spectra of 1:4-dihydro-naphthalene and 1:2:3:4-tetrahydro-naphthalene, T., 1246 ; P., 143.Le Sueur, Zeitry Rondel, preparationof secondary amines from carboxylicacids. Part 1. Preparation of hepta-decylaniline, pentaderylaniline andtridecylaniline, T., 2433 ; P., 290.Le Sueur, Henyy Rondel, and Paul Raas,formation of heterocyclic compounds.Part 11.Action of bases on the aa'-dibromo-derivatives of certain dicarb-oxylic acids, T., 173 ; P., 4.Lowry, Thomas Nartin, Cecil HenryDeach, and Hcrbeif Williain South-gate, studies of dynamic isomerism.Part X. The relationship between ab-sorption spectra and isomeric change ;absorption spectra of camphorcarb-oxglic acld and its derivatives, T.,899 ; P., 68.Lowry, Thomas Murtin, and WillininThorny John, studies of dynamicisomerism. Part XII. The equationsfor two consecutive unimolecularchanges, T., 2634 ; P., 162.Lowry, Thomas Miwtin, and HerbertWillinm Southgate, studies of dynamicisomerism.Part XI. The relationshipbetween absorption spectra and iso-meric change ; absorption speetrit ofthe acyl derivatives of camphor, T.,905 ; P., 68.Part I., T., 38.Lowry, l'huiil us X r c r h i ~ ~ . See also WultcrJ I m ~ i s Glover.Luff, Bernard DzcizstaiP WilkiiLso~&, andWilliam HeiLry Perkin, @n., ex-periments on the synthesis of theterpenes. Part XV. A"-n~-menthenol(8)and A:':8(9)-m-menthadiene, T., 2147 ;P., 249.Luff, Bemznrd Dz6nstnn Wilkinson,Willinnz Henry Perkin, . jyn... , andRobcrt Robinson, m.-hemipinic aridasaronic acids, T., 1131 ; P., 132.M.McEwan, Basil Chavlcs. See AlexuaderMcKeneie, Alexander, and GeorgeWilliam Clough, experiments onthe Walden inversion, Part IV.The intercoilversion of the opticallyactive phenylmethylglycollic acidsT., 1016 ; P., 85.experiments on the Walden inversion.Part VI.Conversion of the opticallyactive a-hydroxy- a-phenylpropionicacids into a-chloro-a-phenylpro-pionic acids, T., 2564 ; P., 525.McXenzie, AZexander, and HerbertBrooke Perren Humphries, experi-ments on the Walden inversion. Part111. Optically active B-hydroxy-B-phenylpropionic acids and the cor-responding P-bromo-B-phen ylpropionicacids, T., 121 ; P., 7.YeXenzie, Alexander, and Henry Wren,optically active glycols derived from1-benzoin and from methyl-Emandel-ate, T., 473 : P., 54.experiments on the Walden inversion.Part 1'. The interconversion of theoptically active a-hydroxy-8-pherr yl-propionic acids, T., 1355 ; P.181.Mackenzie, John Wiwin, dimethoxy-phenyl-p-tolylmethane ; preliminarynote, P., 170.YcKenzie, Kmneth. See Alfred Archi-ba7d Boon.Maclahon, Pnlvick XnrsJield. See DavidLeonard Chapman.YcNicoll, Dacid. See James ColquhounIrvine.l a r l e , Ernest Robert. See David Xunci-9nun Boyd.Marsden, (Mfss) E$e Gwendoline. SeeEdward Charles Cyril Baly.Marsh, J C C ~ C R Ernest, phenomena 04-served when potassium mercuri-iodide is dissolved in ether and water,T. , 2297 ; P. , 50 ; discussion, P., 50.the action of halogens on mercuri-camphor compounds, T., 2410 : P.,297.Thomas CameronINDEX OF AUTHORS. 2661Marahall, dlicyh, and Dnvid Bain, sodiumsuccinates, T., 1074 ; P., 114.Marshall, Joqeph. See dulius BehrendCohen.Waaon, Frederkk AIfred.See FrederickDaniel Ohattaway.Maaaon, David Orme. See (Miss) LcilaQreen,Maaaon, James lrvine Orme, the actionof water of crystallisation on calciumcarbide, T., 851 ; P., 6.May, Percy, aromatic antimony com-pounds. Part I. The oxidation andnitration of triphenylstibine, T.1956 ; P. 218.aromatic antimony compounds ; pre-liminary note, p., 142.May, Percy. See also John Cannell Cain.Ilbeldola, Raphael, complete methylationby methyl sulphate, P., 232.Meldola, Raphael,+aiid Harold Knntren,salts and ethers of 2:3:5-trinitro-4-acetylaminophenol, T., 444 ; P., 58.syntheses with phenol derivativescontaining a mobile nitro-group.Part 111. Com lex iminazoles, azo-compounds anzazides, P., 340.Meldola, Raphael, and Frt?d&ic Reverdin,the products of diazotisation of thetririitro-p-anisidines, T., 1204 ; P.,132.Meldmm, Andrew Norman, and WilliamErnest Stephen. Turner, the molecularcomplexity of amides in varioussolvents. Part II., T., 1605 : P.,211.the molecular complexity of amidesin various solvents. Part 111.Amides in aqueous solution, T.,1805 ; P., 213.Merry, Ernest Wyndhana. See WillianaErnest Stephm, Turner.Ilberton, Thomas Ralph, the viscosityand density of casium nitrate solu-tions, T., 2454 ; P., 252.Miolrlethwait, (Miss) Frances Mary Gore.See Calbsrt Thomas Mor an.Milla, William Hobson, an% (Miss) AliceMar9 Bain, o tically active salts of4-oximinocyclo~exanecarboxylic acidand the configuration of the oximino-group, T., 1866; P., 214.Millr, William Eobsm, and WalterHenry Watson, 3-aminoquinoline andthe colour of its salts, T., 741 ; P., 56.Mitohell, Alec Duncan, and JocelynFir7d Thorpe, the formation andreactions of imino-compounds.PartXII. The formation of imino-de-rivatives of cyclopentane fromopen-chain mononitriles, T., 997 ; P.,11 4.Yitahell, Alec Dmteaih, and Joe~lpFicld Thorpe, tho formation andreactions of imino-compounds. PartXIV. The formation of a-hydrindoneand its derivatives, T., 2261 ; P.,248.Moir, James, new sensitive test forhydrocyanic acid, P., 115.Mond, Ludwig, HeiizricJL Hirte, andMatthwmn Dalton Cowap, some newmetallic carbonyls, T., 798 ; P., 67.Moore, Mtarles Watson, note on the con-stitution of a-elaterin, T., 1797 ;P., 218.the constituents of gelsemium, T.,2223; P., 247.note on yuercitrin, P., 182.Noore, Charles Watson, and FrankTutin, note on gynocardin and gyno-cardase, T., 1285 ; P., 182.Moore, Charles Watson.See also Frede-rick Beldiitg Power.Moore, Waltey Bornan. See GilbertThomas Morgan.Morgan, Gilbert Thomas, and ArthurBramley, thep- tolyl-l:2-naphthylene-diazoimincs (3-p-tolyl-p-naphthaiso-triazoles) ; preliminary note, P., 151.Morgan, Gilbert Thomas, and ArthurClayton, the dinitro-derivatives ofdimethylp-toluidine, T., 2645 ; P.,323 ; discussion, P., 324.Morgan, Gilbert Thomas, and EdwardGordon Coueena, the colour and con-stitution of diazonium salts. Part 11.Diazo-derivatives of as-benzoylethyl-1:4-naphthylenediarnine, T., 1691 ;P., 165 ; discussion, P., 166.Morgan, Gilbert Thomas, and WilliamGodden, the constitution of the ortho-diazoimines.Part I. The naphthyl-enediazoimines and their benzenesul-phony1 derivatives, T., 1702 ; P.,165.Xorgan, Gilbert Thomas, and (Miss)Frances Mary Gore Mioklethwait, thecolour and constitntion of diazoniumsalts. Part 111. The diazo-derivativesof 2:7-naphthylenediamine, T., 2557 ;P., 293.Morgan, Gilbert Thomas, (Miss) FrancesMary Gore Mioklethwait, andQeorge Staford Whitby, organicderivatives of antimony. Part 1.Tricaniphorylstibine chloride andtriphenylstibine hyclroxynitrate andhydroxysulphate, T., 34.note on the aromatic derivatives ofantimony, P., 151.Morgan, Gilbert Thomas.and Wdterh a a n Moore, dicamphorylphoaphiaicacid, T., 16972662 INDEX OF AUTHORS.Morgan, Gilbert l'homns, and JosephAlZeia Pickard, the production of para-diazoimides from alkyl- and aryl-sulphonyl- para - diamines ; a generalreaction, T., 48.liiller, Robert. See itlartin O~~stowForster.Mukherjee, Satish Cha~d~a. See Pra-fulla Chandra Ray.Mussell, Albert Geo~ge. See AlbertErnest Duns t an,I,Neave, George Bnllingdl. See Thoiiin~Purdie.Neogi, Pafic7~aRan, and Birendm BhusnnAdhicsry, preparation of ammoniumnitrite by the sublimation in a vacuumof a mixture of ammonium chlorideand alkali nitrites, P., 297.Neville, ITenry AlZen Dugdccle. SeeBeiuzard Foster.Newman, Sidney Herbert. See MartiVLO?idow Fore ter.0.Olmsted, James Montrose Duncnn.SeeP.Page, Harold James, and Samuel Smiles,the intramolecular rearrangement ofthe halides of phenazothionium, T.,1112; P., 133.Partington, Jamcs Riddick, ionic equili-brium in solutions of electrolytes,T., 1158 ; P., 114.a new dilution law; preliminary note,P., 8.Partington, James Ricldick. See alsoArthur Lapworth.Patterson, Thomas Xtewart, and Alex-t d e r Fleck, cyclohexanc, its separa-tion from, and its estimation in, mix-tures containing benzene, T., 1773 ;P., 207.Patterson, Thomas Stewart, and (Miss)Elizabeth Findlay Stevenson, the in-fluence of solvents on the rotation ofoptically active compounds. Part XVI.The relationship between the chemicalconstitution and the influence of a sol-vent, T., 2110 ; P., 236.Perkin, Arthuy Qcorge, a nntnral sub-stantive dyestuff, T., 220 ; P., 23.the identity of osyritrin, myrticolorin,violaquercitrin, and rutin, T., 1776,P., 213.Perkin, Arthur Gcorgc.See also WilZiamPopplcwell Bloxam and Tokuheigametaka.Frederick Daniel Chattaway.Perkin, Prederick Mollwo. See (blim)Perkin, WilEianz Henry, gun. , experi-ments on the synthesis of the ter-penes. Part XIV. Synthesis of d-and l-A6-m-menthenol(8), dZ-A4-m-menthenol(8) and their derivatives,T., 2129 ; P., 249.experiments on the synthesis of theterpenes. Part X (continued). Syn-thesis of sylvestrene (d-carvestrene) ;preliminary note, P., 97.Perkin, William Henry, jun., andRobert Robinson, strychnine, ber-berine, and allied alkaloids, T.,305 ; P., 24.synthesis of dl-narcotine (gnoscopine) ;preliminary note, P., 46.resolution of rlZ-narcotine (gnosco-pine) ; preliminary note, P., 131.Perkin, William Henry, jzcn., andOtto Wallach, A:3-p-menthenol(8) andA":8("-iu-menthadieiie, T., 1427; P., 194.Perkin, William Henry, jun.See alsoHewy Dent Gardner, Edward Hope,and Bernard Bunstan Wilkimon Luff.Phelps, John, the accuracy of the goldbullion assay, T., 1272 ; P., 139.Philip, James Charles, and HaroldKcuben Courtman, behaviour of twosalts with a common ion, when dis-solved in an organic solvent, T., 1261 ;P., 140 ; discussion, P., 140.Pickard, Joseph A Zlen. See GilbertThomas Morgan.Pickard, Bobert Howson, and JosephKenyon, investigations on the depend-ence of rotato7 power on chemicalconstitution.art I. The rotationsof the simplest secondary alcohols ofthe frttty series, P., 336.Pickering, Spencer [Percival] Uqfreville,cupricitratcs, T., 1837 ; P., 17 ; dis-cussion, P., 18.the constitution of basic salts, T.,1851 ; P., 19.Pickles, Samuel Shrowder, the constitu-tion and synthesis of caoutchouc, T.,1085 ; P., 111 ; discussion, P. 111.Pollock, Erwst Fergzbson. See GeorgeGerald Henderson.Pope, Frank George, and Hubert Howard,the condensation of benzaldehydewith resorcinol, T., 78.the condensation of anisaldehyde withresorcinol, T., 972 ; P., 88.fluorones, T., 1023 ; P., 113.Pope, William Jmkson, and ChadcsStrcdey Gibson, the resolution ofexternally compensated pavine anda-bromocamphor-a-s~il~)l~onic acid, T.,2207 ; P., 250.illary CunninghamINDEX OF AUTHORS.2663Pope, William Jc~cx'so~c, and CharlesStc~deg Gibson, thc rotatory powersof the salts of rl- and l-camphor-8-sulphonic acid with d- and l-pavine,T., 2211 ; P., 250.Pope, William Jmksm, and John Read,the resolution of externally compen-sated acids and bases, T., 987 ; P.,118.externally compensated tetrahydro-quinaldine (tetrahydro - 2 - methyl-qiinoline) and its optically activecomponents, 'I!., 2199 ; P., 251.Pope, William Jackson. See alsoWilliam Barlow.Potts, Harold Edward. See A-eclcr.icX:George Donnan.Pound, Jc6nzes Robert, physical proper-ties of mixtures of ether and sulphuricacid., P. , 341.Power, Frederick Relding, and CharlesWatson Moore, the constituents ofcolocynth, T., 99 ; P., 3.the constituents of the leaves ofPm?zzcs serotina, T., 1099 ; P., 124.Power, Fmderick BeZcZing, and HwwldRogerson, the constituents of leptan-dra, T., 1944; P., 218.Power, Frederick BelcZing, and ArlJia 1'Henry Salway, the Constituents ofred clover flowers, T., 231 ; P., 10.Price, (&Iiss) Curynnedd Afary. SeeJames Frederick Spencer.Price, Thomas Slater, and Douglas FrankTwiss, the action of sodium or potass-ium hydroxides on sodium alkylthiosulphates and on disulphides, T.,1175 ; P., 136.Prideaux, Ed.lntcnd Brydges Rudhall,the vaponr pressures and molecularvolumes of the mercuric halides andthe relations between atomic volumesof elements before and after combina-tion, T., 2032 ; P., 207.Pring, John Norman, the direct unionof carbon and hydrogen a t high tem-peratures.Part II., T., 498 ; p., 55.Pring, John Nm-mam. See also WalterHayhur at.Purdie, Thomm, and Paul SeideliuArup, action of Grignard reagents onmethyl Z-methoxysnccinate, methylmaleate, and maleic anhydride, T. ,1537 ; P., 199.Purdie, Thomas, and George Balli?tgalZNeave, optically active methoxysuc-cinic acid from malic acid, T., 1517 ;P., 198.Purdie, Thomas, and Charles RobertYoung, optically active derivativesof Z-methoxy- and d-dimethoxy-snc-cinic acids, T., 1524 ; P., 198.Pnrvie, John Edward, the absorptionspectra of p - toluidine, m-xylidine,and of their condensation productswith acetaldehyde, T., 644 ; P., 56.the absorption spectra of pyridine andsome of its derivatives a t differenttemperatures and pressures, T.,692 ; P., 45.the absorption spectra of nicotine,coniine, and quinoline as vapours,liquids, and in solution, T., 1035 ;P., 113.the absorption spectra of aniline andits homologues as vapours, asliquids, and in solution, T., 1546 ;P., 194.the absorption spectra of furan, fur-furaldehyde, thiophen, and pyrroleunder different conditions, T., 1648 ;P., 201.the absorption spectra of various di-ketopyrroline compounds, T., 2535 ;P., 297.the absorption spectra of some deri-vatives and isomerides of 1:a-diketo-A"-cyclopentene, P., 327.Purvis, Joim Edward, Humphrey OwenJones, and Hubert Sanderson Tasker,the colour and absorption spectra ofsome sulphur compounds, T., 2281 ;P., 234.Purvis, John Edward.See also (iMiss)Annie Homer.Pyman, Frank Lee, isoquinoline deriva-tives. Part IV. o-Dihydroxy-bases :the conversion of l-keto-6:7-di-methoxy- 2-a1 ky 1 te trahy droisoquino -lines into 3 : 4-dihydroxyphcnyl-ethylalkylainines, T., 264 ; P., 21 ;discussion, P., 21.the tautomerism of glyoxalines andthe constitution of pilocarpine, T. ,1814 ; P., 211.Pyman, Frank Lee, and William Cole-brook Reynolds, isoquinoline deriva-tives. Part V. The constitntion ofthe reduction products of papaverine(continued), T., 1320 ; P., 180.R.Ramsay, (Sir) Willirbnt. See RobertRPy, Prafda Chundra, the doublenitrites of mercury and the metalsof the alkaline earths, T., 326 ; P., 7.the double nitrites of mercury andthe bases of the tetra-alkylammon-iuni series, P., 172.RP?, Pmfulla ChancJrch, and Atu?GJzaiLdra Ghosh, decomposition ofdimercurammonium nitrite hy heat,T., 323; P., 6.Whytlnzv Gray2664 INDEX OF AUTHORS.ROy, FrafuZla CYIaiidra, and SatishChandra Xukherjee, ionisation of thenitrites as measured by the cryoscopicmethod ; preliminary note, P., 173.Read, John. See William Jacksopz Pope.Redgrove, Herbert ~9ttnizley, note on theusually-adopted method of calculatingadditive physico-chemical constants,P., 99.Reid, John Fozmtaiii. See Alfred Arcki-bald Eoon.Report of the Council, T., 651 ; P., 73.Beport of the International Committeeon atomic weights, 1911, T., 1861;Reverdin, Fre'dLric.See R~phccel Mel-dola.Reynolds , Willium Co Ee b rook. SeeFratzcis Howard Cam and Frank LeePyman.Ithead, Thomas Fyed Eric, and &chardVernoiL Wheeler, the effect of tem-perature on the equilibrium 2CO <I,CO, + C, T., 2178 ; P., 220.Xich, (Miss) Elizabeth Nary. See Wil-liam ArtJzur Knight.Richards, (iViss) Marion Brock, prepara-tion of substituted indoles frombenzoin and secondary arylamines,T., 977 ; P., 92.condensations of phenanthraqninonewith ethyl malonate aiid ethylacetoacetate, T., 1456 ; P., 195.Rivett, Albert Cherbury David, andNevi2 Tincent Sidawick. the rate ofP., 190.hydration of ace& anhydride, T.,732 ; P., 66.the rate of hydration of acid anhy-drides ; succinic, methylsuccinic,itaconic, maleic, citraconic, andphthalic, T., 1677 ; P., 200.Robinson, Robert. See Edward Hope,Bernard Dunstan FVilJiinson Luff, andWilliam H e a r y Perkin, jun.Road, Ermst Earry.See ReginaldThomas Colgate.Rogerson, Harold, the constitqents ofthe flowers of Trifolizcm incarna,ttm,T., 1004; P., 112.Rogerson, Harold. See also FrederickEelding Power.Ruhemann, Sie.tfried, triphenyl-2-p~-rone, T., 457; P., 59.diketodiphenylpyrroline and itsanalogues. Part III., T., 462 ;P., 59.cyclic di- and tri-ketones, T., 1438 ;P., 196.trikitohydrindeiie hydrate, T., 2025 ;P., 235.Ruerell, William Fraser, amido-oximesand thioamides, T., 953 ; P. 89.5.Salway, Arthur Henry, synthesis ofcotarnino, T., 1208 ; P., 138 ; dis-cussion, P., 138.action of sodium amalgam on methyl-ene ethers, T., 2413 ; P., 293.synthesis of cotarnine ; preliminarynote, P., 98.Salway, Arthur Renry.See also Frede-rick Belding Power.Sand, H e n r y Julizss Solomon. SeeArthur Slator.Sanders, James McConitcll, an improvedform of extraction apparatus, P., 327.Schwalbe, Carl Gustav, and SalonzonWOW, studies in the caybazole series,P., 339.Scott, (iViss) Jimet Dm~ii~i~zo~zcl. SeeJohn Kerfoot Wood.Sen, Xajendra iWath. See Aythur GeorgeGreen.Eenter, George, reactivity of the halogensin organic compouncls. Part IV.Interaction of bromoacetic, a-bromo-propionic, and a-bromobntyric acidsand their sodium salts with silversalts in aqueous solution : catalyticaction of silver halides, T., 346 ;P., 23.reactivity of the halogens in organiccompounds.Part V. Interactionof esters of the hromo-substitutedfatty acids with silver nitrate inalcoholic solution, P. , 344.Shelton, Henry Xtanley, the correlationof rock and river-water analyses, P.,110; discussion, P., 110.Shibata, Uzlji, the action of the Grignardreagent on camphoric and isocam-phoric esters, T., 1239 ; P., 141.Sidgwick, Ned Yincent, the solubilityof organic acids and bases in solutionsof their salts ; preliminary note, P.,60.Sidgwick, Nevil Yincent, and Henryl'homas Tizard, the colour and ionisa-tion of cupric salts, T., 957 ; P. 67.Sidgwick, Nevil Vincent. See also Al-bert Cherbury David Rivett.Simmonds, Charles.See (Sir) EduwrdThorpe.Simon, Theodor. See Bemi hmn? Fliirach-eim.Bimonsen, John Lionel, ethyl 6-metliyl-2 - pyrone-3 : 5 - dicarboxylatc and itsconversion into methyltrimesic acid,T., 1910; P., 200.Sirnoneen, John Lione7. See also (Miss)Hannah B am ford.Slade, Bolnnd Edgar, the constitution ofsodium aluminate solutions. P., 236lNDEX OF AUTHORS. 2665Blator, Arthur, and Hemy Julius Sale-nioit Send, studies iu fermentation.Part 111. The r61e of diausion in fer-mktation by yeast cells, T., 922 ;1’. 85 ; discussion, P., 85.Smedley, (Miss) Ida, the relative in-fluence of the ketonic and ethenoidlinkings on refractive power, T. ,1475; P., 148.the constitution of the P - diketones,T., 1484; P., 148.Smiles, Samuel, new syntheses of thio-xanthone and its derivatives ; pre-liminary note, p., 342.Smilee, Samuel.See also Edward deBuwy Barnett, Oscar Lisle Brady, EricGordon Davis, (Miss) Maud Qazdar,Thoinns Percy Hilditch, and HaroldJames Page.Smith, CZarence, and (Miss) ConsttmceHccndton Watts, absorption spectraaud inelting-point curves of aromaticdiazoamines, T., 562 ; P. 45.Smith, Stadey, the action of potassiumchlorate on concentrated sulpliuricacid ; preliminary note, P., 124 ; dis-cussiou, P., 125.Smythe, John As.m,strong, and AquilaForster, some reactions of benzylmercaptan ; benzyl tri- and tetra-sulphides, T., 1195 ; P., 135.Soddy, Frederick, the chemistry of nieso-thorium, P., 236.Southgate, HeTbert Willinnt.SeeThomas Martin Lowry.Spencer, James Freclcrick, and (Miss)Muriel Kute Harrison, the interactionof alkyl halides and metals of the ironSpencer, James ETredericJc, and (Miss)Gioynnedd Afur.y Price, the action ofcalcium and lithium on organichalides, T., 385 ; P., 26.Steele, Bertram Di2lon, and L. S.Bagster, binary mixtures of someliquefied gases, T., 2607 ; P., 253.Stevenson, (Miss) Elizabeth Fi7Ldlag.See Thonins Stcwurt Patterson.Stobbe, Hans, and Fomyth James Wilson,action of light on the stereoisomericpiperonylideneacetones and on otherunsaturated ketones, T., 1722; P., 206.Sudborough, John Joseph, and 8 ~ n n h ~HoskitLgs Beard, additive compoundsof s-trinitrobenzeiie with arylamines :cornbination as affected by the con-stitution of the arylamine, T., 773;P., 71.Sudborough, Jo?m Joseph, and Jo?mThomas, the aclditiou of bromine tounsaturated componnds.Part I., T.,i l 5 .group, P., 118.Sudborough, Johyc Joseph, and J o hThomas, the addition of bromine tounsaturated compounds. Part 11. , T. ,2450 ; P., 294.Sutherland, ( E s s ) Maygie Miller J@s.See George Gwald Henderson.Suzuki, Tsuneo, the change of cobaltousinto cobaltic nitrite, T., 726 ; P. 27.T.Tasker, Hubert Sanderson, and HumphreyOwen Jones, the interaction of phenylmercaptan and thionyl chloride,P., 234.Tasker, Hzcbcrt Sanderson. See alsoJoh I L Eclzarcl Purvis.Taylor Johw,. See Atcyustus EdwmtdDixon.Taylor, Robert LZeweZZp, researches 011bleaching powder, T., 2541 ; P., 242 ;discussion, P., 242.Thole, Ferdinand Bemard, viscosity andassociation.Part I. Association ofthe phenols, T. 2596 ; P., 328.Thole, Ferdinand Beritard, and JocelyrLFiekcl Thorpe, formation of a six-membered ring through the agency ofthe imino-group ; preliminary note,P., 295.Thole, Ferciinaitd Bernard. See alsoAlbeyt Ernest Dunstan and JohnTheodore Hewitt.Thomas, John. See JOJ~IL J O S C ~ ~ L Bud-borough.Thomas, JOJLT~ Snwuth. See JCLVZCSCampbell Brown.Thomson, Davul, a contribution to thestudy of tanacetone (8-thujone) andsome of its derivatives, T., 1502;P., lii.Thom~on, Junus C’conpBell. See BertramLambert.Thorpe, Jocelyn FieZcZ. See GzutavcLouis Blanc, Arthur Frecl Campbell,and AZee D L C I L C ~ ~ Mitchell.Thorpe, (Sir) [ Thomas] Edward, Thomsenmemorial lecture, T., 161.Thorpe, (Sir) Edwad, and ChwlesSimmonds, lead silicates in relation topottery manufacture.Part 11. , T.,2282 ; P., 254.Titherley, Arthuy Wctlsh, 2-phenyl-l:3-benzoxazine-4-oneY T., 200 ; P. , 9.Titherley, Arthur Wals?~, and EmtestChislett Hughes, 6-chloro-2-phenyl-l:3-benzoxazine-4-0110 and related deriva-tives, T., 1368 ; P., 175.l‘itherley, Artlhur Walsh, and (Miss)Elizabeth Worrall, the action of phos-phorus pentachloride on clibenainide, rr., 839; P., 932666 INDEX OF AUTHORS.Titherley, Arthur Walsh. See also ' Tyrer, Dait, solubilities of organic: sub-stances in organic solvents ; a con-Tizard, Henry Thoiirn, the colour 1 tribution to the theory of solubility,changes of methyl-orange and T., 1778 ; P., 205.methyl-red in acid solution, T., ~ the volume of a solute in solution,2477 ; P., 225.T., 2620 ; P., 326.the hydrolysis of aniline salts measured ' colorimetrically, T., 2490 ; P., 225 ; 1U. discussion P., 225.the mechanism of tautomeric change, 1P., 125 ; discussion, P., 127. Usher, Francis Lauiry, the influence ofTizard, Henry Thomas. See also Nevil 1 non-electrolytes on the solubil-Vincent Sidgwick. 1 ity of carbon dioxide in water,Tuck, William Bradshaw. See Edward T., 66.Charles Cyril Baly. I the influence of radium emanation onTurner, William Ernest Stephen, a equilibrium in a gaseous system,study of the Landsberger-Sakurai T., 339, 1193 ; P., 20, 133.boiling-point method of determining Imolecular weights, T., 1184 ; P.,134.Ernest Chislett Hughes.Turner, 1VilZiam Ernest Stephen, andErnest Wyndharn Merry, the mole-cular complexity, in the liquidstate, of tervalent nitrogen coin-pounds, T., 2069 ; P., 220.the molecular complexity, in the liquidstate, of amines, nitriles, andamides ; preliminary note, P.,128.Turner, William Emest Stephen.Seealso Andrew Norman Meldrum.Tutin, Frank, the resolution of benzoyl-oscine, T., 1793 ; Y., 215.the constitution of eriodictyol, ofhomoeriodictyol, and of hesperitin,T., 2054 ; P., 222.syntheses in the epinephrine series.Part 11. The formation and proper-ties of some 2 5 - and 2:6- substitutedpyrazines and their conversion intoamino-ketones and imino-diketones,T., 2495 ; P., 244.Tutin, Frank, and Frederic WilliamCaton, the synthesis of 2:4:6-tri-methoxyphenyl 3:4-dimethoxy-styryl ketone : a methyl derivativeof eriodictyol, homoeriodictyol, andhesperitin, T., 2062; P., 223.the absorption spectra of some sub-stituted pyrazines and their salts,T., 2524 ; P., 245.Tutin, Frank, and Hubert Willia?n Bent-ley Clewer, the constituents of BuaLcxEcklonianus, T., 1.Tutin, Fra7ak.See also Charles Watsoi~Moore.Twiss, Douglas Frank. See Percy Farn-day Franklend and TiLonam SlaterPrice.Tyrer, DUIL, solubilities below and aljovt:the critical temperature, T., 621 ; P.,62.V.Vanatone, Ernest, the vapour pressuresof two perfectly miscible solids andtheir solid solutions, T., 429 ; P. , 47.W.Wallach, Otto. See William HenryPerkin, jun.Walpole, Qeorge Stanley, syntheses ofph~droxyphenylethylalkylamines, T.,941 ; Y., 87.Walsh, (Miss) Gertrude Maud, andCharles Weizmann, 1 :4-dichloroanthra-quinone and its derivatives, T., 685 ;I?., 61.Watson, Herbert Edmeston, the densitiesand molecular weights of neon andhelium, T., 810; P., 70.the molecular weights of krypton andxenon, T., 833 ; P., 70.Watson, Hubert. See Hcnry IlenlOardner.Watson, Waltcr IIeiiry. See WillinntHobsoit Mills.Watts , ( Niss ) Co mtunce Hamilton. h'ccClarence Smith.Wechsler, EZkaiL. See Arthur Lap-worth.Weizmann, Charles. See &inan Alpern,Victor John Harding, Arthzw Hop-wood, and (Miss) Gei.trz6dc UaudWalsh.Wheatley, Robert. See Harry MedforthDawson.Wheeler, Edwad See Hcltry EdwardArmetrong.Wheeler, Richard Vcrno?~. See MauriceJohw Burgess and Thomas Fred EricRheadINDEX OF AUTHORS. 2667Whitby, Ueorge Staford. See GilbertThomas Morgan.White, Edward John. See HumphreyOwen Jones.Wilsmore, Norman Thomas Mort h e r .See ( M k ) Frances Chick and (Miss)Stella Deakin.Wilson, Forsyth James. See AlfredArchibdd Boon and Baits Stobbe.Witham, Ernat. See James Kenner.Wolff, Salomon. See Carl GzcstavSchwelbe.Wood, John Kerfoot, amphoteric metal-lic hydroxides. Part 11.) T., 878 ;P., 94.Wood, J o h ~ Kerj?oot, and (Miss) JanetDrummond Scott, freezing-point curvefor mixtures of camphor and phenol,T., 1573 ; P., 194.Woodhead, Arthur Edntond. See ArthurGeorge Qreen.Woodmansey, Arnold, See JuliusBerend Cohen.Wootton, William Ord, attempted reso-lution of racemic aldehydes, T,, 405 ;P., 43.Worley, Frederick Palliscr., studies ofthe processes operative in solutions.Part XII. The apparent hydrationvalues of acid-systems and of saltsdeduced from a study of the hydrolyticactivities of acids, P., 298.Worley, Frederick Pnlliser, and WalterHamis Qlover, studies of the processeso erative in solutions. Part XVI.&e determination of optical rotatorypower, P., 298.Worley, Frederick Pnlliser. See alsoBenry Edward Armstrong.Worrall, (Miss) Elizabeth. See ArthurWalsh Titherley.Wren, (Bfiss) Gertrude Eollarid. SeeA i'thur William Crossley.Wren, Henry. See Alexander McKeneie.Y.Young, C'harlcs Bob&. See ThomasZ.Zimmerli, Adow. See Martin OltslowPurdie.Forrter

ISSN:0368-1645    

DOI:10.1039/CT9109702653

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

INDEX OF SUBJECTS.TRANSACTIONS AND PROCEEDINGS. 1910.(Marked T. and P. respectively.)Single organic compounds of known empirical formula will be found in theFormula Index, p. 2681.A.Acid anhydrides. See Anhydrides.Acids and bases, the relation betweenthe strength of, and the quantitativedistribution of affinity in the mole-cule (FL~RSCHEIM), T., 81.activity of, as catalysts (DAWSOY), P.,325.hydrolytic activities of (WORLEY), P.,P., 299.depression of, by paraffinoid alcoholsand acids (ARMSTRONG and WOR-LEY), P., 298.externally compensated, resolution of(POPE and READ), T., 987 ; P., 118.fatty, apparatus for the distillationof, in the vacuum of the cathodelight (BROWN and THOMAS), P.,149.fatty, bromo-substituted, interaction ofesters of, with silver nitrate in alco-holic solution (SENTEE), P., 344.organic, and bases, solubility of, insolutions of their salts (SIDGWICK),P., 60.Acridonium salts, structure of (HEWITTand THOLE), P., 225.Address, presidential (DIXON), T., 661.Adrenaline series, syntheses in the(TUTIN), T., 2495 ; P,, 244.AFFISITY, CHEMICAL :-A5nity, quantitative distribution of,in the molecule, and the relationbetween the strengths of acidsand bases (FL~HSCHEIM), T., 84.relations of cupric oxide and cuprichydroxide (ALLMAND), T., 603 ;P., 55.Catalysis, by acids (DAWSON), P.,325.Chemical dynamics of the decom posi-tion of persulphuric acid and itssalts in aqueous solution (GREESand MASSON), T., 2083 ; P., 231.298 ; (ARMSTRONG andWHEELER),AE’FISITY, CHEMICAL :-Chemical equilibrium of carbon mon-oxide with carbon dioxide andoxygen, effect of temperature onthe (RHEAD and WHEELER), T.,2178 ; P., 220.Dynamic isomerism,studies of (LOWRY,DESCH and SODTHGATE), T., 899 ;P., 68 ; (LOWSY and SOUTHGATE),T., 905 ; P., 68 ; (LOWRY andJOHN), T., 2634 ; P., 162 ; (GLOVERand LOWRY), P., 162.Kinetics of the reaction between silversalts and aliphatic iodides (DONNANand POTTS), T., 18e2 ; P., 212.Reactivity and chemical constitutionof halogen compounds, the relationbetween (CLARKE), T., 416 ; P., 26.Velocity of addition of bromine tounsaturated compounds (SUD-BOROUGH and THOMAS), T., 715.Velocity of hydration of acid an-hydrides (RIVETT and SIDGWICK),T., 732, 167f; P., 66, 209.Velocity of reaction, measurement of,by means of viscosity (DUNSTAN),P., 226.of ketones with iodine (Dawso~ andWHEATLEY), T., 2048 ; P., 233.Air, See Atmospheric air.Alcohols, secondary, of the fatty series,rotations of (PICKARD and KENYON),P., 336.AIdehyde-cyanohydrins, preparation ofacyl derivatives of (DAVIS), T., 949 ;P., 89.Aldehydes, racemic.See Racemic alde-hydes.Alkaloids, constitution of ( PERKIN andROBINSON), T., 305 ; P., 24.and their salts, specific rotatory powerof (CARR and REYNOLDS), T., 1328 ;of ergot (BARGER and EWINS), T.,of the Pakatea(AsToN),T.,1381; P.,11.P., 180.284 ; P., 2.XCVIL. b 2670 INDEX OF8-Alkylphenazothionium, derivatives of(BARNETT and SMILES), T., 980 ; P.,92.Allenecarboxylic acids, substituted,experiments on (LAPWORTH andWECHSLER), T., 38.Amalgams. See Mercury alloys.Amides, molecular complexity of, invarious solvents (MELDRUM andTURNER), T., 1605, 1805 ; P., 211,213.molecular complexity of, in the liquidstate (TURNER and MERRY), P.,128.viscosity of (DUNSTAN and MUSSELL),T., 1935 ; P., 201.Amidines, constitution of the (COHENand MARSHALL), T., 328 ; P.,24.Amido-oximes (RUSSELL), T., 953 ; P. ,Amines, molecular complexity of, in theliquid state (TURNER and MERRY),P., 128.aromatic, action of, on ethyl malonate(CHATTAWAY and OLMYTED), T.,938 ; P., 69.secondary, preparation of, from carb-oxylic acids (LE SUEUR), T., 2433;P., 290.Amino-acids, attempts to prepare glycer-ides of (ALPERN and WEIZMANN), P.,345.Ammonium nitrite, preparation of (NEOGIand ADHIC~RY), P., 297.Amygdalase, occurrence of, in plants(ARMSTRONG, ARMSTRONG and Hon-TON), P., 334.Anhydrides, rate of hydration of (RIvmrand SIDGWICK), T., 1677; P ., 209.Aniline-black and allied compollds(GREEN and WOODHEAD), T. , 2388 ;P., 223.Annual General Meeting, T., 651 ; P.,73.Antimony organic compounds (MORGAN,&CKLETHWAIT, and WHITBP), T. ,3 4 ; P., 151; (MAY), T., 1956; P.,142, 218.Arylamines, additive compounds ofs-trinitrobenzene and (SUDBOROUGHand BEARD), T., 773 ; P., 71.secondary, preparation of substitutedindoles from (RICHAXDS), T. , 977 ;P., 92.Association and viscosity (THOLE), T.,2596 ; P., 328.Atmospheric air, examination of, atvarious altitudes for oxides of nitrogenant1 ozone (HAYHURST and PRING),T., 868 ; P., 92.89.Atomic volumes.See Voluaies.SUBJECTS.Atomic weights, report of the Inter-national Committee on, T., 1861 ;table of, T., 1865 ; P., 193.Availability of hydrogen chloride inalcoholic solation, influence of wateron the (LAPWORTH and PARTINGTON),T., 19.Azides, complex (MELDOLA and KUNT-ZEN), P., 340.Azo-compounds, complex (MELDOLA andKUNTZEN), P., 340.colour and constitution of (HEWITrand THOLE), T., 511 ; P., 54.nitrated, relation between absorptionspectra and chemical constitution of(BALY, TUCK, and MARSDEN), T.,1494 ; P., 166.phydroxy-, of quinoline (Fox), T.,1337; P., 177.Azoimides of the acetoacetic series(FORSTER and NEWMAN), T., 1360 ;P., 197.Azomethineazo-dyes (GREEN and SEN),T., 2242 ; P., 243.P., 190.B.Balance Sheets of the Chemical Societyand of the Research Fund. SeeAnnual General Meeting, T., 651 ; P.,73.Barium mercuric nitrite (RAY), T., 326 ;sulphate, adsorption of uraninm-X by(BERRY), T., 196 ; P., 6.Bases and acids, relations between thestrength of, and the quantitativedistribution of affinity in the mole-ciile (FL~RSCHEIM), T., 84.externally compensated, resolution of(POPE and READ), T., 987 ; P., 118.action of, on the aa'-dibromo-de-rivatives of dicarboxylic acids ( LESUEUX and HAAS), T., 173 ; P., 4.organic, and acids, solutility of, insolutions of their salts (SIDGWICK),P., 60.Benzene derivatives, morphologicalstiidies of (AEMSTRONG), T., 1578 ;P., 139; (COLGATE and RODD), T.,1585 ; P., 139.Benzidine derivatives, acetylation of(CAIN and MAY), T., 720 ; P., 71.Benzoic acids, alkyloxy- and alkyl-amino-, rotation of the mentliyl estersof (COHEN and DUDLES), T., 1732 ;P., 209.Bleaching powder, researches on (TAY-LOR), T., 2541 ; P., 242.Boiling-point method, the LandshergerSaknmi (TI-RNEI:), T., 1184 ; Y., 134.P., 7INDEX OF SUBJECTS.2671Bromine, addition of, to unsaturate[ Chemical constitution, and absorptioncompounds (SUDBOROUGH ancTHOMAS), T., 715, 2450 ; P., 294.solutions, colour and constitution o(JOSEPH and JINENDBADASA), P. ~233.Bromides, compounds of, with mercuritbromide and ether (MARSH), T.:2307.C.Caesium nitrate solutions, viscosity anddensity of (MERTON), T., 2454; P.:252.Calcium, action of, on organic halideE(SPENCER and PRICE), T., 385 ; P.,26.Calcium carbide, action of water oicrystallisation on (MASSON), T.,851 ; P., 6mercuric nitrite (RAY), T., 326 ; P. , 7.phosphate, solubility of, in saturatedsolutions of carbon dioxide contain-ing ammonia (FOSTER and NEVILLE),P., 236.Camphane aeries, studies in (FORSTERand ZIMMERLI), T., 2156 ; P., 245.Caoutchouc, the constitution and syn-thesis of (PICKLES), T., 1085 ; P., 111.Carbazole series, studies in the(SCHWALBE and WOLFF), P., 339.Carbon, and hydrogen, the direct unionof (PRIFG), T., 498 ; P., 55 ; (BONEand COWARD), T., 1219 ; P., 146.and silicon, morphotropic relationsbetween corresponding compoundsof (JERUSALEM), T., 2190 ; P., 249.Carbon dioxide, solubility of (FINDLAYand CREIGHTON), T., 536 ; P. , 44.influence of non-electrolytes on thesolubility of, in water (USHER),T., 66.clisulphide, interaction of nickel carb-onyl with (DEWAR and JONES), T.,1226 ; P., 137.Carbon, estimation of, in iron and steeland iron alloys by direct combustion(HULL), P., 91.Carbonyls, metallic, properties of (Mom,HIRTZ, and C o w ~ r ) , T., 798 ; P., 67.Carboxylic acids, preparation of second-ary amines from (LE SUEGR), T.,2433; P. 290.Carpamic acid, C14H270:jN.Carthamine, C,H,O,,.Catalysis. See under Affinity, chemical.Chemical composition, constitution andconfiguratioii of organic substances,relation between the crystal striicturcmid the (Bnir~o\\~ and Poi'E), T.: 2308 ;P., 251.spectra, relation between ( ~ A L Y ,TUCK, and MARSDEN), T., 571,1494 ; P., 51, 166.and refractive power (SMEDLEY), T.,1475; P., 148.and rotatory power (PICKARD andKENYON), P., 336.and change of volume, relationbetween (DAWSON), T., 1896 ; P.,202.of certain halogen compounds, therelation between reactivity and(CLARKE), T., 416 ; P., 26.Cherry, black.See Przc?zzcs serotizn.Chloric acid. See under Chlorine.Chlorine and hydrogen, interaction of(CHAPMAN and MACMAHON), T., 845 ;P., 58, 93.Chlorine dioxide, inhibitory effect of, onthe interaction of hydrogen andchlorine (CHAPMAN and MAC-MAHON), P., 58.Hydrochloric acid (Jydrogelz chloride),influence of water on the avail-ability of, in alcoholic solution( LAPWORTH and PARTINGTON),T., 19.pparatus for electrolysis of (DIXONand TAYLOR), T., 374 ; P., 25.Chloric acid, reduction of (ENFIELD),Chloroamine reactions (CROSS, BEVANand BACON), T., 2404 ; P., 248.Chromons chlorides (KNIGHT and RICH ;KNIGHT), P., 47.Citrnllol, C,H,,OpClover, red.See Trifolium pmtemc.Coal, the volatile constituents of (BUR-GESS and WHEELEE), T., 1917; P., 210.Cobalt tyicarbonyl (MOND, HIRTZ, andCowa~), T., 805 ; P., 67.Cobaltic nitrite, change of cobsltousnitrite into (SUZUKI), T., 726 ; P.,27.Cobaltinitrites, note on the (CUN-NINGHAM and PERKIN), P., 142.Cobaltous nitrite, change of, intocobaltic nitrite (SUZUKI), T., 726 ;P., 27.Codeine, hydroxy-, Cl8H2lOdK.Colloids, influence of, on the solubilityof gases in water (FINDLAY andCREIGIITON), T., 536., P.44.:olocynth, constituents of (POWER andhlooRE), T., 99 ; P., 3.2olour and constitution of azo-compounds(HE'LVITT and THOLE), T., 511 ;of diazoniuni salts (MOIX:AN anti~IICKLE'I'HWAIT), T., 2557 ; P.,293.T., 2441 ; P., 231.P., 542672 INDEX OF SUBJECTS.spectra of (PURVIS), P., 327.Diketopyrrolines, absorption spectra ofColour and absorption spectra of sulphurcompounds (PURVIS, JOKES, andTASKER), T., 2281 ; P., 234.Colonring matter, a natural substantive(PERKIN), T., 220 ; P., 23.Colouring matters, azomethineazo-(GREEN and SEN), T., 2242 ; P.,243.“ sulphide ” (FRANK), T., 2044 ; P.,218.natural vegetable.See also Dura-santalin, Trifolitin.Coniferae, resin acids of the (EASTER-FIELD and BEE), T., 1025 ; P., 7.Copper :-Cupric oxide and hydroxide, affinityrelations of (ALLWIND), T., 603 ;P.. 55.citrates (PICKERING), T., 1537 ;P., l i .salts, colour and ionisation of (SIDG-WICK and TIZARD), T., 957 ; P.,67.Copper, indirect estimation of (DAs),P., 130.Coumarins, amino-, colour and constitu-tion of (CLAYTON). T., 1350 : P., 169.Equilibrium in n, gaseous system, in-fluence of mdiiiiii emanatio~i onDilution law, new (PARTINGTON), P., 8.Dimercurammonium nitrate. See underMercury.Dipeptides of lauric and 12-nonoic acids,synthesis of (HOPWOOD and WEIZ-MA”), P., 69.Diphenylamine o-sulphoxides, intra-molecular rearrangement of (BARNETTand SMILES), T., 186 ; P.10 ; (BRADYant1 SMILES), T., 1559 ; P., 199.Diphenyl series, studies in the (CAINand MAY), T., 720 ; P., 71.Distillation of mixtures of enantiomor-phonsly related substances (EVANS),Disulphides, action of sodium or potass-ium hydroxide on (PRICE and Twxss),T., 1175 ; Y., 136.a-Disulphoxides, physico-chemical evi-dence of the structure of (HILDITCH),T., 1091 ; P., 95.Dura-santalin, C,,H,,O,.Dyes. See Coloiiring matters.Dynamic isomerism. See under Affinity,‘r., 2233 ; P., 2.51.chemicalINDEX OF SUBJECTS. 2673Equilibrium, chemical. Seo underionic. See under Electrochemistry.Ergot, constitueiits of (BARGER andalkaloids of (BARGER and EWINS), T.,active principles of (BARGER andExtraction apparatus, improved (SAN-DERS), P., 227.Affinity, chemical.DALE), P., 128.284 ; P., 2.DALE), T., 2592 ; P., 327.F.Fats, apparatus for the distillation of,in the vacuum of the cathode light(BROWN and THOMAS), P., 149.Fermentation, alcoholic, by-products of(ASHDOWN and HEWITT), T., 1636 ;P., 169.by yeast, the rOle of diffusion in(SLATOR and SAND), T., 922 ; I?.,85 ; (BROUT), P., 130.Flame, the union of hydrogen and oxy-gen in (DIXON), T., 661.Flnorones (POPE and HOWARD), T.,1023 ; P., 113.Freezing-point curve for mixtures ofcamphor and phenol (WOOD andScorn), T., 1573 ; P., 194.Friedel-Crafts' reaction applied to naph-thalene (HOMER), T., 1141 ; P., 11.G.Gases, solubility of, in water, influenceof colloids and fine suspensions onthe (FINDLAY and CREIGHTON), T.,536 ; P., 44.apparatus for demonstrating the volu-metric composition of (FENBY), T.,1200 ; P., 134.liquefied, binary mixtures of (STEEI,Eand BAGSTER), T., 2607 ; P., 253.Gelsemiurn, the constituents of (MOORE),T., 2223 ; P., 247.Glass, note on the supposed permeabilityof (ELSDEN), P., 7.6-Glucases, distribntion of, in plantsTOX), P., 334.Glucoside, froiu Tep?arosia pt6r~3.i"'~~n(CLARKE and RANERJEE), T., 1833 ;P., 213.Glnoosides. See Incarnatrin, Quercit-rin, Serotrin, Trifolin, isol'rifolin.Glycide aryl ethers, action of ammoniaon (BOYD), T., 1791 ; P., 209.Glycols, optically active, from I-benzoinand from $methyl Z-mandelate (Mc-KENZIE and WREN), T., 473 ; P., 54,(ARMSTBONG, ARMSTRONG and H O K -Qlyoxalines, tautomerisni of (PYbfaK),T., 1814 ; P., 211.Gold bullion assay, accuracy of the(PHELPS), T., 1272; P., 139.Grignard reagente, action of, on cam-phoric axid isocamphoric esters (SHI-EATA), T., 1239 ; P., 141.action of, on methyl I-methoxysuc-cinate, methyl maleate and maleicanhydride (PURDIE and AKUTP), T.,1537 ; P., 199.Gynocardase ( BIOOBE and TUTIN), T.,1285; P., 182.H.Halogen compoundi, the relation be-tween reactivity and chemical con-stitution of (CLARKE), T., 416 ; P.,26.organic, the action of calcium andlithium on (SPENCER and PRICE),T., 385 ; P., 26.organic, interaction of, with metalsof the iron group (SPEKCER andHARRISON), p., 118.Halogens, reactivity of the, in organiccompounds (SEKTER), T., 346 ; P.,23, 344.action of, on merciiricamphor com-pounds (MARSH), T., 2410 ; P., 297.Helium, density and molecular weightof (WATSON), T., 810 ; P., 70.Heterocyclic compounds, formation of(LE SUEUR and HAAS), T., 173;Hydrates.See Salt hydrates.Hydration, rate of, of acid anhydrides(RIVETT and SIDGWICIC), T., 732,1677 ; P., 66, 209.values, determination of (WORLEY ;GLOVER), P., 298.Hydrazines, auto-reduction of (CHATTA-Hydroacridines, formation of (POPE andHydrochloric acid. See under Chlorine.Hydrogen, and carbon, the direct unionand COWARD), T., 1219 ; P., 146.and chlorine, interaction of (CHAPMANand MACMAHON), T., 845 ; P., 58,93.and oxygen, the union of, in flame(DIXON), T., 661.Hydrogen chloride.See under Chlorine.peroxide, influence of persulphates onthe estimation of, with permangan-ate (FRIEND), P., 88.Hydroxylamine salts, dissociation of, inaqueous solution (BARRETT), P., 233.P., 4.WAY and4ALDRIDGE), P., 325.HOWARD), T., 78, 972 ; P., 88.Of (PRING), T., 498 ; P., 55 ; (BON2674 INDEX OF SUBJECTS.I.Iminazoles, complex (MELDOLA andKUNTZEN), Y., 340.Imino-compounds, formation and rcac-tions of (MITCHELL and THOBPE), T.,997, 2261 ; P., 114, 248 ; (CAMPBELLand THORPE), T., 1299 ; P., 176.Imino- roup, formation of a six-meni-beref ring by means of the (THOLEand THORPE), P., 295.Immedial-indone, C,, HI2N,S,.Incarnatrin, C21H,,0,,.Incarnatyl alcohol, C,H,,O.Indoles, substituted, preparation of,from benzoin and secondary aryl-amines (RICHARDS), T., 977 ; P., 92.Iodine, action of, with ketones (DAWSONand WHEATLEY), T., 2048 ; P., 233.reaction for starch (HARRISON), P.,252.Iodides, compounds of, with mercuriciodide and ether(M~~s~),T.,2305.aliphatic, and siIver salts, kineticsof the reaction between (DONNANand POTTS), T., 1882 ; P., 212.Ionic equilibrium. See under Electro-chemistry.Iron, rusting of (LAMRERT and THOJZ-and steel, the action of pure air andIron, estimation of carbon in, by directcombustion (HULL), P., 91.Iron group, metals of the, interaction ofalkyl halides and (SPENCER and HAB-RISON), P., 118.Isomeric change and absorption spectra,relation between (LOWRY, DESCH andSOUTHGATE), T., 899 ; P., 68 ;(LOWRY and SOUTHGATE), T., 905 ;P., 68.Isomerism, dynamic.See under Affinity,chemical.SON), T., 2426 ; P,, 290.water on (FRIEND), P., 179.K.Ketols, action of methyl tert.-butyl ke-Ketones, reactivity of, towards iodine(DAWSON and WHEATLEY), T.,2048 ; P., 233.unsaturated, action of light on (STOBBEand WILSON), T., 1722 ; P., 206.Kinetics. See under Affinitv, chemical.tone 011 (BOON), T., 1256 ; P., 94.Krypton, molecular weight OE(WATSON),T., 833; P., 70.L.Laureline, C,,H2103N.Laurepukine,' ClGH1903N.Lead silicates in relation to potteiymanufacture (THORPE and SIM-MONDS), T., 2282 ; P., 254.Lead, approximate estimation of smallquantitics of (HARCOVRT), T., 841 ;P., 82.Leptandra, constituents of (POWEEand ROGERSON), T., 1944 ; P.,218.Light.See under Photochemistry.Linase (ARMSTRONG and EYRE), I),,335.Lithium, action of, on organic halides(SPENCER and PRICFJ), T., 385 ; P.,26.116.Manganese, volumetric estimation of,in manganese ores (KRISHNAYYA), P.,129.Matairesinol, C19H,0,.Melting-point curves of aromatic diazo-amines (SMITH and WATTS), T., 562 ;Memorial lecture, Thomsen (THORPE),T., 161.Mercury, double nitrites of, and thebases of the tetra-alkylammoniumseries (RAY), P., 172.Xercury alloys with silver (JONES), T.,336 ; P., 47.with sodium, action of, on methyleneethers (SALWAY), T., 2413 ; P.,293.Xercuric halides, vapour pressure andmolecular volumes of ( PRIDEAUX),T., 2032 ; P., 207.barium, calcium, and strontiumnitrites (RAY), T., 326 ; P., 7.Dimercnrammonium nitrate, decom-position of, by heat (RAY andGHOSH), T., 323 ; P., 6.Yercuricamphor compounds, action ofhalogens on (MARSH), T., 2410 ; P.,297.Mesothorium, chemistry of (SODDY), P.,Metallic carbonyls, properties of (MOND,HIRTZ, and COWAP), T., 798 ; P.,67.hydroxides, amphoteric (WOOD), T.,878 ; P., 94.Metals, wet oxidation of (LAMBERTand THOMSON), T., 2426; P.,290.of the tin group, separation of(CAVEN), P., 176.Methylene ethers, action of sodiumamalgam on (SALWAY), T., 2413;P., 293.P., 45.336INDEX OF SUBJECTS.2675Mixtures of enantiomorphous substances,distillation of (EVANS), T., 2233 ;P., 251.binary, of organic substances, Traube’smolecular volume method appliedto (ATKINS), P., 337.binary, of liquefied gases (STEELF, andBAGSTER), T., 2607 ; P., 253.Molecular complexity, in the liquidstate, of tervalent nitrogen com-pounds (TURNER and MERRY), T.,2069 ; P., 220.of amides in various solvents(MELDRUM and TURNER), T.,1805 ; P., 213.in the liquid state, of amines,nitriles and amides (TURNER andMERRY), P., 128.refraction.See under Photochemistry.symmetry, new method for cleter-mining (COHEN and MARSHALL),T., 328 ; P., 24.Molybdenum carbonyl (Mom, HIRTZ,and COWAP), T., 809 ; P., 67.Morphological studies of benzene deriv-atives (ARMSTHONG), T., 1578; P.,139 ; (COLGATE and RODD), T., 1555 ;P., 139.Eforphotropic relations between corre-sponding compounds of silicon andcarbon (JERUSALEM), T., 2190; P.,249.Xyrtieolorin, CnH3001s, 3H,O.N,Naphthalenediazoimines and their ben-zenesulphonyl derivatives (MORGANand GODDEN), T., 1702 ; P., 165.Narcissine, C16H,,0,N.Narcissus pseudmarcissus, alkaloid fromthe bulbof (EWINS), T., 2406 ; P., 296.Neon, density and molecular weight of(WATSOR), T., 810 ; P., 70.Nickel salts, action of nitrites and hypo-sulphites on (BALL), P., 329.csrbonyl, interaction of, with carbondisulphide (DEWAR and JOSEG), T.,1226 ; P., 137.Nickel, detection of, in the presence ofmuch cobalt (BALL), P., 329.Nitriles, molecular complexity of, inthe liquid state (TURNER andMERRY), P., 128.open-chain, formation of imino-derivatives of cyclopentane from(MITCHELL and THORPE), T., 997 ;P., 114.Nitro-compounds, aromatic, relationbetween the absorption spectra andchemical constitution of ( BALY,TUCK and MARSDEK), T., 571 ; P., 51.Nitrogen oxides, in atmospheric air a tvarious altitudes ( HAYHURST andYRING), T., 868 ; P., 92.monoxide (nitrous oxide), solubilityof (FINDLAY and CREIGHTON), T.,536; P., 44.sulphide, new (BURT), T., 1171 ; P.,127.Nitrites, ionisation of the, measuredby the cryoscopic method (RAY andNitrogen compounds, tervalent, mole-cular complexity of, in the liquidstate (TURNKI~ and MERRY), T.,2069 ; P., 220.stereoisonleric tervalent, a supposedcase of (JONES and WHITE), T.,632 ; P., 57.Non-electrolytes, depression of electricalconductivity by (ARMSTRONG andCROTHERS), P., 299.influence of, on enzyme action (ARM-STRONG and ARMSTRONG), P.,334.solubility of potassium sulphate inconcentrated aqueous solutions of(Fox and GAUGE), T., 377 ; P., 27.MUKIIERJEE), P., 173.0.Obituary notices :-Charles Graham, T., 677.Theophilus Horne Hedwood, T., 680.Sir Thomas Wardle, T., 681.Alexander Forbes Watson, T., 684.Opium, new alkaloid from (DOBBIE andLAUDER), P., 339.Optical activity and inversion. Seeunder Photochemistry.Organic compounds, reactivity of thehalogens in (SENTER), T., 346 ; P.,23, 344.relation between the crystal structureand the chemical composition, con-stitution and configuration of(BARLOW and POPE), T., 2308;P., 251.solubility of, in organic solvents(TYRER), T., 1778 ; P., 205.Osyris abyslssinica, occurrence of osyritrinin (AULD), P., 146,Osyritrin, CnH&l6, 3H20.Oximes.See Amido-oximes.Oximino-group, configiiration of the(MILLS and BAIN), T., 1366; Y.,214.Oxonium compounds (Boos, MCKEKZIEand REID), P., 95.Oxydases (GORTNER), T., 110.Oxygen, the union of hydrogen and inflame (Dixo~), T., 661BG76 INDEX OF SUBJECTS.Ozone, in atmospheric air, a t various 1altitudes (HAYHURST and PRING), 1T., 868 ; P., 92.inhibitory effect of, on the interactionof hydrogen and chlorine (CBAP- ~MAN and MACMAHON), P., 58. !homogeneous decomposition of, in the 1presence of oxygen and other gases(CHAPMAN and JOKES), T., 2463 ;P., 294.P.Pavine, C,,H,O,N.Pereulphates and Persalphuric acid.See under Sulphur.Phenol derivatives containing a mobilenitro-group, syntheses with (MELDOLAand KUKTZEN), P., 340.Phenols, association of the (THOLE), T.,2596 ; P., 328.monohydric, oxidation of, with hy-drogen peroxide (HENDERSON andBOYD).T.. 1659 : Y.. 204.Phenoxypropanolamines ' (BOYD), T.,1791 ; P., 209.Phenylethylalkylamines, p - hydroxsyntheses of (WALPOLE), T., 941 ; $1;87.Phosphorus peiztnchloride, action of, onunsaturated cornpounds (CLARKE), T.,890 ; P., 96.Photochemical inhibition. Sec underPhotochemistry.PHOTOCHEMISTRY :-Light, action of on unsaturated ke-tones (STOBBE and WILSON), T.,1722 ; P., 206.Molecular refraction of thiocyanatesand other salts (DIXON and TAY-LOR), T., 927 ; P., 90.Mutarotation and constitution of sugaraiiilides (IRVINE and M c N I c o ~ ) ,T., 1449; P., 195.Optical activity, eeect of contiguousunsaturated groups on (EDMINSONand HILDITCH), T., 223 ; P., 10;(HILDITCH), T., 1091; P., 95,141.relation of, to position isonierisiri(COHEN and DUDLEY), T., 1732 ;P., 209.Optical invereion, Walden's (Mc-KENZIE and HUYPHRIES), T., 121 ;P., 7 ; (MCKENZIE and CLOUGH),T., 1016, 2564; P., 85, 325 ; (MC-KENZIE and WREN), T., 1355 ; P.,181.Optically active compounds, effectof' solvents on the rotation of(PATTERSON and STEVENSON), T.,2110 ; P,, 236.PHOTOCHEMISTRY :-Optically active compounds, contain-ing one asymmetric silicon group(CHALLEXGEK and KIPPING), T.,755 ; P., 65.Photochemical inhibition, natiire of(CHAPMAN and bIACMAHoY), T.,849 ; P., 93.Refractive power, relative influence ofthe ketonic aud ethenoid linkingson (SMEDLEY), T., 1475 ; P., 148.Rotation of optically active compoiinds,effect of solvents 011 (PATrERsoNaud STEVENSOS), T., 2110 ; Y., 236.Rotatory power, and chemical consti-tution (PICKARD and KENYON),P., 336.of alkaloids and their salts (CARI:and REYNOLDS), T., 1328 ; P.,180.Spectra, absorption, and chemical con-stitution, relation between ( BA LY,TI'CK, and MAIISDEK), T., 571,1494; Y., 51, 166.and isomeric change, relation be-tween (LOWRY, DESCH andSOUTHGATE), T., 899; p., 68 ;(LOWRY and SOUTHGATE), T.,905 ; P., 68.and colour of sulphur compounds(PIWVIS, JONES and TASKER),l'., 2287 ; P., 234.of aniline and its homologuos(Puitv~s), T., 1546; P., 194.of furan, furfuraldehyde, thiopheriand pyrrole (Purtr~s), T., 1648 ;P., 201.of the acyl derivatives of camphor(LOWRY and SOTJTHGATE), T.,905 ; P., 68.of camphorcarboxylic acid and itsderivatires (LOWRY, DLSCH andROUTHGATE), T., 899 ; P., 68.of aromatic diazoamines (SMITH andWATTS), T., 562 ; P., 45.of derivatives and isomerides of 1:2-diket o-A3-cyclopentene ( PURVIS),P., 327.of diketopyrroline compounds(PurLvIs), T., 2535 ; P., 297.of substituted pyrazines and theirsalts (TUTIN and CATON), T.,2524 ; P., 245.Physico-chemical constants, additive,note on the usually adopted methodof calculating (REDGROVE), P., 99.Position ieomerism, relation of, to opticalactivity (COHEN and DUDLEY), T.,1732 ; P., 209.Potassium chlorate.action of. on con-centrated siilphhic acid . (SMITH),P., 124INDEX OF SUBJECTS. 2677Potassium mercuri-iodide, phenomenaobserved when, is dissolved in etherand water (MARSH), T., 2297 ; P. 50.sulphate, solubility of, in concen-trated aqueous solutions of non-electrolytes (Fox and GAUGE), T.,377 ; P., 27.cupricitrates (PICKEHING), T., 1837 ;P., 17.Pottery manufacture, lead silicates inrelation to (THORPE and SINMOXDS),T., 2282 ; P., 254.Pratensol, C1;Hl2O5.Pratol, Cl6H1,O.pPrnaae, occurrence of, in plants (ARM-STRONG, AIIIvlSTRONG and HORTOS),P., 334.Prunol, C,,H,O,.Pmnus serotima (black cherry), the con-stituents of the leaves of (POWER andMOORE), T., 1099 ; P., 124.Pukatea, alkaloids of the (ASTON), T.,1381 ; P., 11.Pukateine, Cl7H170,N.Pyrazines, substituted, and their salts,absorption spectra of (TUTIN andCATON), T., 2524 ; P., 245.Pyridine derivatives, absorption spectraof the vapours of (PURVIS), T., 692 ;I'., 45.Q.Queroitrin, C,,H,O,,.isoQuinoline derivatives (PYMAK), T.,264 ; P., 21 ; (PYMAN and REYNOLDS),1320 ; P., 180.ERacemic aldehydes, attempted resolutionof (WOOTTON), T., 405 ; P., 43.compounds, existence of, in solution(DUNSTOS and THOLE), T., 1249;P., 146.Radium, the half-life period of (GRAYand RAMSAY), T., 185 ; P., 25.emanation, influence of, on equilibriumin a gaseous system (USHER), T.,389, 1193 ; P., 20, 133.Reactivity.See under A€Enity,chemical.Refractive power. See under Photo-chemistry.Resin acids of the Coniferae (EASTER-FIELD and BEE), T., 1028 ; P., 7.Ring, four-carbon, instance of the stabil-ity of the (CAMPBELL and THORPE),T., 2418 ; P.,,296.six-membered, formation of, by meansof the imino-group (THOLE andTHORPE), P., 295.Rock analyses and river-water analyses,correlation of (SHELTON), P., 110.Rotation. See under Photochemistry.h m e z Ecklonimt~~s, constituents ofRuthenium carbonyl (MOND, HIRTZ and(TUTIN and CLEWER), T., 1.COWAP), T., 809 ; P., 67.Ruth, C1,;H:NO,,, 3H2O.S.Salts, with a common ion, behavionr of,when dissolved in an organic solvent(PHILIP and COZTRTMAF), T., 1261 ;P., 140.basic, constitution of ( PJCKERINC;), T.,1851 ; P., 19.Salt hydrates, stabie, isolation of (CUM-MING), T., 593 ; P., 57.Salt solutions, viscosity of (APPLEBEY),T., 2000 ; P., 216.Serotrin, C,Ha0,,Silicon apd carbon, morphotropic rela-tions between corresponding com-pounds of (JERUSALEM), T., 2190;P., 249.Silicon organic compounds (CHAL-LENGER and KIPPING), T., 142, 755 ;P., 3, 65.Silver alloys with mercury (JOSES), T.,Silver salts and ahhatic iodides.kinetics336 ; P., 47.of the r e a c t h between (DONNAKand POTTS), T., 1882 ; P., 212.halogen salts, catalytic action of(SENTER), T., 346 ; P., 23.Sodium aluminate solutions, constitu-tion of (SLADE), P., 236.carbonate, stable hydrates of (Cuir-MING), T., 593 ; P., 57.alkyl thiosnlphates, action of alkalison (PRICE and Tw~ss), T., 1175 ;P., 136.Sodium, estimation of (BALL), T., 1408 ;P., 169.Sodium alloya with mercury, action of,on niethylene ethers (SALWAY), T.,2413 ; P., 293.Solid solutions, See Solutions, solid.Solids, perfectly miscible, and their solidsolutions, vapour pressures of (VAN-STONE), T., 429 ; P., 47.Solubility, a contribution to the theoryof (TYRER), T., 1778 ; P., 205.of gases in water, infIuence of colloidsand fine suspensions on the (FINDLAYand CREIGHTOK), T., 536; P.,44.relation between, and the physicalstate of the solvent in the absorp-tion of carbon dioxide bv 9-azoxv-phenetole (HOMFRAY), 9.; 1666 ;P., 1972678 INDEX OF SUBJECTS.Solubilities, below and above the criticaltemperature (TYREH), T., 621 ; P.,62.Solute, volume of a, in solution (TYRER),T., 2620, P., 326.Solution, volume of a solute in (TYRER),T., 2620 ; P., 326.of two salts with a common ion, in anorganic solvent (PHILIP and COURT-MAN), T., 1261 ; P., 140.Solutions, studies of the processes opera-tive in (WORLEY ; ARMSTRONG andWORLET ; GLOVER ; WORLEY andGLOVER), P., 298 ; (ARMSTRONGand WHEELER; ARMSTROSG andCROTHERS ; ARMSTBONG), P., 299.dilute, changes in volume in theformation of (DAWSON), T., 1041,1896 ; P., 116, 202.solid, vapour pressures of (VANSTONE),T., 429 ; P., 47.Solvents, influence of, on the rotationof optically active compounds (PAT-TERSON and STEVENSON), T., 2110 ;P., 236.organic, solubilities of organic sub-stances in (TYRER), T., 1778; P.,205.Spectra.See under Photochemistry.Stereoisomerism of tervalent nitrogencompounds, a supposed case of (JONESand WHITE), T., 632 ; P., 57.Strontium mercuric nitrite (RAY), T.,326 ; P., 7.sugars, effect of, on solutions of salts(GLOVER), P., 298.anilides of, constitution and muta-rotation of (IRVINE and MCNICOLL),T., 1449 ; P., 195.Sulphinic acids, aromatic, intermolecularcondensation of (HILDITCH), T., 2579 ;P., 294.Sulphoxides, hydroxy- aromatic ( GAZDARand SMILES), T., 2248 ; P., 253.Sulphur compounds, colour and absorp-tion spectra of (PURVIS, JONES andTASKER), T. 2287 ; P., 234.Thionyl chloride, interaction of, withphenyl mercaptan (TASKER andJONES), P., 234.Sulphuric acid, physical properties ofmixtures of ether and (POUND),P., 341.action of potassium chlorate onconcentrated (SMITH), P., 124.Persulphuric acid, dynamics of thedecomposition of, and its salts inaqueous solution (GREEK andMASSON), T., 2083 ; P., 231.Persulphates, influence of, on the esti-mation of hydrogen peroxide withpermanganate (FRIEND), P., 88.T.Tartramide, the influence of varioussubstituents on the optical activity of(FRANKLAND and TWISS), T., 1 5 4 ;P., 5.Tautomerism, mechanism of (TIZARD),P., 125.Temperature, critical.See under Critical.Tephrosin pwprea, glucoside from(CLARKE and BANERJEE), T., 1833 ;P., 213.Terpenes, chemistry of (HENDERSON andSUTHERLAND), T., 1616 ; P., 203 ;(HENDERSON and POLLOCK), T.,1620; P.203.synthesis of the (PERKIN), T., 2129 ;P., 97, 249 ; (LUFF and PERRIN),T., 2147 ; P., 249.Tetra-alkylammonium series, bases ofthe, double nitrites of mercury and(,R~Y), P., 172.Thioamider, (RUSSELL), T., 953; P.89.Thiocarbamides, action of hydrogen di-oxide on (BARNETTj, T., 63.Thiocyanates and other salts, molecularrefraction of (DIXON and TAYLOR), T.,927 ; P., 90.Thionyl chloride. See under Sulphur.Tin group, separation of metals of the(CAVEK), P., 176.Triazo-group, the (FORSTER andM~~LLER), T., 126, 1056 ; P., 4, 112 ;(FORSTER and JUDD), T., 254 ; P., 28 ;(FORSTER and NEWMAN), T., 1360,2570 ; P., 197, 322.Trifolianol, C,,H,O,.Trifolin and isolllrifolin, C,HBOl1.Trifolitin, C16H,oOs.TrifoZium incamaturn, constituents ofthe flowers of (ROGERSON), T., 1004 ;P., 112.TriJolium pratense (clover) flowers, theconstituents of (POWER and SALWAY),T..231 : P.. 20.Tyrosinase,T., 112.new variety of (GOKTNER),U.Unsaturated compounds, addition ofbromine to (SUDBOROUGH andTHOMAS), T., 715, 2450 ; P.,294.action of phosphorus pentachloride on(CLARKE), T., 890 ; P., 96.containing the tert. -butyryl group(BOON and WILSON), T., 1751 ; P.,208INDEX OEUnsaturated groups, contiguous, effectof, on optical activity (EDMINSONand HILDITCH), T., 2223 ; P., 10;(HILDITCH), T., 1091 ; I?., 95, 141.Uranium-X, adsorption of, by bariumsulphate (BEREY), T., 196 ; P., 6.V.Vapour prersurer, of two perfectly misci-ble solids and their solid solutions(VANSTONE), T., 429 ; P., 47.Velocity of addition, hydration and re-action. See under Affinity, chemical.Verorterol, CnH,,O.Violaqnercitrin, Cz7H30016, 3H20.Viscosity, in relation to the measurementof the rate of reaction (DUNSTAN),P., 226.correlation of, with other consti-tutive properties (HILDITCH andDUNSTAN), P., 341.and association (THOLE), T., 2596 ; P.,328.of amides (DUNSTAN and MUSSELL),T., 1935 ; P., 201.of salt solutions ( APPLEBEY), T., 2000 ;P., 216.Volume, changes in, in the formation ofdilute solutions (DAWSON), T., 1041 ;P., 116 ; T., 1896 ; P., 202.Volumes, atomic, of elements beforeand after combination ( PRIDEAUX),T., 2032 ; P., 207.Volume method, Traube’s, applied tobinary mixtures of organic substances(ATKINS), P., 337.SUBJECTS. 2679W.Walden inversion, experiments on the(MCKENZIE and HUMPHRIES), T.,121 ; P., 7 ; (MCKEXZIE and CLOUGH),T., 1016,2564; P., 85,325; (MCKENZIEand WREX), T., 1355 ; P., 181.River water analyres, the correla-tion of rock and (SHELTON), P.,110.Water of crystallisation, action of, oncalcium carbide (MASSON), T., 851 ;P., 6.Weights, molecular, determination of,by the Landsberger-Sakurai boiling-point method. (TURNER), T., 184 ;P., 134.U T ~ ~ ~ ~ :-X.Xanthens, formation of (POPE andHOWARD), T., 78, 972; P., 88.Xanthocarthaminic acid, C25H2400,2.Xanthonium salts, structure of (HEWITTand THOLE), P., 225.Xenon, molecular weight of (WATSON),T., 833 ; P., 70.Y.Yeast cells, the r61e of diffuvion infermentation by (SLATOR and SAND),T., 922 : P., 85 j (Bxou~s), P.,3 0

ISSN:0368-1645    

DOI:10.1039/CT9109702669

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

FORMULA INDEX.THE following index of organic compounds of known empirical formula is arrangedaccording to Richter’s system (see Lexikon der Kohlemstof- Verbiidzcngen).The elements are given in the order C, H, 0, N, C1, Br, I, F, S , P, and thcremainder alphabetically.The compounds are arranged-Firstly, in groups according t o the number of carbon atoms (thus C, group,C, group? etc.).Secondly, according to the number of other elements besides carbon contained inthe molecule (thus 5 IV indicates that the molecule contains five carbon atoms andfour other elements).Thirdly, according to the nature of the elements present in the niolecule (given inthe above order).Fourthly, according to the number of atoms of each single element (except carbon)present in the molecule.Simple nietallic salts of acids are indexed under the respective acids.Simple salts of bases (for example, hydrochlorides, platinichlorides, and picrates),when described for the purpose of further identifying the base, are indexed underthe latter.C1 Group.CH, Me t h a n e , synthesis of (BONP and COWARD), T., 1219 ; P., 146.CO C: a r b o n in o n oxide, effect of temperature on the dissociation equilibriuni of(RHEAD and WHEELER), T., 2178 ; P., 220.CO, Car-bon dioxide, absorption of, by p-azoxypheiietole, relation betweensolubility and the physical state of‘ the solvent in the (HOMFRAY), T., 1669 ;I?., 197.CS Carbon monosulphide, Deniger’s, non-existence of (DuNN), P., 116.1 I1CHN Hgdrocyanic acid, coinbinstion of, with keten (DEAKIN and WILMMORE),CO,N, Tetranitroiiiethane, preparation of (CIrAmAwAs), T., 2099 ; Y., 164.T., 1968 ; P., 216 ; new sensitive test for (MoIR), P., 115.1 I11CH,NCI &l e t 11 y 1 e 11 e c li 1 o r o a in i n e (Clnoss, BEVAN, and U~cos’, T., %404 ;CH4N,S T h i o c a r b a m i d e, oxidatioii of ( BARKETT), ‘1’. , 63.l’.) 248.1 IVCH,O,N,S Bin i n o i mi n o m e t h a n e s u 1 p h i n i c a c i d ( BARNETT), T., 64.Cp Group.C,H,O Keten, some reactions of, and its combination with hydrocyanic acid(DEAKIN and WIImfom), T., 1968 ; P., 216 ; polymerisation of (CHICK andWILSMORE), T., 1978 ; P., 2 1 i .C,H,N, Triazoe t h y l e n e (wi~zyZa.t.oimitlc), preparation of (FORSTEE and NEW-MAN), T., 8574 ; P., 322.2682 1114 111 FORMULA INDEX.2 111C2HN3Br2 Triazoethylene dibromide (FORSTER and NEWMAN), T., 2574 ;C2H20N4 Triazomethylcarbimide (FORSTER and MULLER), T., 1061 ; P.,CzH30N7 S 11 b s t a n c e, from triazomethylcarbimidc and water (FORSTER andC2H302Br Bromoacetic acid, interaction of, and its sodinm salt, with silverC2H,N3C1 Triazoethyl chloride (FORSTER and NEWMAN), T., 2575; P., 322.C,H,N,Br T r i a z o e t h y 1 b r o in i d e (FORSTER and NEWMAN), T., 25’16 ; P., 322.C2H4N31 Triazoethyl iodide (FORSTER and NEWMAN), T., 2577; P.322.C,H,ON, Triazomethyl carbamide (FORSTER and MULLER), T., 1065 ;C2H,04S Met h y 1 s u 1 p h ate, complete methylation by ( MELDOLA), P., 232.P., 322.112.MULLEX), T., 1064.salts in aqueous solution (SENTER), T., 346 ; P., 23.P., 113.Cs Group.C3H404 Malonic acid, determination of, by potassium permaiiganate (CAMERONand MCEWAN), P., 144.3 111C,H40,N, Bistriazomalonalnide (FO~STE~L and MULLEIL), T., 138 ; P., 4.C3H,0,Br a-Bromopropionic a c i d , interaction of, and its sodium salt, withC3H702C1 G 1 y c e r o 1 a-m o II o c h 1 o r o h y d r i n, preparation of aryl ethers of (BOYDsilver salts in aqueous solution (SENTER), T., 346 ; P., 23.and MABLE), T., 1788 ; P.208.C, Group.C4H203 Maleic anhydride, rate of hydration of (RIVETT and SIDGWICK), T.,1677 ; P., 200 ; action of Grignard reagents on (PURDIE and Arm>), T., 1637 :P., 199.C,H,O Furan, absorption spectrum of (PUEVIS), T., 1648 ; P., 201.C4H402 cycZoB u t a n-l:3-di o n e, preparation and properties of (CHICK and WILS-C,H,O, S u c c i n i c a n h y d ri d e, rate of hydration of ( R>IVETT and SIDGIVICK),C4H4S Thiophen, absorption spectrum of (Pu~vrs), T., 1648 ; P., 201.C,H,N Pyrrole, absorption spectrum of (PmvIs), T., 1648; P., 201.C4HG03 Acetic anhydride, rate of hydration of (RIVETT and SIDGWIUK), T.,432 ; P., 66.C4H,04 Succinic acid, sodium salts of (&LU:SHALL and BAIN), T., 1074 ; P.,114.C,H,,O E t h y 1 e t h e r, physical properties of mixtures of, and sulphuric acid(POUND), P., 311 ; compounds of, with mercuric halides and halogen salts(MAR~H), T., 2305.T r i m e t 11 y 1 car b i n o 1, crycosopic. ebdlioscopic and association constants of(ATKINS), P., 342.MORE), T., 1984 ; P., 217.T., 1677 ; P., 200.4 I11C4H4N2Pr2 D i b r o in o-4(or 5)-m e t 11 y l g l y oxal i n e, and its silver salts (I’YMAN),C4H,04N, ~ f c t h y l t r i a z o m a l o n i c acid (~%RSIXR ;~nd ~ ~ U L L I C I : ) , T., 1::1 ; P., 4.C,H,N,Br Bro1no-4(0~ 6)-metl~glglyosaline, and its salts (I’nra~), T., 1820 ;T., 1826 ; P., 212.l’., 212.268FORMULA INDEX.4 111-5 111C,H,O,Br, aS-Dibromobutyric acid, action of bases on, and its esters (JAMES),C4H702N5 Methyltriazomalonamide (FORSTER and MULLER), T., 133 ; P., 4.C4H702Br a-Bromobutyric acid, interaction of, and its sodium salt, withC4H804N, Tartramide, the influence of various substituents on the opticalC,H,N,S Allylthiocarbamide, oxidation of (BARNETT), T., 65.C4HgON, B-Triazoethyl e t h e r (FORSTER and NEWMAN), T., 2579; P., 322.C4H902N7 Substance from triazomethylcarbimide and ammonia (FORBTEE andT., 1565 ; P., 201.silver salts in aqueous solution (SENTER), T., 346 ; P., 23.activity of (FRANKLAND and TWISS), T., 154 ; P. 5.MULLER), T., 1066.4 IVC4H802N2S A 11 yl derivative of amino i min o m e t h a 11 e s u l p h i n i c a c i d ( + H,O)(BARNETT), T., 65.C5 Group.C,H,, cycZoP en t a n e, formation of imino-derivatives of, from open-chain mono-nitriles (MITCHELL and THORPE), T,, 997 ; P., 114.5 11C,H,O, F u r f u r a l d e h y d e , absorption spectrum of (Pup.vIs), T., 1648 ; P., 201.C&O, C i t r a c o n i c and i t a c o n i c anhydrides, rate of hydration of (RIVETTC,H,N P y r i d i n e , absorption spectra of the vapours of, and its derivativesC,H,O, Methylsuccinic a n h y d r i d e , rate of hydration of (RIVETT andC5H,04 Z-Methoxysuccinic a n h y d r i d e (PURDIE and YOUNG), T., 1531.C5H,0, Z-Methoxysuccinic acid, silver salt of (PURDIE and NEAVE), T., 1518.C5H8N2 1:4-Dimethylglyoxaline, and its salts (PYMAN), T., 1821 ; P., 212.C,HgN, 8-Amino-4-e t h y l g l o x a l i n e , identity of, with base from ergot (BARGERC,H,,N l’iperidine, absorption spectrum of the vapour of (PURVIS), T., 705.and SIDGWICK), T., 1677 ; Y., 200.(PURVIS), T., 692.SIDGWICK), T., 1677 ; P., 200.l:5-Dimethylgloxaline, and its salts (PYMAN), T., 1823 ; I?., 212.and DALE), T., 2592 ; P., 327.5 I11C,H,02N a - A c e t o x y a c r y l o n i t r i l e (DEAKIN and WILSMORE), T., 1969; P.,216.C,H,O,Cl, Z-Methoxysuccinyl c h l o r i d e (PURDIE and YOUNG), T., 1530.C5H6N2Br2 25-D i b r o m 0-1 :4-di in e t h y l g 1 y o x a 1 i n e ( PYMAK), T., 1831.C,H,O,Br Ally1 bromoacetate (CLARKE), T., 428.C5H704N3 E t h y l t r i a z o m a l o n i c acid (FORSTER and MULLER), T., 133 ; P., 4.C,H7N2Br 2 (or 5)-B r o m o-1:4-d i m e t h y l g 1 yo x a1 ine, and its salts (PYMAN),2(or 4)-Bromo-l:5-dirnethylglyoxaline, and its salts (PSMAN), T., 1829 ;T., 1828 ; P., 212.P., 212.C,H,O,Br, Met h y 1 aS-d i b r om o b u t y r a t e (JAMES), T., 1572.C5H803N4 T e t r a h y d r o u r i c acid, synthesis of (FRANKLAND), T., 1316 ; P., 171.C5H902N B u t y r y l - and isobutyryl-formnmide, synthesis of (BARGER andC5H902N6 Ethyltriazomalonaniide (FOESTER andBIULLER), T., 134 ; P., 4.C5H904N Z-Methoxysucciuamic a c i d (PURDIE and YOUNG), T., 1532.C,H90,Br a-Bromoac, t i n (ALPERK and WEmrmN), P., 345.hwms), T., 291 ; P., 2.2686 111-6 IV FORMULA INDEX.C,H,O,N, Z-M e t h o xy s uc c i ncli a m i d e (PUBDIE and NEAVE), T., 1519.CBH1004N6 S u b s t a n c e, from triazomethylcarbiniide and water ( FORRTER ant1M~LLER), T., 1063.C6 Group.C6H6 Benzene, separation of cyclelohexane from mixtures containing (PATTERSONC6HI2 cycZoHexane, its separation from, and estimation in, mixtures containingand FLECK), T., 1773 ; P., 207.benzene (PATTERSON and FLECK), T., 1773 ; P., 207.6 I1C6&O Phenol, freezing-point curve for mixtures of camphor and (WOOD andSCOTT), T., 1573 ; P., 194.C&02 Re s o r c i n o 1, condensation of benzaldehyde with (POPE and HOWARD),T., 78 ; condensation of anisaldehyde with (POPE and HOWARD), T., 972 ;C&O4 An h y d r i d e of d u - t e t r a h y d r o f u r a n-25-d i car b o x y l i c acid (LE S U E ~ Rand HAAS), T., 183.C6H$ P h e n y l mercap tan, interaction of, with thionyl chloride (TASRER m dJONES), P., 234.C,H,N Aniline, absorption spectra of (PURVIS), T., 1546 ; P., 194 ; colorimetricmeasurement of hydrolysis of salts of (TIZARD), T., 2490 ; P., 225.a-Picoline, absorption spectrum of the vapour of (PURVIS), T., 700.P., 88.C6H804 M e t h y l ma1 e a t e, action of Grignard reagents on (PURDIE and ARUP),C6H80, cis-Te t r a h y d r o f u r an-25-d i carbo x y l i c acid, amnionium salt of (LEC6H80, C i t r i c acid, potassium cupric salts of (PICKERING), T., 1837 ; P., 17.C,H,,O, M e t h y l hydrogen Z-nicthoxysuccinate (PURDIE and YOUNG), T.,C6HI2O M e t h y l tevt.-butyl ketone, action of, onketols (UOON),T., 1256 ; P., 94.C6H1906 cl-F r u c t o ye, acetone derivatives of ( IRVINE and GARRETT), T., 1277 ;T., 1537; I?., 199.SUEUR and HAAS), T., 183.ti-Dimethoxysuccinic a n h y d r i d e (PLTKDIE and YOUNG), T., 1533.1531.Y., 143.6 I11BOROUGH and BEARD), T., 773 ; P., 71.C,H,O,N,, s-Trini trobenzene, additive compounds of, with arylaniines (SUDCtiH308N5 T e t r a n i t roaiiiline (FLUXSCHEIM and SIMON), P., 81.C6H6O3Nl2 Tris t r i a z om e t h y 1 is oc ya n u r u t e (PoRSTER and MULLER), T., 1064C6H8O3NS E t h y l aa-bis triazoace t o ace t a t e (FORSTEIL and NEWMAN), T., 1367C6H8O4CI2 d-Dimethoxysnccinyl c h l o r i d e (PURDIE and YOUNG), T., 1632.C6H9O3N3 Methyl a-t riazo me t h y l a c e t oac e t a t e (FORSTER and NEWMIAX), T.,c6H90,cl M e t h y l u-c h l o r o m e t h y l a c e t oac e t a t e (FOILSTEE and NEWMAN),C,H,,O,Br ?L-B u t y 1 b r o m o ace t a t e (CLARKE), T., 425.CsHlgOaN6 S em i c a r b az o n e-s emi c a r baz i d e of ace t o a c e t i c a c i d (CHICKP., 112.P., 197.1363 ; P., 197.T., 1363.tert-But y l bronioacetate (CLARKE), T., 428.and WILSMORE), T., 1991 ; P., 217.6 IVC,H,O&S 2:3-5-, 2:4:5-, and 3:4:5-T ri-io d o ben zenesul p h on i c acid, metallicC6H40J2S 2:4- and 3:5-Di-iodobenzenesnlphonic acid, metallic salts ofsalts of (BOYLE), T., 217 ; P., 4.(HOYLE), T., 216 ; r., 4.268FORMULA INDEX. 7 1-7 I11C, Group.C7Hs Toluene, chlorination of (COHEN, DAWSON, BLOCKEY and WOODMANSEY),T., 1623 ; P., 205.7 I1C,H4N4 o-Trinzobenzonitrile (FORSTER and JUDD), T., 262.C7H60 Benzaldehyde, condensation of resorcinol with (POPE and HOWARD),C7H8S Benzyl mercaptan, reactions of (SMYTHE and FORSTER), T., 1195;C7H9NT., 78.P., 135.Benzylamine, absorption spectruni of (PURVIS), T., 1552.Methylaniline, absorption spectrum of (PuRvrs), T., 1551.o- and m-Toluidine, absorption spectra of (PURVIS), T., 1651.p-Toluidin e, and its condensation product with acetaldehyde, absorption spectra%&and 2:6-Lutidine, absorption spectra of the vapours of (PURVIS), T., 702.A'-cycZoPenteneacetonitrile (HARDING and HAWORTH), T., 491.of (PURVIS), T., 664 ; P., 56.C7Hlo02 A'-cycZoPenteneacetic acid, and its silver salt (HARDINQ andHAwonTH),cycZoPentylideneacetic acid, and its silver salt (HARDING and HAWORTH), T.,T., 491 ; P., 61.493.C7H1003 cycZoH exano n e-24 a r b ox y l i c acid (GARDNER, PEHKJN and WATSOX),T., 1764 ; P., 137.- .C7HI2O8 cycZoPentan-l-olacetic a c i d (+ $H,O), and its silver salt (HARDIKGC,H1204 E t h y l malonate, action of aromatic amines on (CHATTAWAY andc7HI2O5. Methyl Z-methoxysnccinate (PUHDIE and NEAVE), T., 1517; P., 198;C7HI2Oti N e thy1 hydrogen d-dimethoxysuccinate (PURDIE and YOUNG),and HAWORTH), T., 492.OLMSTED), T., 938 ; P., 69.action of Grignard reageiits on (PURDIE and ARUP), T., 1537 ; P., 199.T., 1638.7 111C7H406N4 2 5 - and 2:6-D i n i t r o-l-me t hoxy-3:4-qui nonedia zide ( MELDOLAC7H604N 5-Nitrosalicylaldeliyde, and its sodium salt (CLAYTON), T., 1406.C7HtiON4 p-Triazobenz-nnti- and syn-aldoxime (FORSTER and JUDD), T., 257 ;C,H60,N4 2:3:5-Trinitro-p-anisidine (bIELDoLA and l<UNTZEN), T., 456; P., 58;2;3:6-Trinitro-p-anisi d i n e , product of diazotisation of (MELDOLA and REVER-C,H80N2 Phenylcarbaniide, action of chlorine on (CHATTAWAY and CHANEY),and REVERDIN), T., 1206.P., 28.(MELDOLA and REVERDtX), T., 1204 ; P., 132.DIN), T., 1204 ; P., 132.T., 292; P., 22.C,H?O,N E t 11 y 1 1- c y a n o cydo p r o p a n e-l-ca r b ox y l a t e (NITCHELL andFIlOBPE).T.. 100%C7HloOzBr2 ' - A l l y 1 US-dibromobntyrate (JAMES), T., 1572.C7Hl,03C12 uB-D ic hlor o a c e t oa c e t i n ( ALPERN and WEIZMANN), P., 345.C7H1004Nti E t h y l b i s t r i a z o m a l o n a t e (FoRs'rEP.and~lu~LER), T., 136 ; Y., 4.C,Hl1O2Br l-BromocycEopentaneace t i c acid (HARDINQ and HAWORTH), T.,C,Hl103N 4-0 x i m i n o cyclo h e x a n e car b o xy li c a c i (1, optically active, silver and492.sodium salts of (MILLS and GAIN), T., 1866 ; P., 214.Ethylcarbonatoisobutyronitrile (DAYIS), T., 951 ; P., 90.XCVII.2685 Q 7 111-8 11 FORMULA INDEX.C7Hu03N3 E t h y l a-triazomethylacetoacetate, (FORSTER and NEWMAN), T.,C7H1302N E t h y l N-allylgly cine (ALPERN and WEIZMANN), P., 345.C7H1303N3 Semicarbazone of homolevulic a c i d (CAMPBELL and THORPE),C7H13NSC7Hl4ONP Ace t e n y 1 p i p erid ylox ime (RUSSELL), T., 955.C7H20N,C16 2:4:6-Tr i c h 1 o r o p h e n y 1 t r i c 11 1 o r o c a r b a m i d e ( CHATTAWAY andC7H30NzC1, 2:4:6-Tri c h l o roph e n y 1 d i c h 1 o r o ca r b a m i d e (CHATTAWAY andC7H40N2Cl4 p-C h 1 o rop h e n y l t r i c h l o roc a r barn i de ( CHATTAWAY and CHANEY),2:4-Dic h 1 or o p h en y l-s-dic h 1 o r o car b ain id e (CHATTAWAY and CHANEY), T.,2:4-D i c h 1 o r op h e n yl-as-di c h 1 or o c a r bam i d e (CHA'rTAwhY and CHANEY),2:4: 6-3' r i c h 1 o r o p h e n y 1 m o n o c h 1 o r o c a r b a m i d e ( CHATTAWAY andC7H,0N2C13 p-C h l o r o p h e n y 1 d i c h 1 o ro c a r bam i d e (CHATTAWAY and CHANEY),2:4-D i c h l o r o p h e n y 1 mono c h 1 o rocar b am i d e (CHATTAWAY and CHANEY),2:4:6-Tr i c h 1 o r o p h en y l c a r b am i de (CHATTAWAY and CHANEY), T., 298.1364 ; P., 197;T., 1315.T h i oa ce t y lpi p erid i n e (RUSSELL), T., 954.7 IVCHANEY), T., 299.CHANEY), T., 298.T., 295.297.T., 296.CHANEY), T., 297.T., 295.T., 295.C,H,0313S Met h y 1 2:3:5-, 2:4:5-, and 3 :4:5-t ri- i o d o b e n z e n e s u l p h o n a t ec7H6ON2cl2 p-C h l o r o p h e n y 1 c hlo ro car b a mi d e (CHATTAWAY and UHANEY),C7HR0312S Me t h y 1 2: 4-, 2:5-, 3:4-, and 3 :5-d i-i o d o b en z e n e s u 1 p h on a t eC7H,0,N3S Methane s u l p h o n y l-p-p h e n y 1 en e d i aaoi mi d e (MORGAN, PICKARD,C7HBO4N2S Methane s u l p h o n y 1-pn i t roan i 1 i n e (MORGAN, PICKARD, andC7H,0zN,S Methane s u l pho n y l-p-p h e n y 1 e n e diani i n e and its hydrochloride(BOYLE), T., 218 ; P., 4.T., 294.(BOYLE), T., 216, 220 ; P., 4.and MICKLETHWAIT), T., 62.MICKLETHWAIT), T., 61.(MORGAN, PIOKARD, and MICKLETHWAIT), T., 61.Cs Group.C,H40, P h t h a l i c a n h y d r i d e , rate of hydration of (RIVETT and SIDGWICK),C,H,O, A n i s a 1 d e h y d e, condensation of, with resorcinol (POPE and HOWARD),C8H,03 4-Methoxy-2:5-toluquiiione (LUFF, PERKIN, and ROBINSON), T., 1137 ;C,H,,O, 4-Methoxy-2:5-toluqui~ol (LUFF, PEHKIN, and ROBINSON), T., 1137.C8HllN E t h y l a n i l i n e , absorption spectrum of (PUKVIS), T., 1551.D i m e t h y l a n i l i n e , absorption spectrum of ( P u ~ v r s ) , T., 1551.0-3-, and m-a-xylidine, absorption spectra of (PrrnvIs), T., 1552.2:4:6-T r im e t h y 11) y r i d i ne, absorption spectrum of the vapour of (PURVIS),T., 1677 ; P., 200.T., 972 ; P., 88.P., 132.T., 704.C,H,,O, d-l-Metliyl-A1-c7Jcloh~cZoh e xene-3-car b o x y l i c acid (PERKINj, P., 97.dZ-, d - , arid 7-1-M ethyl-A5--cycZohexene-3-casboxylic acids, and calcium saltof the first (PEKKIN), T., 2138, 2140, 2142.268FORMULA INDEX.8 11-8 I11C&O, 1 -M alt h y lcycZohex 811-2-0 n e-3-12 a r b ox y li c acid (GARDNER, PERKIN,and WATSON), T., 1765 ; P., 187.dZ-, and d-1-Me.t h ylcydohe xan-3-one-4-c a r bo x y l i o acids (GARDNER, PERKIK,1-Me t hy lcycZohexan-4-0 ne-3-ca r b ox y li c aci d (GARDNER, PERKIN, audC8HUO6 Pentane-aSG-tricarboxylic acid (HOPE and PERKIN), P., 178.and WATSON), T., 1767 ; P., 137.WATSON), T., 1769 ; P., 137.isoP e n t an e-ass-t r ica r b ox y li c a ci d (HOPE and PERKIN), P., 179.C8H1403 1-M e t h y lcyclohex an-2-0 1-3-c a r b o x y l i c acid (GARDNBR, PEBKIN, andWATSON), T., 1766.dl-, and d-1-Me t h y lcycloh ex an-3-01-4-car box y 1 i c acids (GARDNER, PERKIN,1-M e t h y lcydohexa n-4-01-3-car b o s y 1 i c ac i d (GARDNER, PERKIN, andand WATSON), T., 1767.WATSON), T., 1770 ; P., 137.c&& Acid, from oxidation of carpaine (BABGER), T., 471.C8HvN Coniine, absorption spectra of (PTJRVIS), T., 1035 ; P., 113.8 I11C,H40,C12 3:5-Dichloro-o-phthalic acid, synthesis of (CROSSLEY and WREN),C,H,0sN6 2:5-D i n i t r o-4-a c e t y 1 am i n o-3-t r i a zo p h en 01 (MELDOLA and KUNT-C8H608N4 2:3:5-T r i n i t ro-4-ace t y 1-am i n op h en o 1, metallic salts of, and absorp-C,H,0N3 Triazoace tophenone, and its derivatives (FORSTER aud MULLER),C8H702N3 Phenyltriazoacetic acid (FORSTER and MULLER), T., 138 ; P., 4.C8H7O2C1 w-C hlor o-o-h yd r o xy ac e t op hen o n e (TUTIN), T., 2504.CBHtO4N 3-N i t r o-7-m e t h y 1 s a l i c y 1 a1 de h y d e (CLAYTON), T., 1405.C,H704N, w-Tri az ogall a c e t o ph en on e (BARGER and EWIKS), T., 2260.C8H705N 5-Nitro-4-methylsalicylic acid (CLAYTON), T.1402.C8HsON, Phenyliminoacetamide (FOKSTER and MULLEEL), T., 140.C,H,ON, Triazoacetophenoneoxime (FOBSTER and MULLER), T., 141.C,H,O,N, Oxime of 5-nitro-4-methylsalicylaldehyde (CLAYTON), T., 1406.C,H,ON, Phenyltriazomethylcarbamide (FomrER and M~LLER), T., 1065 ;C8H902N w - A mi no-p-hy dr ox y ac e t o p h en o ne, hydriodide of (TurIr;), T., 2520.a-Cyano-A’-cyclopenteneacetic acid (HAELDING and HAWORTH), T., 489 ;T., 98 ; P., 8.ZEN), P., 340.tion spectrum of (MELDOLA and KUNTZEN), T., 444 ; P., 58.T., 140.5-Ni t r o-4-m e t h y 1s a l i c y 1 a 1 d e h y d e (CLAYTON), T., 1406.P., 113.P., 61.C8Ho03N w-Amin o-op-d i h y d r oxy a c e t o p h e n o ne, and its salts, (TUTIN), T.,2513 ; P., 245.w-Am ino-?tap-di h y d r o x y a c e top hen o n e, hydriodide of (TUTIN), T., 2520 ;P., 244.C,H&,N 5-Nit ro-2- e t h o xy b en zalde h y de (CLAYTON), T., 2109.w-Aminogalla ce t op h en on e, hydrochloride of (BAROER and EWINS), T.,C,H,,02N2 S u b s t a n c e, from phenyltriazomethylcarbamide and sodium carbonateC8H,,03N 2:3:4-Tr i h y d r ox y-13-p h en y 1 e t h y l a mi ne, hydrochloride of ( BARGERC,H,,OCl 5-C hlor 0-1:l-di m e t hyl-A4-cycZoh e xen-3-011 e, interaction of ethyl2261 j *P., 248.(FORSTER and MULLEX), T., 1065.and EWINS), T., 2260 ; P., 248.cyanoacetate and (CBOSSLEY and GILLING), T., 518 ; P., 53.2688 111-9 I1 FORMULA INDEX.C8Hl102N E t h y l l-cyanocyczobutane-l-carboxylate, preparation of pure(CAMPBELL and THORPE), T., 2421.3:4-Di h y d r oxy-8-p h e n y 1 e t h y l a m i n e, preparation of, and its hydrobromide(BAILGER and EWINS), T., 2257 ; P., 248.C8Hlz02N, E t h y l 8-imino-a-cyanovalerate (CAMPBELL and THORPE), T.,1308.C,Hl2O2Br2 3:4-Di b r o m o-l-m e t h y lcycloh ex a ii e-3-c a r b ox y 1 i c a c i d (LUFF andPEREIN), T., 2152.c8Hl,02N3 4-Am ino-2:4-dim e t hyl-A2-t e t r a h y d r o-6-p y ri don e-34 a r b ox y 1-amide, and its silver and barium salts (CHICK and WILSMORE), T., 1993 ;P., 217.C,H1302Br 4- B r o m o- 1 -m e t h y lcyeloli ex a n e-3-c a r b ox y 1 i c a c i d (LUFF andPERKIN), T., 2153.C,H1303N, E t h y l a-triazoethylacetoacetate (FoHsmR and NEWMAN), T.,1365 ; P., 197.c8Hl,04N, E t h y l methyltriazomalonate (PORSTER and MULLER), T., 132 ;P.; 4.C,H,,O3N6 S emicar b az one of e t h y 1 a-t r iazom o t h y lace t oace t a t c (FOR-STER and NEWMAN), T., 1365.8 IVC,H,ON,K Subs t a n c e, from p-triazobcnzaldehyde and potassium cyanide(FORSTEX and JUDD), T., 260.C,H70313S E t h y 1 2:3 :5-, 2:4:5-, and 3 :4:5-t r i-i o d o b e n z e n e s u l p h o n a t e(BOYLE), T., 217 ; P., 4.cEH8031,S E t h y l 2:4-, 2:5-, 3:4-, and 3:5-di-iodobenzenes~ilphonate(BOYLE), T., 216, 220 ; P., 4.C, Group.CgH16 c!/cloGeraiiiolenc, synthesis of (CILOSSLEY aiid GILLINU), T., '2218 ;P., 252.9 I1C9H604 T r i k e t o h y d r i n d e n e h y d r a t e (RUHEMANN), T., 1446, 2025 ; P., 196,CBH7N Quinoline, absorption spectra of (PUBVIY), T., 1035 ; P., 113 ; y-hydroxy-C&O a-H y d r in d o n e, preparation of (MITCHELL and THORPE), T., 2271.CoH80s Coumarinic acid, constitution of (CLAYTON), T., 2102; P., 230.CBH8N, %Aminoquinoline, and its salts (MILLS and WATSON), T., 746 ; P., 56.CSH,CI, a&?-Tetrachloro-a-phenylpropane (CLAILKE), T., 898 ; P., 96.C,H,Br Cinnamyl bromide (CLARKE), T., 428.CgHlo02 4:5- and 5 : 6 - Dimethylsalicylaldehycle (CLAYTON), T., 1404.CBHlo03 a-H y d r ox y-a-p h e n y l p r opio n i c acid, optically active, the inter-conversion of, and its silver salt (MCKENZIE and CLOUGH), T., 1016 ; P., 85 ;conversion of, into a-chloro-a-phenylpropionic acid (MCKENZIE and CLOUGH),T., 2564 ; P., 325.a-H ydroxy-8-phenylpropioni c acids, optically active, interconversion of(MCKENZIE and WBEN), T., 1355 ; P., 181.d- and E-8-Hydrosy-B-p'henylpropionic a c i d (MUKENZIE and HUMPHRIES),T., 123.5:6-D i m e t h y 1s a1 i c y li c a c i d (CLAYTON), T., 1405.Methyl Z-niandelate, optically active glycols from (MCKENZIE and WEEN), T.,235.azo-derivatives of (Fox), T., 1337 ; P., 177.473 ; P., 54.268FORJIFL.4 INDEX.9 11-9 I11C,HloN2 p-A mi n o-nz-t o 1 ylac c t on i t rile, and its hydrochloride and oxalateC,HllN m-X y l i d i ne, and its condensation product with acetaldehyde, absorptionC9Hl,N Mesidine, absorption spcctrmn of (PURVIS), T., 1552.l-Methyl-A2-c~cZohexene-3-acetonitrile (HARDINU and HAWORTH), T., 495.C0H1402 1-Me thyl-A2-cycZohexene-3-acetic a c i d (HARDIXG and HAWORTH),(BAROER and EWINS), T., 2256.spectra of (Punvrs), T., 644 ; P., 56.T., 495.E t h y l A’-cyclopenteneacetate (HARDING and HAWORTH), T., 493.C~H1404 Acid, from the sodio-derivative of dimethyl u-thujadicarboxylate, and itsC9H1602 Aa-Nonenoic acid, and its derivatives (HARDIKG and WErznrAxN), T.,C,H,,O, E t h y l Z-methoxysuccinate (PURDIE and NEAVE), T., 1618.C9H1606 a- and B-Fructosemonoacetone (IRVISE and GARRETT), T., 1283 ;silver salt (THOMSON), T., 1515 ; P., 178.299 ; P., 24.aa-Dipropionin (ALPERN and WEIZMANN), P., 345.P., 143.C9H17Br 3-B r o m 0-1 :1:3-t ri m e t 11 y IcycZoh e x a n e ( CROSSLEY and GILLTNG), T.,C,H,sO 1:1:3-TrimethylcycZohexa1i-3-o1 (CROSSLEY and GILLING), T., 2220 ;2220.P., 252.C9HlE02 n-N o n o i c a c i d, condensation products of, with glycine, alanine andG9EI,,O, 8-Hydroxy-n-nonoic acid (HARDING and WEIZMANR), T., 303.leucine (Ho~woon and WEICMANN), P., 69.9 I11CgH4OeN2 3:6- and 6:8-Dinit rocoumarin (CLAYTON), T., 1397.C9H4O7N, 69-L) i n i t r o urn b e l l i fe r o n e (CLAYTON), T. , 1401.C9H,0aN 8-N it r o u m b e 1 1 i f e r o n e (CLAYTON), T., 1401.C9H60C14 aaB-Tri c h 1 or o-8-p h eny l p r o p i o n y 1 c h l o r i d e (CLARKE), T., 893 ;C9H,07N2 6:8-D i n i t r o c o u m a r i n i c a c i d (CLAYTON), T., 1407.C,H70N 3-Hydroxyquinoline, and its sulphate (MILLS and WATSON), T., 753 ;P., 96.P., 56.8-Hydroxyquinoline7 metallic salts of (Fox), T., 1119 ; P., 134.C9H7OCI3 aB-Dic 111 o r o-B-p h en y I p r o pi on y 1 chloride (CLARKE) T., 892 ;C,H702N 8-Aminocoumarin (CLAYTON), T., 1352.C9H702C13 sub-Trichloro-8-phenylpropionic acid (CLARKE), T., 894 ; P., 96.C9H704N3 Phenyltriazomalonic a c i d (FORSTER and MULLER), T., 134 ; P., 4.CSH7O4C1 a-Chloro-3:4-dihydroxycinnamic a c i d (CLARKE), T., 897 ; P., 96.CgH705N 5-Nitrocoumarinic acid, silver salt (CLAYTON), T., 2106.C,H706N 8-N i t r 0-7-11 y d r o x y co um a r i n i c acid (CLAYTON), T., 1408.C,H7N,C1 2-Chloro-3-aminoquinoline (MILLS and WATSON), T., 754 ; P., 56.c B ~ ~ o c 1 2 dl-a-Chloro-a-phenylpropionyl c h l o r i d e (McKENzIEnnd CLOUGH),C9H802N2 p-N i t r o-m-t ol y l ace t oni t r i l c (BARGER and EWINS), T., 2256.CgHeOeN2 3:6-Di n i t r 0-4:5-di me t h y 1 s a l i c y 1 a 1 d eh yd e (CLAYTON), T., 1407.C9Hg07N2 3: 6-D i n i t r o- 4 : 5-d i m e t h y 1 s a I i c y 1 i c a c i d ( + 4H20) (CLAYTON),C,H,08N4 2:3:5-Tr i n i t r o-4-ac e t y 1 amino a n i s o 1 e (MELDOLA and KUNTZEN),C9HI,0N p-H y d r o x y-m-t o 1 y 1 a ce t o n i t r i l e ( BARGER and EWINS), ‘l’., 2256,P., 96.T., 1021.T., 1402.T., 455 ; P., 58.2689 111-9 IV FORMULA INDEX.CgH902N syn-Ethylidenesalicylamide (HICKS), T., 1034 ; P., 92.C9H,02N5 Phenyltriazomalonamide (FORSTER and MULLER), T., 130 ; P., 4.C9H902C1 d- and Z-a-Chloro-a-phenylpropionic acid (MCKENZIE and2-Methyl-l:3-dihydrobenzoxazine-4-one (HICKS), T., 1032 ; P., 91.CLOUGR), T., 1021.w-Chloro-o-methoxyacetophenone (TUTIN), T., 2503 ; P., 244.C,H,02B~ Benzyl bromoacetate (CLARKE), T., 428.C,H,O,N Malonanilic acid, preparation of (CHATTAWAY and OLMSTEI)),T., 939.C,H,O,N 3-N i t r o-4:5- and 5 :6-d im t? t h y 1 s a1 i c y 1 a1 cle h y d e (CLAYTON), T.,1405.C9H,,0N6 Tr i azo ace t o p h en o n e se m ic a r b a z on e M~~LLER),T., 141.C,H,,02N Met h y 1 a-cy 8 no- A’-cyclopent e n eac e t a t e (HARDING and HAWORTH),T., 490.(FORSTER andw-Amino-p-m e t h o x y ac e t op h en one, salts of (TUTIN), T., 2509.C9H1104Ns 25-D i n i t r o dime t h y l-p-t o 1 u i d i n e (MORGAN and CLAYTON), T.,2:6-Dinitrodimethyl-p-toluidine (MORGAN and CLAYTON), T., 2652 ;2650 ; P., 323.P., 323.C,H110,N3 2:6-D i n i t r o d im e t h y 1-pa n i si dine ( MELDOLA), P. , 232.CgHllO& Guan id i n e salt of 2:3:5-t r i n i t r o-4-ac e t y 1 amino p he n 01 (MELDOLACgH1,NS N-M e t h y 1 t h i o d i p h e n y 1 am i n e, mercuri-iodide of (BARNETT andC,H,,ON p-H y d r ox y p h e n y 1 e t h y lm e t 11 y lamine, hydrochloride4-Hydroxy-~-m-tolylethylamine, and its salts (BARCER and EWINS), T.,CgHl,02N &Amino-B’-phenoxyisopropyl alcohol, and its salts (BOYD), T.,and KUNTZEN), T., 452.SMILES), T., 985.picrate, oxalate and picronolate (WALPOLE), T., 945 ; P., 88.2257 ; P., 248.1791 ; P., 209.and its3:4-Dihydroxyphenylethylmethylamine, and its salts (PYMAN), T., 272.4:5-Dimethoxy-o-toluidine (LUFF, PERKIN, and ROBINSON), T., 1134 ; P., 132.C,H,,O,N E t h y l cyanoisobntyrylacetate, and its silver salt (CAMPBELL andC,H,,O,N, E t h y 1 8-im ino-a-c y an oisob II t y lace t a t e (CAMPBELL and THOR~E),C9H160C1 Aa-Nonenoyl chloride (HARDING and WEIZMANN), T., 302.C9H1502Br Ethyl 1-brom ocyclopentaneacetate (HARDING and HAWORTH),C,H,,O,N Amide of a-thujadicarboxylic acid, and its ammonium saltC,H,,O,N, E t h y l ethyltriazomalonate (FORSTER and MULLER), T., 133 ;CgHlsOzBrz aB-Dibromo-n-nonoic acid (HARDING and WEIZMANN), T., 304.C,H,,03N6 S em ic a r b azone of e thy1 a-tria zo e t h y 1 ace t o a c e t n t e (FORSTERCgH1,ON Am-Nonenoamide (HARDING and WEILMANN), T., 302.THORPE), T., 1311.T., 1311.T., 493.(THOMSON), T., 1512.P., 4.and NEWMAN), T., 1366.9 IVC9H603NC13 2:4:6-Tr i ch lor o m d o n a n i 1 i c a, c i d (CHATTAWAY and MASON),T., 343.CgH603NBr3 2:4:6-Tr i b r o m o m a1 o n a n i 1 i c acid ( CHATTAWAY and MASON),T., 345.C9H703NC12 2:4-Dichloromalon~nilic acid (CHATTAWAY and MASON), T., 342,269FORMULA TNDEX.9 IV--10 I1CsH,O3NBr, 2:4-Di br om omalon a n i l i c acid (CHATTAWAY and MASON),T., 344.CgH803NCl p-Chlorornalonilic acid (CHATTAWAY and MASON), T., 341.C8H80,NBr pBromomalonanilic acid (CHATTAWAY and MASON), T., 344.C&&CIBP a-Bromo-n-nonoyl chloride (HOPWOOD and WEIZMANN), P., 69.Clo Group.C1& Naphthalene, absorption spectrum of (HOMER and PORVIS), T., 280 :C1,Hlo 1:4-Dihydronaphthalene, absorption spectrum of (LEONARD), T., 1246 ;C10H12 1:2:3:4-Te t r a h y d r onap h t h a1 e ne, absorption spectrum of (LEOYARD),CloH1, Te r p e n e, monocyclic, from thymol (HENDERSON and SUTHERLAND), T.,A3:8(gJ-p-M en t h a d i e n e , new method of preparation of (PERKIN and WALLACH),dZ-A4'8(9)-m-Menthadiene (PERKIK), T., 2147.d2-, d-, and Z-A58(9p-Menthadiene (PERKIN), T., 2139, 2142.rl-Carves t r e n e (sylvestrcne), synthesis of, and its dihydrochloride (PERKIN), P.,P., 5 ; the Friedel-Crafts' reaction a.pplied to (HOMER), T., 1141 ; P., 11.P., 143.T., 1246 ; P., 143.1619 ; P., 203.T., 1427 ; P., 194.97.ClOHl9 1:l-D im e t h gl-3-e t h y lcyclohe x en e (CROSSLEY and GILLING), T., 2222.D i hydro c am p he n e, preparation of ( HENDERSOI and POLLOCK), T., 1621 ; P.,Dihydrobornylene, preparation of (HENDERSON and POLLOCK), T., 1621 ; P.,203.204.CloHsOs Mellop h a n i c a c i d (be~zeene-l:2:3:4-tetracarboxylic ad), constitution ofP re h n i t i c acid ( b m z z m e - 1 : 2 : 3 : 5 - t c t ? . ~ ~ r ~ # ~ ~ ~ Z ~ c wid), constitution of ( BAMFORDCloH6N, 2:7-B is t r i az o n a p h t ha l e u e (naphtl~yZe~ze-2:7 - bisacoiinide) (MORGAN andCloH7N3 1:2-Napht hylenediazoimine, two isomerides (MORGAN and GOD-C10H?06 Methyltrimesic acid, and its silver salt (SIMONSEN), T., 1914 ; P.,10 I1(BAMFORD and SIMONSEN), T., 1908 ; P., 206.and SIMONREN), T., 1906.; P., 206.MICRLETHWAIT), T., 2560 ; P., 293.DEN), T., 1718.200.CloH8N2 1-1 mi no-2-cyan o h y d r i n d e n e (MITCHELL and THORPE), T., 2276.ClOHgO, d-FPhenyl-8-methylglycidic acid, sodinm salt (WOOTTON), T., 409 ;P.,44.CloH,,,O 2-Methyl-l-hydrindone (MITCHELL and THORPE), T., 2275.CloHloOs m-Hemipinic acid, preparation of (LUFF, PERKIX, and ROBINSON), T.,CloH120, 3:5-Die t h y 1-p-b en zo q u i n on e (HENDERSON and BOYD), T. , 1664.C,,Hl,O, M e t h y l Z-phenylmethoxyacetate (MCKENZIE and WREN), T., 484.C10H1204 B-5-H y d r o xy-3-m e t h o x y p h en y l p r op ion i c acid (SALWAY),~'. , 2417.CloHIZOFi Asaronic acid, preparation of (LUFF, PERKIN, and ROBINSOK), T.,C,oH,,N2 3-&Aniinoethylindole, syntheses of (EWINS and LAIDLAW), P., 343.C1oHl3N 2-M e t h y 1 t e t r a h y d r o q u i n o 1 i n e (tetrah?Jdroquinald~~ze), racemic, reso-1136 ; P., 132.2:3:4-Trim ethoxybenzaldehyde (BARGER and EWINS), T., 2258.1138 ; P., 133.lution of (POPE and READ) T., 2199 ; P., 251.d- and Z-2-Methyltetrahydroquinoline, and their hydrochloridcs (POPE andREAD), T., 2203.26910 11-10 I11 FORMULA INDEX.C10H14O Methylpropylphenol (HENDERSON and BOYD), T., 1669.CloH14O2 E-aB-Dihyd roxy-a-phenylisobutan e (MCKENZIE and WREN), T., 481.c&403 2:4:5-Trimethoxytoluene (LUFF, PERKIN, and ROBINSON), T., 1137 ;P., 133.C,H1404 T e t r a h y d r ox ytert. -b u t y l b e nze n e (HENDERSON and BOYD), T.,1665.CloHl,N, Nicotine, absorption spectraof (PURVIS), T., 1035 ; P., 113.CloH,,N D i c t h y l a n i l i n e , absorption spectrum of (PURVIS), T., 1551.a-J-M I.t h yl-A2-cycZoh ex e n e-3-p ro pi0 n i t r i 1 e (HARDINQ and HAWORTH), T.,496.CloH,,O Camphor, va our pressure of (VANSTONE), T., 429 ; P., 47 ; absorptionspectra of the acyl-cferivatives of (LOWRY and SOUTHOATE), T.. 905 : P., 68 ;freezing-point curve for mixtures of, and phenol (WOOD and SCOTT), T., 1573 ;P., 194; mercury compounds of, action of halogens on (MARSH), T., 2410 ; P.,297.3:5-l)iethylquinol (HENDERWN and BOYD), T., 1665.Tetrahydroxycymene (HENDERSON and BOTD), T., 1663.Tanacetone (B-thujoize), and its derivatives (THOMSON), T., 1502 ; P , 177.C1,H,O, a-l-M e t h y l-A2-cycZoh ex e n e-3-pr o p i o n i c a c i d (HARDING and HA-woxm), T., 497.E t h y 1 d-l-m e t h y l-A1-cyclohe xe n e-3-car b o x y 1 a t e (PERKIN), P., 97.E th y1 l-m e t h y l-A4-cycZoh ex ene-3-car bo x y l a t e (PERKIN), T., 2146.E t h y l dl-, d-, and E-l-methyl-A6-cycZohexene-3~carboxylate (PERKIN), T.,2139,2140, 2143.C,,H,,O3 E t h y 1 dZ- and cl-me t hylcyclohexan-3-0 n e-4-car b ox y l a t es (GARD-NER, PERKIN, and WATSON), T., 1767.ClOHIAO4 C a m p h o r i c a c i d, Komppa’s synthesis of ( BLANC and THOHPE), T., 836 ;P., 83 ; synthesis of (KOMPPA), P., 328 ; mono-aryl esters of (EDMINSON andHILDITCH), T., 224 ; action of the Grignard reagent on esters of (SIIIBATA),T., 1239 ; P., 141.isoC amphoric acid, action of the Grignard reagent on esters of (SHIBATA), T.,Lactone of a-methyl-y-hydroxyisopropyladipic acid, cis- and trans-1239 ; P., 141.(PERKIN), T., 2144.CloH180 Borneol, vapour pressure of (VANSTONE), T., 429 ; P., 47.A3-p-hlen t h e n 01(8), new method of preparation of (PERKIN and WALLACH), T.,dZ-A4-m-2-n!lenthenol(8) (PERKIN), T., 2147.dl-, d-, and Z-A5-m-Menthenol(8) (PEREIN), T., 2139, 2141, 2143.d-Dih y d ro car ves t r e n o 1 ( PERKIN), P., 97.1427 ; P., 194.Cl,Hl,O, E t h y 1 l-me t h y lcycloh exan-4-ol-3-car b ogy 1 a t e (GARDNEIL, PERKIN,and WATSON), T., 1770.C,,H,,Br 3-B r o m 0-1 :1-di m e t h y 1-3-e t h y lqcloh ex a n e (CROSSLEY and GILLING),T., 2222.CloHmO l:l-Dimethyl-3-ethglcycZohexan-3-ol (CROSSLEY and GILLING), T.,2222.CloHaoOz Menthane-2:5-diol (HENDERSON and SUTHERLAND), T., 1618 ; P.,433.’Cl0H O4 yl-D ime t h ox y-&-dim e t h y l h exan e-&-diol (PURDIE and YOUNG), F., 1634 ; P., 198.10 I11CleH505N Substance, from triketohydrindene and hydrogen cyanide (RUHE-CloHEOtCls aB-D i c h 1 or o-3:4-d i c h 1 o ro m e t h y l e n e d i ox y-B-p h e n y 1 p r o p i on yMA”), T. 2029; P., 255.c h l o r i d e (CLARKE), T., 896 ; P., 96.269FORMULA IKDEX.C,,H,OsC1 a-C h 1 or o-W-carbon y l d i ox y c i n namic acid (CLARKE), T.P., 96.CloH,O,Br, Dibromoscopoletin (MOORE), T., 2229.CloH,O,C1, a8-D i c hloro-3:4-c arbo n y Id ioxy-B-p h e n y 1 pro p i o n i cCIoH,O6Nz 3:6-D i n i t ro-7-m e t h y l c o u m a ri n (CLAYTON), T., 1398.a c(CLARKE), T.: 896 ; P., 96.10 I11897 ;dC,,H,N,BrCloH70N 2-Cyano-l-hydrindone (MITCHELL and THORPE), T., 2277.CloH70,N 6-N i tro-7-m e t h y l c ou m a r i n (CLAYTON), T., 1397.CloHaON, Quinoline-3-carboxyamide (MILLS and WATSOX), T., 745 ; P., 56.CioHaNI 4-Iodo-a-naphthylamine (MORGAN and GODDEN), T., 1717.CI0H9O2NCloH,02Cl, Met h y 1 aaB-tric h 1 o r o-B-p he n y l p r o p i o n a t e (CLARKE), T., 895 ;P., 96.C10H903N3 S u b s t a n c e, from guanidine and triketohydrindene ( RUHEMASN), T.,2028 ; P., 235.CloHg05N Methyl e t h e r of 5-nitrocoumaric acid, silver salt of (CLbYTON),T., 2108.Methyl e t h e r of 5-nitrocoumarinic acid, and silver salt (CLAYTOS), T.,2107.CloH,N,Br 4-Bro m o-1:2-n a p h t h y 1 e n e d iamine (MORGAN and GODDEN), T.,1710.CloH,oO,Nz w-5-D i n i t ro-2-hydro xy-a-4-dim e t h y 1 styrene, and its sodiumsalt (CLAYTON), T., 1407.C,,H,,O,N 4:5-Dimethoxy-o-toluonitril e (LUFF, PERKIN, and ROBINSOS), T.,1135 ; P., 132.P h e n o 1 be t a i n e of 6: 7-d i 11 y d r o x y-2-m e t h y 1-3:4-d i h y d r oisoq u i n o 1 in i u mhydroxide (and + H,O and 1iH,O) (PYMAN), T., 276.ClOH,,OaN, E t h y l p h e n y l t r i a z o a c e t a t e (FORSTER and MULLER), T., 138 ;P., 4.CloH,lOsN Malono-o- and p-toluidic acid, preparation of (CHATTAWAY andOLMSTED), T., 940.6:7-D i h y d ro x y-l-ke t o-2-m e t h y 1 t e t r a h y d r oisoqu i no1 ine ( PYMAN), T., 271.C,oH,lO,C1 w-C h l o r o-op-di m e t h ox y a c e t o p h e none (TUTIN), T., 2512 ; P.,4-B r o mo n a p h t h y 1 ene-l-di azo-2-i mi n e (MORGAN and GODDEN),T., 1712.8-Ni t r o-7-m e t hylcou m a r i n (CLAYTON), T., 1406.Benzoyl-lac t o n i t r i l e (DAVIS), T., 950 ; P., 89.6-Am ino-7-m e t h y 1 c ou mar i n (CLAYTOK), T., 1352.244.CloHl,N,Fe T e t r a m e t h y l ferrocyanide, derivatives of (HARTLEY), T., 1066,C10H1802N a-C y ano-l-me t hyl-A2-yeZohe x en e.3-ac e t i c acid (HARDING andE t h y l a-cyano-A1-cydopenteneacetate (HARDING and HAWORTH), T., 489 ;Methyl a-cy ano-a-A’-c)Jelopentenepropionate (HARDING and HAWORTH),3:5-Diethyl-p-benzoquinone oxime (HENDERSON and BOYD), T., 1664.6:7-D i h y d r o x y-2-m e t h yl t e t r a h y d r oisoq u i n o li 11 e, and its hydrochlorideCloHI3O2C1 y-C h 1 or o-8-h y d r o x y-a-o- and y-t o 1 y l o x J pr o p a n e (BOYD andClaHltOsN 8-3-M e t h o xy-4:5-me t h y 1 en e d i ox y p h e n y 1 e t h y l a mi n e, and itsE t h y 1 a-c y a n o-l-qclobu t y 1 for my lace t a t e (CAMPBELL and TIIORPE), T.,w-Chloro-nzp-dimethoxyacetoplienone (TUTIN), T., 2510 ; P., 244.1725 ; P., 90, 210.HAWORTH), T., 494.P., 61.T., 490.and picrate (PYMAN), T., 275.MARLE), T., 1790; P., 208.hydrochloride (SALWAY), T., 1212.2424.26910 111-10 IV FORMULA INDEX.CloHl,O,N B-5-H y dr o xy-3-me t h o x y p h e n y 1 p r opi o n a m i d e ( SALWAP), T.,itsQoH1402N2 (CAMPBELLCIOHl4O4N2 E t h y 1 B-i m i n o-a-c y a n o g l u t a r a t e, constitution of (CAMPBELL andE t h y l hydrogen B-im ino-a’-c y ano-aa-d in1 e t h y l g l u t a r a t e (CAMPBELL andCloHl,ON p-H y d r o x yp h en y 1 e t h y 1 e t h y 1 am i n e, and its oxalate, hydrochlorideCloH,,02N 3:4-D i h y d r o x y p h en y l e t h y 1 e t h y 1 amine, and its hydrochlorideCamphorimide, N-alkyl and aryl derivatives of (WOOTTON), T., 415.d-Camphorimide, preparation of, and its derivatives (EVANS), T., 2237 ;CloHl,ONa a-, and 8- Camphorquinonehydrazone (FOSTER and ZIMMERLI),~ l o ~ 1 6 0 , ~ z Camphor-B-thiosulphonic acid, and its sodium salt (HILDITCH),Cl0Hl6O$ Camphor-8-sulp h o n i c acid, mono-aryl esters of (EDMINSON andd- and Z- Camphor-6-sulphonic acid, d- and Z-pavine and metallic salts of,d- and Z- Camphor-wsulphonic acid, ammonium salts of (POPE and READ),CloH170N Dime t h yl e t h ylcycloh ex a none ox im e (CROSSLEY and GILLINO),C10H1703N a-C am p h o r a m i c a c id, alkyl and sryl derivatives of (WOOTTON),CloHl,ON 3-E t h o x y-1:l-d ime t h yl-a3-cgcloh ex en y 1 i dene-5-p r o p ion i t r i l e2417.chloride, picrate, and sodium salt (PYMAN), T., 276.E t h y land THORPE), T., 2424.THORPE), T., 1299 ; P., 176.THORPE), T., 1311.and picronolate (WALPOLE), T., 948 ; P., 88.( PYMAN), T., 274.6:7-Di h y d r oxy-2-m e t h yl-3:4-di h y d r oisoq u i n o l i n i u m hydroxide,B-imi n o -a-c y a 11 o-B-eyclob u t y 1 p r o pion a t eP., 251.T., 2165 ; P., 245.T., 1098 ; P., 96.HILDITCH), T., 228.rotatory power of (POPE and GIBSON): T., 2211 ; P., 250.T., 990.T., 534.T., 413.(CROSSLEY and GILLINO), T., 534.10 IVCloHt10,N4C~2 N a p h t h a1 e n e-2:7-b i s d i a z o n i u m d i c h 1: om a t e (MORGAN andCloH6N4C1,Pt N a p h 1; h a1 e n e-2:7-bi s d i a z on i u m p 1 a t i n i c h 1 or i d e (MORGANC,oH,N4C1sA~ Nap h t ha1 e n e-2:7-bi s d i azo n i n m a u r i c h lo r i d e (MORGAN andCloH,0N2C1 2-C h l o r o q u i n o 1 i n e-3-c a r b ox y 1 am i d e (MILLS and WATSON), T.CloH,0sN4S2 N a p h t h a1 en e-2:7-bisdiazon ium s u 1 p h a t e ( + 4EtOH) (MORGANCloH1203NAg S i 1 v e r derivative of a-c y a n o-B-cycZobu t y 1 f o r my1 acetic acidC,,H1402NB~ d-Camp h orb ro moimid e (EVANB), T., 2238.CloH,,OzNI d-C a m p h or i o d o i m i d e (EVANS), T., 2239.Cl0H,,O,NNa d-C amp h o rsodi oimid e (EVANS), T., 2241.C10H1501BpS d-Bromocamphorsulphonic acid, d- and Z-narcotine salts ofdl- and Z-a-Bromocamphor-r-sulphonic acid, dl-, and d-pavine salts ofMICKLETHWAIT), T., 2558 ; P., 293.and MICKLETHWAIT), T., 2558 ; P., 293.MICKLETHWAIT), T., 2558 ; P., 293.754 ; P., 56.and MICKLETHWAIT), T., 2558 ; I?., 293.(CAMPBELL and THORPE), T., 2424.(PEBKIN and ROBINSON), P., 131.(POPE and GIBSON), T., 2209.269FORMULA INDEX.11 11-11 111C, Group.CllH1003 Piperonylideneacetone, isomerides, action of light on (STOBBE andWILSON), T., 1722 ; P., 206.Cl1HloO, 6-C arboxy-3:4-di m e t h o s y p h en y l g l y ox y l i c acid, synthesis of,and distillation of its silver salt (HARDINQ and WEIZMANN), T., 1129 ; P., 130.C11H1205 4x5-D i m e t h y l-o-t 01 y l g 1 y o x y l i c acid (HARDING and WEIZIANN),T., 1128.C11H1,O3 E t h y l Z-a-h y d r o xy -a-p h e n y l p r o pion a t e (MCKENZIE and CLOUGH),T., 2569 ; P., 325.4:5-Dim e t h o x y-o-me t h y lace t OF h e n one (HARDING and WEIZMANX), T.,1128 ; P., 130.C11H1404 B-35-D i m e t h ox y p h e n y 1 p r o p io n i c a c i d (SALWAY), T., 2417.CllH160, Camphorcsrboxylic acid, absorption spectra of, and its derivativesG1H16O5 E t h y 1 a-a c e t y l g l u t a con n t e (SIMONSEN), T., 1914.(LOWRY, DESCH, and SOUTHGATE), T., 899 ; P., 68.E t h y 1 cyclopen t an-1-0 ne-2:5-di c a r b o x y l a t e (MITCHELL and THORPE),T., 1003.ClIHl6O~ aa-Diacetoacetin (ALPERN and WEIZMANN), P., 345.Cl1H,,O, d-isoM en t h one c a r b o x y 1 i c a c i d ( GARDNER, PERKIN, and WATSON),CllH1804 Methyl hydrogen camphorate (EDMINSOX and HILDITCH), T., 225.CllH20O3 d-isoMen t holcarboxylic acid (GARDNER, PERKIN, and WATSON),CllHm05 P r o p y l E-methoxysuccinate (PURDIE and NEAVE), T., 1518.C1lHaOs E t h y l 8-hydroxy-n-nonoate (HARDING and WEIZMANN), T., 303.T., 1770.D i m e t h y l a - t h u j a d i c a r b o x y l a t e (THOMSON), T., 1513 ; P., 178.T. , 1771.11 111CllH7O& 3:5:8-Trinitro-6:7-dime thylcoumarin (CLAYTON), T., 1399.Cl&06N2 3:6-Dinitro-4:7-dimethylcoumarin (CLAYTON), T., 1398.CllHoON 2-Cyano-3-methoxyindene (MITCHELL and THORPE): T., 2278.C11H,04N 6-Ni t r 0-4:7-dime t h y lcou m a r i n (CLAYTON), T. , 1398.5 : 8-D i n it r o- 6: 7-d i m e t h y 1 c o u rn a r i n (CLAYTON), T., 1399.8-N i t r 0-5:6-dim e t h y l c oumar i n (CLAP'roN), T., 1405.5-Ni t ro-6:7-dim e t h y lcoiim a r i n (CLAYTON), T., 1398.8-N i t r o-6:7-di m e t h y 1 c o u m a r i n (CLAYTON), T. , 1406.CllHloONz 3-Acetylaminoqninoline (MILLS and WATSON), T., 753 ; P., 56.Cl1Hl,O3N6 T r i k e t o h y d r i nde n e d i s e m i car ba z o n e (RUHEMANN), T. , 1448.C11Hlo04N2 m-N i t r o b enz o y lwobu t y r o n i t ril e (DAVIS), T., 951.CllHllO,N 6-Am i n 0-4: 7-d i m e t h y 1 coum a r in (CLAYTON), T., 1352.5-A m ino-6:7-dim e t h y 1 c oum a r i n (CLAPTON), T. , 1353.Benzoyloxywobutyronitrile (DAVIS), T., 951 ; P., 90.M e t h y l ether of m e t h y l 5 - n i t r o c o u m a r i n a t e (CLAYTON), T., 2107.E t h y l e t h e r of 5-nitrocoumaric acid, and silver salt (CLAYTON),T., 2109.E t h y l e t h e r of 5-nitrocoumarinic acid, and silver salt (CLAYTON), T., 2107.a c i dC11H1105N M e t h y l e t h e r of m e t h y l 5-nitrocoumarrrte (CLAYTON), T., 2108.CllHl107N 0 x i ni e 6-12 a r b ox y-3:4-d i m e t h o x y p h e n y 1 g l y oxy li cC11Hl,02N2 5:8-D inmin 0- 6:7-d i me t h y l c o umarin (CLAYTON), T., 1354.C11H130N3 2-M e t h y 1-l-h y d r i n don e semi c a r b a z one (MITCBELL and THORPE),CllHl3OJ? 6:7-dihy d r o xy-2-e t hyl-3:4-d i h y d r 060-of(HARDING and WEIZMANN), T., 1130.T., 2275.quinolinium hydroxide (PYMAN), T., 280.P h enolbe t a i n e of269I1 III--11 IV FORMULA INDEXC11H1303N 7 (or 6>-Hy d r o x y-l-k e t 0-6 (or 7)-m e t h o xy-2-m e t h y 1 t e t r a h y d r o-hoquinoline, and its sodium salt (PYMAN), T., 271.63-D i h y d r o x y-l-k e t o-2-e t h y 1 t e t r a h y d r oisoq u i n o l i n e ( PYMAN), T., 274.CnH1304N 8-3-Me t h oxy-4:5-methyl ene d i o x y p h en y 1 p r o p i o n am i d e (SAT,-C11H1404N2 E t h y 1 B-im i n o-a-c ya n o-l-c a r box y-8-qclob u t y 1-1-pr o p i on ate,CIIHl,ON Cyanocaronc (CLARKE and LAPWORTH), T., 11.S u b s t a n c e, from p-toluidine and acetaldehyde, a- and 8- forms (JOSES aiidWHITE), T., 643 ; absorption spectra of (PURVIS), T., 646.C,1Hl,0N3 Camphane-oxytriazine (FOSTER and ZIMMERLI), T., 2176.CllH,,OaN A c e t y1-p-h y d r o x y p h c n y l e t h y l m e t h y 1 am i n e ( WALPOLE), T.,C,,HI,O,N A c e t y l derivative of 4:5-dimetlioxy-o-toluidine (LUFF, PERKIN,WAY), T., 1211.a- and &forms of (CAMPBELL and THORPE), T., 2422.943.and ROBINSON), T., 1135 ; P., 132.8-3: 5-D i m e t:h ox y p h o n y 1 p r o p i o n am i d e (SALWAY), T., 241 7.6:i-Di h y d r o x y-2-e t h y I -3:4-d i h y d r oisoqnin o 1 i n i urn hydroxide, its chlor-CIIHl,O,N, 5-N i t ro-2-ac e t y l a m i n o-dim e t h y 19-t o 1 u i d i n e (MORGAN andC,,H1&N2 a-F o r m y l c am p h o r q u i n o n e h y d razo n e (FOSTER and Zmhmm),ide and picrate (PYMAN), T., 280.CLAYTON), T., 2650; P., 323.T., 2168.Pilocarpine, constitution of (PYMAN), T., 1814 ; P., 211.CIlH170N2 2-Ace t yl-2:5-di a m i n o d im e t h y l-p-t 01 u i d i n e (MOEGAX and CLAY.CllHlc02N 3:4-D i h y dr ox y p he n y l e t h y 1 p r o p y lam i n e, and its hydrochlorideY'ON), T., 2651 ; P., 323.(PYMAN), T., 275.Camphorcarboxyamide (GLOVER and LOWRY), P., 162.d-Camphormethylimide, preparation of (EVANS), T., 2239.Sub s t a n c e, from action of sodium hydroxide on cyanocarone (CLARKE andCllH1702N3 Camphorquinone a- and 8-semiearbazone (FORSTEP.andCliH1,O4N E t h y 1 2-im i n ocyclop e n t a n e-l:3-d i c a r box y l a t e (MITCHELL andCllHI,O,S, Camphor y 1 m e t h y 1-8-di s u 1 p h oxide (HILDITCH), T., 1098 ;CllHl,04S Me t h y l cam pho r-8-s u l p h o n a t e (EDMINSON and HILDITCH), T.,CllH,O,N, cl-C amph or-p-n i t r o b e nz y 1 i mi d e (EVANS), T. 2241.CllH,O,N, a-Amino-n-nonoylglycine (HOPWOOD and WEIZMANN), P., 70.LAPWORTH), T., 15.ZIMMERLI), T., 2173 ; P. 246.THORPE), T., 1002 ; P., 114.P., 96.226.11 IVCl1Hl0O3NCl3 Ethyl 2 : 4 : 6 - t r i c h l o r o m a l o n a n i l a t e (CHATTAWAY andCllHl0O3NBr3 E t h y 1 2:4:6-t r i br om om a 1 on a n i l a t e ( CHATTAWAY and MASON),CllHl 03NC12 E t h y l 2:4-dichloromalonanilate (CHATTAWAY and MASON),MASON), T., 343.T., 345..If...342.C11Hl10~Br2 E t h y 1 2:4-dibr o mom a I o n a n i l a t e (CHATTAWAY and MASON),T., 344.ClrHllOLNBre Me thyl a&di brom o-5-nitro-2-m e t hox y-8-p h en y l p r o p i on a t e(CLAYTON), T., 2110.269FORMULA INDEX 11 IV-I2 111CiiH120,NCl Ethyl p-chloromalonanilate (CHATTAWAY and MASON), T.,341.C11Hls03NBr E t h y l p-bromoinalonanilate (CaAmawsu and MASOX), T.,344.Cl1H,,O2NCl 7 (or 6)-Hydroxy-6 (or 7)-m e t h ox y-2-me t hyl-3:4-di hydroiso-quinolinium c h l o r i d e (PYMAN), T., 278.CliH,,02NI .7 .(or 6)-H y d r ox y-6 (or 7)-m e tho x y-2-m e t hyl-3:4-di h y d r oiso-quinolinium i o d i d e (PYNAN), T., 278.CllH,,02NBr Camp h o rca F b o x y b r o m o a m i d e (GLOVER and LOWRY), Y., 163.CllHlaOzNCl 3:4-D i h y d r o x y-8-p h e n y 1 e t h y 1 t r i m e t h y l a m m o n i u m c h 1 o r i d eCl1H,O3NBr a-Bromo-~~-nonoylglyciiie (Horwoou and WEIZMANN), I?. , 69.(BARGER and EWINS), T., 2258.CI2 Group.C12H91 Iodoacenaph thene, and its picrate (CROMPTON and HARRISOX), P., 82ti.CI2Hl2O3 5 -Hydro x y-4:6:8 - t r i m e t h y 1 c o 11 rn a r i 11 (CLAYTON), T., 1403.E t h y l 1-hydrindone-2-cecrboxylate (MITCHELL and THOKPE), T., 2273 ;CJI1404 H y d r o x y di ac e t y 1 dime t h ox y b en ze n e (TUTIN and CATON), T.,Cl2Hl4Os E t h y 1 6-m e t h yl-2-pyro n e-3:5-di car b o x y 1 ate, conversion of, intoC4,H O5 2:3:4-Trimethoxy-#?-phenylpropionic a c i d (BARGEE and EWINS),Cl2Hl8O5 d-isoiU e n t h o n e d i c a r b ox y 1 i c a c i d (GARDNER, PERKIN, and WAT-Cl2Ha0O4 E t h y 1 hydrogen camphorate (EDMINSON and HILDITCH), T., 225.Cl2H,OS T r i me t h y 1 f r u c t 0 s em o n oa e e t o ne T.,C,,H,Oa.La u r i c iL c id, condensation products of, with glycine, alanine, andP., 249.2065 ; P., 223.methyltrimesic acid (SIMONSEN), T., 1910 ; P., 200.!f., 2259.SON), T., 1772.D in1 e t h y 1-Z-isoc a m p h o ra t e (SHIBATA), T., 1245.( IEVIIUE and GARE~ET’I’),1283.leucine (HOPWOOD and WEIZMANK), P., 69.12 I11C,,H,0S2 Monoxide of diphenylene p - d i s u l p h i d e (HILDITCH), T., 2586.Cl,H80& Diphenylene p-disulphoxide (HILUITCH), T., 2585.Cl2H8O4& Sub stance, from oxidation of diphenylene p-disulphoxide ( + 2H,O)c,,H,08N3 3 : 5 : 8-T r i 11 i t 1’ 0-4 : 6 :7- t r i ni e t h y 1 c o u m a F i 11 (CLAYTON), T., 1399.C12H,08N, Substance, from 0- and w-nitroanilines and trinitrobeiizene (SUD-BOROUGH and BEARD), T., 783.Cl&,N4C1 B enz e n ea z o b en z en e d i a z o n i u in c h l o r i d e (HEWITT and THOLE),T., 514 ; P., 54.C,2Hio05N2 Substance, from ethyl 1-iminohydrindene-2-carboxylate and nitrousacid (MITCHELL and THORPE), T., 2272.Cl2Hl0O6N2 5-7-D i n i t ro-4:6:8-t r i m e t h y 1 c o u m a r i n (CLAyroN), T., 1400.C1,Hll0,K P o t ass i um compound of e t h y 1 1-h y d r i n d r o 11 e-2-c ar b ox y 1 a t e(MYrcHmL and THOKPE), T., 2273.C,H,,O,N 6-Ni t ro-3:4:7-t rime t hy lcoumarin (CLAYTON), T., 1353.( HILDITCH), T., 2588.3:5:7-Tr i n i t ro-4:6:8-t r i m e t h y 1 c ou m a r i n (CLAYTON), T., 1400.8-Ni t ro-4:6:7-trime t h y l c ouiiiarin (CLAYTON), T., 1399.5-Ni t ro-4:6:8-t r i m e t li y 1 c oum a r i n (CLAYTON), T., 1400.7-Nitro-5:6:8-t r i m e t h ylcou In a r i n (CLAYTON), T., 1400.26912 111-12 I V FORMULA INDEX.C,,H,,OsN, 5 (or 8)-N i t r o-6:7-d i m e t h o x y-2-m e t h y 1-1 :2-d i h y d r oisoq u i n o 1 i neC,,H,,O,N 6-A m i n o-3:4 : 7- t r i m e t h y 1 c o u m a r i n (CLAYroN), T., 1354.(PYMAN), T., 270.6-Amino-4:6:7-t r i me t h y 1 c o u m a r i n (CLAYTON), T., 1353.5-Amino-4.6:8-t ri m e t h y 1 c o u m a r i n (CLAYTON), T., 1403.7-Amino-5:6:8-triinethylcoumarin (CLAYTON), T., 1353.E t h y 1 l - i m i n o h y d r i n d en e-2-car box y 1 a t e (MITCHELL and THOBPE), T.,C,,H,,O,N M e t h y l e t h e r of e t h y l 5-nitrocoumarate (CLAYTON), T., 2108.2271 ; P., 249.E t h y l e t h e r of m e t h y l 5-nitrocoumarate (CLAYTON), T., 2109.M e t h y l e t h e r of e t h y l 5-nitrocoumarinate (CLAYTON), T., 2108.E thy1 e t h e r of m e t h y l 5-nitrocoumarinate (CLAYTON), T., 2108.C12H140zN2 5:7-D i am i n 0-4:6:8-t r i m e t h y 1 c o u mar i n (CLAYTON), T., 1354.C,,H1503N 3-M e t h ox y-1:l-d im e t h yl-A3-cycZoh exe n y 1 i d e n e - 5 - cyano ace t i c6:7-D i h y d r o x y-l-ke t o-2-p r o p y 1 t e t r a h y d r oisoqui no 1 i n e (YYMAN), T., 275.C,,H1504N Cot a r n ine, synthesis of, and its aurichloride and picrate (SALWAY),woCo tarnine, and its hydrochloride (I- 14H20), picrate and aurichloride (SAL.a c i d (CROSSLEY and GILLING), T., 530.T., 1208 ; P., 98, 138.WAY), T., 1217.C,,H,,NS Thiobenzoylpiperidine (RUSSELL), T., 955.c12H1602N2 Nitroso- derivatives of e t h y l i d e n e x y l i d i n e (JONES and WHITE),T., 642.CI2Hl7ON a-and 8 - E t h y l i d e n e x y l i d i n e (JONES and WHITE), T., 639 ; absorp.tion spectra of (PURVIS), T., 647.(CROSSLEYand GILLING), T., 531.C,H,,O,N Ace t y 1-p-m e t h oxyp h en y l e t h y 1 m e t h y lam i n e (WALPOLE), T.,943.E t h y 1 a-c y ano-l-me t hyl-A3-cycZohe x en e-3-a ce t a t e (HABDING andHAWORTH), T., 494.Met h y 1 a-cy ano-a-l-me t hyl-A,-cy cloh exene-2-pro p i o n a t e ( HARDING andHAWOBTH), T., 496.C,,Hl,OsN Mannoseanilide (IRVINE and MCNICOLL), T., 1453.cl2Hl80N2 Oxime of e t h y l i d e n e x y l i d i n e (JONES and WHIrE), T., 640.C,,H,,ON, Cyan o c a r o n es e micar b azid e (CLARKE and LAPWORTH), T., 14.C12H1802N2 a- and 8-A c e t y 1 camphor q u i n on e h y d r az one (FORSTER andC12H1804N2 E t h y 1 B-im i n o-a'-c y a n o-ad-d i me t h y 1 g 1 u t a r a t e, a- and &forms3-E t hox y-1:l-dim e t h y LA3- cyclohe xen y l i d e n e-5-a c e t on i t ri l eZIMMERLI), T., 2168.of (CAMPBELL and THORPE), T., 1309 ; P., 176.2:3:4-Trime t h ox y-8-phe n y 1 p r o pion y 1 h y d razi de, hydrocliloride of (BARGEEand EWINS), T., 2260.Cl2H,O2N d-Camphorethylimide (EVANS), T., 2240.C,,H,O,S E t h y l camphor-8-sulphonate (EDMINSON and HILDITCII), T., 226.C,,H210,N E t h y l a-camphoramic a c i d (WOOTTON), T., 413.12 IVC,H,NCl$ T e t r a c h 1 or o t h i od i p h e n y 1 am i n e (PAGE and SMILES), T., 1118.Trichlorophenazothioniuni c h l o r i d e (+ H,O) (BEADY and SMILEB),Cl2H6O6N4Br4 Substance, from 2:3:4:6-tetrabromoaniline and trinitrobenzeneCl2H7O8N4Cl3 S u h 8 t a n c e, from s-trichloroaniline and trinitrobenzene (SUD-1565.(SUDBOROUGH and BEARD), T., 782.EOROVGH and I:EARD), T., 781.269FORMULA INDEX.12 IV-is 11C,H,O&Br, Substance, from 2:4:6-tribromoaniline and trinitrobenzene (SUD-C12H,0N8Br 4-Bromo-2-ace t ylna p h t h ylen e-l-d iazo-2-imide (MORGAN andC12H,02C12S p-Chlorophenol sulphide (GAZDAR and SMILES), T., 2252.C,H,03C12S o- and p-Chlorophenol sulphoxide (GAZDAR and SMILES), T.2251.C12H806N4C~z Substance, from 2:4-dichloroaniline and trinitrobenzene (SUD-BOROUGH and BEARD), T., 781.C12H,06N4Br2 Substance, from 2:4- and 2:&dibromoaniline and trinitrobenzene(SUDBOROUGH and BEARD), T., 782.C12H,NBrS Bromothiodiphenylamine (PAGE and SMILES), T., 1118.C12HoONS P h e n az o t h i o n i um hydro x i d e, intramolecular rearrangement o IC,,HOO,N3S l-P he n yl-1:2:3-b e nz o t r i a z o 1 e-5-5 u l p h o n i c acid (SCHWALBEC12&06N$2 Carbazoledisulphonic acid (SCHWALBE and WOLFF), P., 340.C,,Ho0,N4Cl S u b s t a n c e, from o-, m- and p-chloroaniline and trinitrobenzeneC12Ho06N4Br Substance, from o-, nL- and p-bromoaniline and trinitrobenzeneC12Hlo06N,S, Amino c a rb azoledisul p ho n ic acid (SCHWALBE and WOLFF),CIzHlI04N8S2 Car baz o l edi s u l p h on ami d e (SCHWALBE and WOLFF), P., 340.ClzHl,0aNBr2 Methyl as-di I?r o m o-5-n i t r 0-243 t h o xy-B-p he n y l p ro p i o n a t eC,H,,N,Cl,Fe Hex ame t h y 1 ferr o c y an oge n chloride (HARTLEY), T., 1729.BOROUUH and BEABD), T., 782.GODDEN), T., 1713.the halides of (PAUE and SMILES), T., 1112 ; P., 133.and WOLFF), P., 340.(SUDBOROUGH and BEARD), T., 781.(SUDBOROUGH and BEARD), T., 781.P., 340.(CLAYTON), T., 2110.12 vC12H50NClJ Tetra c h lor0 d i p h e n y lam in e o-sul p h o xide (BRADY andTetrachlorophenazothioaium hydroxide (+H,O) (BRADY and SMILES),CI2H6ONc1,S Tric hlor odi p h e n y lamine o-sul p h ox i d e, and its hydro-clp~605N2C~S C h l or o d i n i t r o d i p h e n y 1 am i n e s u 1 p h ox ide (PAGE andSMILES), T., 1116.Cl,H607N2C12S p-C h l o ro n i t r o p h en o 1 s u l p h ox i d e (GAZDAR and SMILES), T.,2252.C12H704NCIzS2 Car baz ole d i s u 1 phony 1 c h 1 ori d e (SCHWALBE and WOLFF),P., 340.C12HlaOJ!J6SF8 Hex ame t h y 1 f er r o c y an o g en s u 1 p h a t e ( + EtOH) (HART-LEY), T., 1729.C12H18N6C&F8Pt Platinichloride of substance, from potassium ferro-cyanide and methyl sulphate (HARTLEY), T., 1072, 1725.clzH~o,N6SzF0 Sub s t a n c e, from potassium ferrocyanide and methyl sulphate(HARTLEY), T., 1070, 1725.SMILES), T., 1560.T., 1562.chloride (BR~DY and SMILES), T., 1564.Cla Group.c&o03 S u b s t 8 n c e, from the condensation of cycZobutan-l:3-dione in theClsHllNa p-T r iaz o b e n z a 1 d e h y d e p h e n y 1 h y d r a z on e (FORSTER and JUDD),presence of quinoline (CHICK and WILSMORE), T., 1998 ; P., 217.T.260.26913 II-i3 I11 FORMULA INDEX.C,&& 2:4-Dihydroxybenzhydrol, and its potassium salt (POPE andC13H& 6:7-Dime t hox y-1-me t h y l n a p h t h a l e n e (LUFF, PERKIN, and ROBIX-C13H1403 E t h y 1 2-m e t h y 1-1-11 y d r i n d o n e-2-12 a r b ox y l a t e (MITCHELL andCl3HlAo6 31 e t h y l m e t h y 1 t r i m e s a t e (SIMONSEN), T. , 1915.CI3HBO2 Diethylapocampholide (SHIBATA), T., 1242.C13H80J n-Propyl hydrogen camphorate (EDMINSOS and HILDLTCH), T.,225.HOWARD), T., 80.SON), T., 1140 ; P., 133.THORPE), T., 2274.D i e t h y l a - t h u j a d i c a r b o x y l a t e (THOMSON), T., 1514 ; P., 178.13 I11CJ&OS Thioxanthone, new syntheses of (DAVIS and SMILES), T., 1296; P.,C1,H,02S Hydroxythioxantlione (+$H,O) (DAVIS and SmLEs), T., 1297 ;C,,H,,ON, p-Tr i az o b e n z y lid c ne-p-am in o p h e n o 1 (FORSTER and JUDD), T.,Cl3Hl0O2S Diphenylmethan e o-sul phoxide, intramolecular rearrangementsC,,HloO,N, Substance, from o- and p-aminobenzoic acid and trinitrobenzeneC,,H1202N, E t h y 1 a-odic y a n o-8-p h en y 1 prop ion a t e (MITCHELL and TEORPE),Cr3H1207NJ Substance, from o- and p-anisidine and trinitrobenzene (SUD-CI3Hl2NI N-M e t h y 1 d i p h e n y l a mine 11 y d r io d i d e, mercuri-iodide O f ( BARNETTC,,H,,N,S, Immedial-indone, constitution of (FRANK), T., 2014 ; P., 218.C,,Hl4O,N6 S u b s t a n c e, from triaminotoluene aud trinitrobenzene (Sun~oaouc~rC,,H,,O,N a-Benzoyloxyisohexonitrile (DAVIS), T., 951 ; P., 89.C,,H,,O,N, Semi car b az o n e of 1 -h y d r i n don e-2-c a r b o x y 1 B t c(MITCHELL and THORPE), T., 2274.C,,H,,O,N, E t h y l phenyltriazomalonate (FOELSTER and MULLEK), T., 135 ;P., 4.C,,H,,O,N E t h y l e t h e r of e t h y l 5 - n i t r o c o u m a r i n a t e (CLAYTON), T.2107.c13H1605N2 E t h y 1 4-cy a 11 o-2-k e t o-4-c a r b e t 11 o x y t o t r a h y cl r o p y r 1'0 1 i d en e-C,,H,,O,N, Ace t y 1 derivative of cam p h a n e-ox y t r i a z i n e ( FO~STEK andC,,H,,O,N 3-E t h o s y-1:l-dime t hyl-A3-cycZohexe n y l i d e n e-5-cyan oac et i e,E t h y 1 3-h y d r o x y-1:1 -d i m e t h yl-A3-cycZoh e x e n y l i d e n e.5-c y a n o a, c e t a t e,C13H1704N, E t h y 1 2-i m i D o-4-c y a n 0-44 a r b e t h o x y t e t r a h y d r o p y r r o 1 i d e n e.C,,H,,O,N, E t h y 1 8-i m i 11 o-a-c yan o-l-car b e t h o xy-~-cycZob 11 t y l-l-pr o p i o n-C1,H190N a- and B-i s o m e r id e , from $-cumidine and acetaldehyde (JONES andC,,H,,O,N Gynocardin, and its sodium salt (MOOCE itnd TUTIN), T., 1285 ; P.,C,,H,,O,N Cam p,ho r-n-p ro p y 1 i in i d e ( WOOTTON), T., 415.93, 174 ; (SMILES), P., 342.P., 174.260 ; P., 28.of (HILDITCH and SMILES), P., 174.(SUDBOROUGH and BEARD), T., 786.T., 2275.BOROUGH and BEARD), T., 785.and SMILES), T., 984.and BEARD), T., 787.e t h y 15-a-propionate (CAMPBELL and THORPE), T., 1314.ZIMMEIUJ), T., 2177.acid (CEOSSLEY and GILLISG), T., 531.and its silver salt (CHOSSLEY and GILLING), T., 527.5-U-propionate (CAMPBELL AND THOEPE), T., 1313.a t e (CAMPBELL and THOHYE), T., 2422.WHITE), T., 643.182.270FOItMULA INDEX.13 111-14 11C13H,03N Allyl-a-camphoramic a c i d (WoowoK), T., 413.CI3H,O3N w-Pr o p y 1-a-cam p h o r am i c acid (WOOTTON), T., 413.13 IVC,,H,O,N,S D i n i t r o-N-me t h y l p h e naz o t h i o nium h y d r a t e (BARNETT andSMILES), T., 191.C,,H,O,N,K S u b 8 t a n c e, from poLx4iun o-, m-, and p-aminobenzoate and tri-nitrobenzene (SUDBOROUGH and BEARD), T., 786.C13Hlo0,N,S2 Me t h an e d is 11 1 phony 1 b i s-p-p h e n y l ene diaz o i mid e (MORGAN,PICKARD, and MICKLETHWAIT), T. , 60.Cl3HlONC1S C h l o r o-N-m e t h y 1 t h i od i p h e c y lam i n e (PAGE and SMILES), T.,1116.CI3HIlONS N-Me t h y l d i p h en y l a m i n e o-s u l p h oxide ( BARNETT andSMILES), T., 188.N-M e t h y 1 p 11 e n a z o t h i o n i u ni, platinichloride of ( BARNETT and SMILES), T. ,189.C13H,,0,N,S To 1 u e n e-w-su 1 p ho 11 y1-p-p h e n y 1 e ne diazo imide (MORGAN andPICKAKD), T., 57.CI3HI2O,N2S To1 uen e -w- s u 1 phony 1-p-ni t r o a n i l i n e (MORGAN and PICKARD),T., 56.CI2HI2O8N,S, Methane d i s 11 1 phony 1 b is-p-n i t r oani 1 i n e (MORGAN, PICKARD,and MICKLETHWAIT), T., 58.Cr,H,201,,N,S2 A1 e t h a 11 e d i s u 1 p h o n y 1 L i s p a m i 11 a b e n z e n e d i az on i u m ni t 1 -a t e (MORGAS, PICKARD, and MICI~LETHWAIT), T. , 58.GlsHl,NIS S-M e t h y ldi 1) hen y 1 am i n e-o-su 1 p h on ium iodide, mercuri-iodideof (BARrJErT and Smms), T., 983.Cl3HI3ONS S-M e t h y1 p h e n az o t h i o n iuni hydrochloride andplatiuichloride of (BARNETT and SMILES), T., 986.CI3Hl4O2N2S Toluene-o-sulpli o 11 y 1-p-p h e ny lenediam i n e (MORGAK andPICKARD), T., 56.Cl3HI5O5N2Ag S i l v e r compound of e t h y l 4-cyano-2-keto-4-carbethoxy-t e t r a h y d r opyrro li d e n e-5-a-pr op i o na t e (CAMPBELL and THORYE), T. ,1314.C13Hl,0,N2K Po t a s s i u In compound of c t h y 1 4-c y a n o-2-ke t o-4-carb e t h osy-t e t r a h y d r o p y r r o l i d ene-5-a-pro piona t e (CAMPBELL and THOKPE), T.,1314.Cl3HIRO4N4S2 M e t h a n e d i s u l p h o n y 1 b i s p - p h e n y 1 ene d i am i n e (MORGAX,PICKARD, and MICKLETHWAIT), T., 58.13 Vhydroxide,ClsH8O,N3C1SC13H1204NsClzS2C h 1 o ro d i n it r o-N-m e t 11 y 1 d i p h e n y 1 am i n e o-s u 1 p h oxideMethane d i s u l p h o n y 1 b i s p a m i n o b en z en e d i a z o II i u m(PAGE and SMILES), T., 1117.chloride (MORGAN, PICKABD, and MICKLETHWAIT), T., 58.CI4 Group.CllHIR T e t ram e t h y 1 nap h t h a l e n e, absorption spectrum of (HOMER and14 I1PURVIS), T., 280 ; P., 5.Cl4H6Cl8 3:4:3’:4’-Te t r ac h l o r o t ola n e t e t r a c h 1 o r i d e ( KENNER and WITHAM),CI4H8O2 Phenanthraquinone, condensations of, with ethyl malonate and ethylT., 1964.acetoacetate (RICHARDS), T., 1456 ; P., 195.XCVII.2’701 8 14 11-14 I11 FORMULA INDEX.C14H8Clz 4:4’-Dichlorotolane (KENNER and WITHAM), T., 1965 ; P., 219.CI4H8Cl4 cis- and tralzs-4:4’-D i c h 1 o r o t 01 a n e d i c h l o r i d e ( KENNER andC14H8C16 4: 4’-D i c h l o ro t o l a n e t e t r a c h l o r i d e ( KENNER and !WITHAM), T.,C14H1202 Benzoin, substituted indoles from (RICHARDS), T., 977 ; P., 92.WITEAM), T., 1964 ; P., 219.1963; P., 219.Z-Benzoin, optically active glycols from (MCKENZIE and WREN), T., 473 ;C14H1206 S u b:s t a n c e, from red clover flowers (POWER and .SALWAY), T., 243 ;C1&404 2:4-Di h y d r ox y-4‘-m e t hox y b en z h y d r 01, and its dipotassium saltC14H140, M e t h y 1 m e 11 o p h a n a t e (BAMFORD and SIMoxsEN), T., 1909.C14H14S2 Benzyl d i s u l p h i d e (SMYTHE and FORSTER), T., 1196.C14H14S3 Benzyl t r i s u l p h i d e , and its additive compound with silver nitrateC14H14S4 Benzyl t e t r a s u l p h i d e (SMYTHE and FORSTER), T., 1198 ; P., 136.C,,H,,N a-Phenyl-A1-cycZohexene-l-acetonitrile (HARDING and HAWORTH),CIJHI6O3 Piperonylidenepinacoline (BOON and WILSON), T., 1753 ; P., 208.C14H1606 Ace t ox y d i a c e t y 1 dime t hox y b en z en e (TUTIN and CATON), T.,2066.C1,Hm05 E t h y 1 2:3:4-t r i m e t h o xy-8-p h e n y l p r o pion a t e (BAILGER andEWINS), T., 2259.C14Hg20 1:4’-D i m e t h yl-3-cyclohex y 1 i d en ecycloh exan-4-0 ne (LUFF acd PER=KIN), T., 2155.C14H=02 Die t h y 1 camp h olid e (SHIBATA), T., 1241.C14HN03 M e t h y 1 1:2:3-t r i m e t h yl-3-isob u t y r y lcyclop en t a n e-1 -c a r b o x y 1 a t e(SHIBATA), T., 1244 ; P., 142.CI4HNO4 n - B u t y l hydrogen camphorate (EDMINSON and HILDITCH), T.,226.C14H2406 E t h y l psntane-a66-tricarboxylate (HOPE and PERKIN), P., 178.P., 54.P., 20.(POPE and HOWARD), T., 972 ; P., 88.(SMYTHE and FORSTER), T., 1196 ; P., 136.T., 497.E t h y l isopentane-abB-tYicarboxylate (HOPE and PERKIN), P., 179.14 I11c1,H60,C12 1:4-Dichloroanthraquinone (WALSH and WEIZMAXN), T., 687 ;P., 61.C14H,0,C1, 4:4’-Dichlorobenzil (KENNER and WITHAM), T., 1967.CllHROZNC,,H,,O$C,,H,,O,N, Benzoyl derivative of p-triazobenz-anti-sldoxim e (FORYTER andC,,HloO,S Methoxythioxanthone (DAVIS and SMILE.;), T., 1297 ; P., 174.C14H1&S, D i-o-c a r b o x y p h e n y 1 d i s u l p hoxid e (HILDITCH), T., 2591.C14H1102N D i b en za m i d e, action of phosphorus pentachloride on (TITHERLEYC,,H,,O,S, D i t o l y 1 en e p-d i s u l p h ox i d e (HILDITCH), T. , 2591.C14II1207N4 Substance, from p-aminoacetophenone and trinitrobenzene (SUD-C14H1208N4 S u 1_, s t a n c e, from methyl o- and paminobenzoate and trinitrobenzeneCI4HPLN6B16 T r iaz o a ce t o p h e n one b r om o p h e n y 1 h y d r az o n e (FORITER and2-Pheiiyl-l:3-benzoxazine-4-one (TITHERLEY), T., 200 ; P., 9.Methylthioxanthone (DAVIS and SMILES), T., 1297 ; P., 174.JUDD), T., 259.and WORRALL), T., 839 ; P., 93.BOROUGH and IjEARD), T., 786.(SUDROROUGH and BEARD), T., 785.MULLXR), T., 141.270FORMULA INDEX.i4 111-14 IVC,,H,03N3 0 - , ?I?,-, and p-Nitrobenzeneazophenetole (BALY, TUCK, andMARSDEN), T., 1501.2.Ni tro-4'-ace t y l be n z i d i n e (CAIN and MAY), T., 725.Phenylhydrazone of 5-nitro-4-methylsalicylaldehyde (CLAYTON), T.,1407.C14H1402S p-Cresol s u l p h i d s (GAZDAR and SMILES), T., 2250.Cl,Hl,03S p-Cresol m-sulphoxide (GAZDAR and SMILES), T., 2248.C,,H,,O,N, Substance, from ethyl 1-cyanocgctopropane-l-carboxylate (MITCHELLC,,H,,O,N E t h y 1 o-cyan o-a-b e n z y 1 ace t o a c e t a t e (MITCHELL and THORPE),C,,H,,O,Br P i p e r on y l i d enep i n a co 1 i ne mo n o bromide (BOON and WILSON),Cl4HI6O3Br2 P i p e r on y 1 ide n e pinac o l i n e d i b r o 111 i de ( Boos and WILSON), T.,C,,H,,03N Oxime of piperonylidenepinacoliiie (BOON and WILSOS), T.,Cl4Hl7O3N3 S emic a r bazone 2-m e t h y 1-l-h y d r i n do n e-2-c a r b -C,,H,,O,N, E t h y 1 4-cvan o-2-ke t o-4-carb e t h ox y-l-me t h y 1 t e t r a h y d r o-C,H,,O,N E t h y 1 3-m e t h o s y-1:l-dime t hyl-A3--cycZohexen y 1 idene-5-c y a n o-C,,H,,ON 0 xim e of 1 :4'-d i m e t hyl-3-cycloh e x y 1 i d e n ecycloh e sa n-4-0 n e (LUFFC,,H,O,N Camp ho r-n-b u t y 1 i m i d e ( WOOTTON), T., 415.C,,H,03S, C a nip hor y 1 ?L-b u t y l-8-di s u l p h oxi d e (HILDITCH), T., 1098C,,H,O2N Carpaine, constitution of (BARGER), T., 466 ; P..53.C,,H,,O,N 9%-Butyl-a-camphoramic a c i d (WOOTTON), T., 413.CI4H2,O3N Carpamic acid, and its hydrochloride (BARGER), T., 469 ; P. 53.and THORYE), T., 1001.T., 2278.T., 1753 ; P., 208.1754 j P., 208.1756; P., 208.o x y l a t e (MITCHELL and Thorpe), T., 2275.p y r r o l i d en e-5-a-pr o pi0 11 a t e (CAMPBELL and THOKPE), T. , 1315.acetate, two stereoisomides (CROSSLEY and GILLING), T., 528.and PERKIN), T. , 2156.of e t h y 1I?., 96.14 IVC,,H,O,NCl, 1:4-D i c h l o ro-5-n i t r o a n t h r aq uino ne ( WALSH and WEIZMAKT),T., 687.C,,H,O,Cl,S 1:4-Dichlor o an t h r a q uin on e-6-s u l p h o n ic acid, sodium salt of( WALSH and WEIZMANN), T., 688.C14H702NC12 1 :4-Di c h l o ro.5-a iii i n o an t h r a q u i n o n e ( WALSH and WEIZMANN),T., 687.Cl,H,02NC1 6-C h 1 o ro-2-p 11 e nyl-l:3-ben zoxazine-4-one (TITHERLEY andHUGHES), T., 1376 ; P., 175.C,,B,O,NBr 6-B r omo-2-p hen 91-1:3-b e n z oxaz ine-4-one (HUGHES and TITHER-LEY), P., 344.C14HloONC1 a-C hloro-N-benzoyl benzimide, preparation of, from dibenzamide(TITHERLEY and WORRALL), T., 840 ; P., 93.CI4HloO2NC1 syn-Benz y 1 i d ene-5-chloros a l i c y lamide ( TITHERLEY andHUGHES), T., 1376; P., 175.(TITHERLEY andHUGHES), T., 1374; P., 175.C,,H,,O,NBr s p - B enz y li d en e-5-b r o in osalic y lam i d e (HUGHES and TITHER-LEY), P., 344.6-B rom o-2-phen y l d i h y d r o-1:3-b enz oxaziu e-4-0 ne (HUGHES and TITHEK-LEY), P., 344.C14Hlo03NC1 0- and N-Benz oyl-5-c h 1 o r o s a l i c y 1 am i d e (TrrHERLEY andHUGHES), T., 1380; P., 175.27036-C hlo ro-2-p he n y ldi h y dro-l:3-b enz o xazi n e-4-0 n 14 IV-I5 111 FORMULA INDEX.C14H,003NBr O-Ben zoyl-5-bro m osalic y lam i d e (HUGHES and TITHERLEY),P., 344.C,,Hl10,NS2 D ic a r b ox y b e nz e n e s u l p h o h y d r o x im i cCl,Hl,ONC1 D i p h en y l c h 1 or0 ace t am i d e (CLARKE), T., 429.C14H,,0N2C1, 2:2‘ and 3:3‘-Dichloroacetylbenzidine (CAIN and MAY), T.,723.C14Hl,06N,S Nitro-p-cresol s u l p h i d e (GAZDAIL and SnmEs), T., 2251.C14Hl,0,N,S Nitro-p-cresol snlphoxide (GAZDAR and SnmEs), T., 2250.Cl,Hl,NIS A‘-X-D i m e t h y l d i p h e n y lam i n e-o-s u l p h o n i um iodide, mercuri-iodide of (BARNETT and SMILES), T., 985.C14H1503N3S p-D i m e t h y 1 a in i n o a z o be n z e n e-p-s u l p h o n i c acid, sodium salt,(methyl omitge) colour changes of, in acid solution (TIZART)), T., 2477 ; P., 225.C,,H,O,NCl, S u b s t a n c e, from carpaine hydrochloride and chlorine ( BARGEE)T., 472 ; P., 53.N-Benz o y 1-5-b r o mos a l i c y 1 amide (HUGHES and TITHERLEY), P., 344.a c i d (DAVIS andSMILES), T., 1295.14 VC,4H,0,N6S,Fe Hex am e t h y 1 f e r r o cyan oge n m e t h y 1 s u l p h a t e ( HARTLEY),T., 1726 ; P., 210.C1, Group.Cl,HloO, Substance, from red clover flowers (POWER aiid SALWAY), T., 239 ;Cl5Hl2O6 E r i o d i c t y 01 ( 2 : 4 : 6 - t r i ~ ~ l l ~ r u s ~ ~ ~ l c ~ ~ y l 3:4-dihydroxgstyr?/I E c t w c )(TUTIN), T., 2058 ; P., 222.C1,H1602 Z-aS-Dihydroxy-aS-diphenylpropane (MCKENZZE and WREN), T.,477.C15H& 2:4-Dimethoxybenzhydrol (POPE and HOWARD), T., 81.C,,H,,N a-P heny 1-l-me t h y l-A3-cycZoh e x e n e-4-ac e t o n i t r i l eC15H.&4 Di-n-propyl a - t h u j a d i c a r b o x y l a t e (THOMSON), T., 1514 ; P., 178.ClSHWN3 Sub s t a n c e, from ethyiidenexylidine and phenylbenzylhydrazine ( JONESP., 20.(HARDING andHAWORTH), T., 498.and WHITE), T., 641.15 I11C15H,0N, K e t o h y d r i n d e no phe naz i ii e (RuHEMA”), T., 1449.C,,H,O,Cl, 1 :4-D i c h l or o-8-h y d r o xy-5-m e t h y l a n t h r a q u i n o n e (WALSH and1:4-Dichloro-6 (or 5-) -hydroxy-5 (or S-) - m e t h y l a n t h r a y u i n o n e (WALSHC15H,,0,N4 S - p N i t ro b enze n ea z 0-8-11 y d r ox yq u i n o l i n e, and its hydrochlorideC,,HlOO,C1, 3:6-Di c h 1 or 0-5’ (or S’-) -h y clr ox y-2-0 (or WL-) -t o l u o y 1 ben z oic3:6-Dichloro-3’ (or 2’-) -hydroxy-2-0 (or m-) toluoylbenzoic a c i d (WALSHC1,Hlo06N, s u b s t a n c e , from quiiioiiue and trinitrobenzene (SuDBoRouGH andS u bs t a n c e, from isoquinoline and trinitrobenzene (SITDUOROUGH and BEARD),WEIZMANN), T., 690.and WEIZMANN), T., 691.and sodium salt (Fox), T., 1343.acid, and its sodium salt (WALSII and WEIZMANN), T., 689.and WEIZMAXN), T., 691.BEARD), T., 794.T., 795.C15Hl,0N, Quinolineazophenol, and its hydrochlorides (Fox), T., 1346.5-Benzencazo-S-hydroxyc~uinoline, and its salts, (Fox), T., 1339 ; P., 177.Cl,HllO,N w-Amino-o-h y d r ox y-ac e t op h e no ne, hydriodide (TUTIN), T., 3518 ;2704P., 245FORMULA INDEX.15 111-15 IVC15Hl107N5 Substance, from 3-phenylpyrazolone and trinitrobenzene (SUD-C,,H,ON, 5-p- A m i n o b e n z ene az o-8-h y d r ox y q u i n 01 in e, and its salts (Fox),ClaH1206N4 S u b s t a n ce, from a-methylindole and trinitrobenzene (SUDBOROUGHC,,H,,O,N w-Renzoy lamino-opdi h ;y d r ox y ac e t op h e none (TUTIN), T., 2516.Cl6Hl4O6N4 Substance, from tetrahydroquinoline end trinitrobenzene (SUDBOROUGHand BEARD), T., 796.C15H140,N4 Sub s t a n ce, from trinitrobcnzene and dimethyl-p-aminobenzaldehyde(SUDBOROUGH and BEARD), T., 791.C15H1408N4 S u b s t a n c e, from ethyl o- aiid p-aminobenzoate and trinitrobenzene(SUDBOROUGH and BEARD), T., 785.C,,Hls02N3 Dime t h y l a mi n oa z o be n z e n e-o-c a r b o x y 1 i c acid (methyl red),colour changes of, in acid solution (TIZARD), T., 2477 ; P., 225.c15H1506N5 S u b s t a II c e, from acetonephenylhydrazone and trinitrobenzene (SUD-BOROUGH and BEARD), T., 793.Cl,Hl,NSCl,Hlr03N Benzene s u 1 phony 1-p-m e t h ox y p h e n y l e t h y lamine (WALPOLE),BOROUGH and BEARD), T., 797.T., 1343.and BEARD), T., 796.P h e n y l e t h y 1 t h i 0 be n zami d e (RUSSELL), T., 957.T., 946.Benzoyloscine, resolution of (TUTIN), T., 1793 ; P., 215.Benzoyl-d-oscine, and its salts (TUTIN), T., 1796 ; P., 215.Cl5HI7O4N E t h y l o-cyanobenzylmalonate (MITCHELL and THORPE), T., 2270 ;C15Hl,02N a-Benzoyloxyoctonit’rile (DAVIS), T., 951 ; P., 89.C15Hl,0,N 3:4-D i a c e t o x y-N-a c e t y l p h e n y l e t h y l m e t h y 1 a m i n eC1,H2,O3N E t h y 1C15H,04N T r i m e t h y l rhamnoseanilide (IRVINE and MCNICOLL), T., 1455.CI,H,06N E t h y l B-cyanope n t a n e-aS6-t r i car box y 1 a t e (HOPE and PERKIN),P., 249.(PYMAN),3-e t h o x y-1:l-d i m e t h yl-A3-cycZoh e x e n y 1 i d e n e-5-cyano-T., 273.acetate, two stereoisomerides (CROSSLEY and GILLING), T., 529.P., 178.E t h y I 8-c y anoisop e n t ane-48-t r i car b o x y l a t e (HOPE and PERKIN), P., 178.C15Hz02N Cam p h or-%-am y 1 i mi d e (WooTToN), T., 415.C15HB03N %-Am yl-a-ca m p h o r am i c ;acid ( W-OOTTON), T., 413.15 IVC15H802N2C1, 2:4:6:2‘:4‘:6‘-H e x a c h 1 o r o m a 1 o n a n i 1 i d e (CHATTAWAY andCl5H8O2N2Br6 2:4:6:2’:4’:6‘-H e x a b r o m om a 1 o n a n i 1 i d e (CHArrAwAY andC15H,04C1,Br 3:S-Di c h 1 or o b r o m 0-5’ (or 6’-) -hydro xy-2-0 (or m-) -to l u oyl-C,,Hl,0N3Br 5-p- B ro m o b e n z e n e az o-8-h y d r oxy q ui n o l i n e, and its hydro-C15Hlo02N2C14 2:4:2‘:4’-Te t r a c h l o r o m a l o n a n i l i d e (CHATTAWAY and MASOW),Cl5Hl0O2N2Br4 2:4:2’:4’-Tetrabromomalonanilide (CHATTAWAY and MASOX),C16H1202NzC12 pp-D i c h l o r om a 1 o n a n i l i d e (CHATTAWAY and MASON), T., 340.Cl,H1202N2Br2 pp-Dibromomalonanilide (CHATTAWAY and MASON), T., -343.C15H1405N2S P h e n e t o 1 ea z o b e n z a1 d e h y d es u l p h o n i c a o i d, metallic salts of,C15H170,NS B e n z en e s u 1 p h on yl-p-h y d i‘o x y p h e n y 1 e t h ylm e t h y l a in i n eMASON), T., 342.MASON), T., 344.be I I zoic acid ( WALSH and WEIZMANN), T., 689.chlorides (Fox), T., 1342.T., 342.T., 344.(GREEN and SEN), T., 2243.(WALPOLE), T., 947.27016 11-16 I11 FORMULA INDEX.C1, Group.C16H1002 2-K e t o-4:5-d i p h en y 1 e n c-2:3-d i h y d ro f u r a 11 (RICHARDS), T., 1458 ;C16H1006 T r ifoli t i n (POWER and SALWAY), T., 240 ; P., 20.C16Hlo07 Substance, from red clover flowers (POWER and SALWAY), T., 236 ;C16H,20 3-Phenyl-1-naphthol (RUHEMANX), T., 461.C16H1203 9-H y d r o xy-10-1) h e n’an t h r ylac e t i c acid, and its barium and sodiumC16H& Pratol, from red clover flowers (POWER and SALWAY), T., 233 ; P., 20.C16H1205 Durn-santalin (PERKIN), T., 223 ; P., 23.CI6Hl2O, isolthamnetin, in red clover flowers (POWER and SALWAY), T., 244 ;C16€Il,N, 2:5-Diphenylpyrazine7 salts of (TUTIN and CATON), T., 2530 ; P.,245.2:6-Diphenylpyrazine7 salts of (TUTIN), T., 2501 ; (TUTIN and CATON), T.,2531 ; P., 245.CI6Hl3N3 P h e n y l h y d ra z one of 2-cyan o-1-h y d ri n d o n e (MITC:HELL andTHORPE), T., 2278.C16Hl402 8-Eenzylcinnamic acid (RUHEMANN), T., 460.and WILSON), T., 1724 ; P., 206.T., 235.ketone) (TUTIN), T., 2059 ; P., 222.T., 2060 ; P., 222.kttom) (TUTIN), T., 2059.T., 460.THORPE), T., 2275.P., 195.P., 20.salts (RICHARDS), T., 1458 ; P., 195.P., 20.P h en y 1 o-m e t h ox y s t y r y 1 k e t o n e (o-methoxybenzylideneacetophmone) ( STOBBECl&03 Benzoyl derivative of methyl p-conmarate (POWER and SALWAY),Cl6H1,O6 Horn oeriodictyol (2:4:6-trihydroxyphenyZ 4-hydroxy-3-.methoxystyrylH esper i t i n (2:4:6-trihydroxyphem~l B-h?/drox~4-rnetho~st~r~jl ketone) (TUTIN),&I onomethyleriod ictyol(2:6-~~i?~ydro~~/-4-?,Lethoxyphen?/l 3:4-&hydroxystyq~lC16H160, 8-P h en yl-&be nz y 1 pro pion ic acid, and its silver salt (RUHEMANN),C1,#,6N, P 11 en y 1 h y d r az o n e of 2-m e t h y 1-l-h y d r i n done (MITCHELL andC16H1802 Dim e t h ox y-p-t ol y lp hen y lm e t hane (MACKENZIE), P., 170.CI6Hl8O6 E t h y l methyltrimesate (SIMONSEN), T., 1913.CI6HmO4 Phenyl hydrogen camphorate (EDMINSON and HILDITCH), T., 227.a- and 8-Etlioxypiperonylidenepinacoline (BOON and WILSON), T., 1756 ;Benzyl a-thujadicarboxylate (THOMSON), T., 1515 ; P., 178.E-aB-D i h y d r o x y-aB-dip h e n y 1 b u t a n e (MCKENZIE and WREN), T., 479.P., 208.16 I11CI6Hl0o2N2 1 n d i r u b i n ( BLOXAM and PERKIN), T., 1460 ; P., 168.C38H1003C12 1 :4-D i c h 1 or 0-7 (or 5)-m e t h ox y-5 (or 7)-1n e t h y l a n t h raq ii i n oneCl6HI1o5N w-P h t h alimin o-op-di h y d r o x ya c e t op h en one (TUTIN), T., 2517.C16Hl10,N5 Substance, from 8-imino-a-cyanohydrindene and trinitrobenzeneC16HliOsNs Substance, from a-nitro-8-naphthylamine and trinitrobenzene (SUD-C16H12C)2N2 oo’-Dibydroxy-2:5-diphenylpyrazine (TUTIX), T., 2518 ; P., 245.pp’-Dihydroxy-2:6-diphenylpyrazine, and its salts (TUTIN), T., 2623 ; P.,244,( b t ALSH and WEIZMANN), T., 692.(SUDBOROUGH and BEARD), T., 790.BOROUGH and BEARD), T., 785.270FORMULA INDEX.16 111C,H,,O,N, Substance, from triketohydrindene and benzaniidine (RUHEMANN),T.,‘2029 ; P., 235.ClaH1204N2 oo’pp’-Te t r a h ydroxy-2:5-di p h e n y 1 p y ra zi n e, and its sulphates(TUTIN), T., 2514 ; P., 245.Cl6Hl2O,C1, 3:6-D i c h 1 or 0-4’ (or 2‘)-m e t ho xy-2-o-(or 21)-to l u o y l b e nz o i c acid(WALSH and WEIZMANN), T., 691.C,,H,,ON, 5-p-T olu en eaz o-8-h y dr o x y q u i n o li n e, and its salts (Fox), T.,1341.Cl,Hl,O,N l - H y d r i n d o n e-2-car ba n i l i d e (MITCHELL and THORPE), T., 2274.C,,$I1,o6N w-Ph t halamin o-opd i h y d ro x yac e t op h e n one, (TUTIN), T., 2517.C1,H,,O,N, s u b s t a n c e , from o-Rmino-z~-toluquinonc and trinitrobenzene (SUD-Substance, from trinitrobenzene and naplithylenediamine (1:2-, 1:4-, 1-5-, andC,H,,O,N, Substance, from l-phenyl-3-methylpyrazolone and trinitrobenzeneC,,H140,N4 2:2’-Dini t r o d i nc e t y 1 b enzi d i n e (CAIN and MAY), T., 724.C,,H,,O,N Diphenacylamine, hydriodide of (TUTIN), T., 2521 ; P., 244.C1,H,,04N pp’-Dihydroxydiphenacylamine, and its salts (TUTIN), T., 2522 ;C,,H,,O,N, 2-Nitrodiacetylbenzidine (CAIN and MAY), T., 725.C,,H1506N wm’j$-Te t r a h y d r ox y d i p h e n s c y lam i n e, salts of (TUTIN), T.,C16H,,06N4 Substance, from ar-tetrahydro-a-naphthylamine (SUDBOROUGH andC,,H,,O,,N, C a f f e i n e salt of 2:3:5-t r i n it r o-4-a c e t y 1 am i n o p h en o 1 (MELDOLACl,Hl,04N Narc i s s i n e and its hydrochloride ( EWIXS), T., 2106 ; P., 296.C,H1,o2N2 4’-Acetyl-3-ethoxybenzidine (CAIN and MAY), T., 725.C16H1803N2.p - A z o x y p h e net o 1 e, absorption of carbon dioxide by, relation betweensolubility and the physical state of the solvent in the (HOMFRAY), T., 1669 ;P., 197.BOROUGH and BEARD), T., 796.1:8-) (SUDBOROUGH and BEARD), T., 787.(SUDBOROUGH and BEARD), T., 797.P., 244.2523 ; P., 244.BEARD), T., 786.and KUNTZEN), T., 453.Acetyldinnisidine (and + H20) (CAIN and MAY), T., 723.ClsHl8o4Nz Camp h o r-3-n i t r o p h en y 1 im i de ( WOOTTON), T., 415.C,,H,,O,N Laurepukine (ASTON), T., 1387 ; P., 11.c16H,,0,N, S u b s t a n c e, from tetramethyl-p-phenylenediamine and trinitrobenzeneC1,H,,CISi Di b e nz yle t h y I s i 1 icy1 chloride (CHALLENGER and KIPPING),Cl,HmO,S P h e n y l camphor-B - s n l p h o n a t e (EDMINSON and HILDITCH),Cl6HmO5N2 3-N i t r o p h en yl-u-c am p h o ram i c a c i d (WOOTTON), T., 413.C,,H,104N 4-H y d r o x y p h en y l-a-c am p h o r am i c a c i d (WOWTON), T., 414.C,,H,,O,Br Brom oe t h o x y p i per on y 1 i d en e p i n aco 1 i n (Boor; and Wr~sox),Cl6HzzO3N2 3-Aminophenyl-a-camphoramic acid, and its hydrochlorideC,,H,ON Aa-Noneno-p-toluidide (HARDING and WEIZMANN), T., 302.cl,H,02N Camphorcarboxypiperidide (GLOVER and LOWRY), P., 163.C,,H,O,N T e t r a m e t h y l mannoseanilide (TRVINE and MCNICOLL), T., 1452.Cl6HaO2N Camp h o r-n-h e x y 1 i m i d e ( WOOTTON), T, , 415.Cl6Hmo3N n-H e x y 1-a-c am p h o r am i c aci d (WOOTTOW), T., 413.C&,O,N E t h y l carpamate, hydrochloride of (BARGEK), T,, 469,(SUDBOROUGH and BEARD), T., 792.T., 146.T., 228.T., 1754.(WOOTTON), T., 414.T e t r a m e t h y l galactoseanilide (IRVINE and MCNICOLL), T., 1454.27016 IV-16V FORMULA INDEX.16 IVC,,B[,o3NC1, 1 :4-D i ell1 or o-5-sc e t y I ami n oan t h r a q u i n on e (WALSH andC,,H,O,N,S, Dinitro-S-thien y l y h e n a z o t h i o n i u m hydroxide (f &H,O)C,,H,,O,N,Br, S u b stance, from 1:6-dibrom0-2-naphthylamine and trinitro-cl,H,lo,~3s (MORGAK2-B en z e n e s u 11) h o XI y l n a p h t h y 1 e n e-l-d i a z o-2-imi d e (MORGAN and GOD-Be II z e n esu 1 p ho n y l n a p h thylene-2:3-diazoi ni i d e (MORGAN and GODDEN),(WALSH andM EIZMANN), T., 688.( BAKNETT and SMILES), T., 373.benzene (SUDBOROUGH and BEARD), T., 7S2.and GODDEN), T., 1717.l-I3 en z e n e s u l p h on y 1 n a p h t h y 1 e n e-2-diazo-l-im i d eDEN), T., 1715.T., 1718.C,,Hl,04NC1, 1 :4-Dic h l o ro-5-amino a 11 t h r a q u i n one ace t a t eWEIZMAXN), T., 688.C,Hl,0,N3S Benzenes u l p h o n yl-2:4-d i n i t r o-a-n a p h t h ylam i n e (MORGANaud GODDEN), T., 1715.C,,H,,O,N,Br Sub stance, from 4-bromo-l-naphthylamine and trinitrobenzeneS u b s t a n c e, from a-bromo-B-naphthylaminc and trinitrobenzene (SUDBOROUGH(SUDBOROUGH and BEARD), T., 782.aiid BEARD), T., 782.Cl,H,,0,N2S Benzene s u l p h onyl-l- n i t r o-B-n a p h t h y I am i n eC16H1409N2C12C,,H,,O,N,S 2- Re n z e n e s u l p h on y 1-1 :2-n a p h t h y 1 en e d i a m i n e (MORGAN andC,6H,404N2C12 T a r t a r o d i-o-,m-, and p-chloroanilide (FRANKLAND and Tw~ss),(MORGAN andGODI~EN), T., 1714.2:2’-D i c h l orod iace t y 1 be nz i d i n e (CAIN and MAY), T., 724.GODUEN), T., 1714.T., 159.C1,H,,0,N2Br, Tartarodi-o-, m-, and p-bromoanilide (FRANKLAND and TWISS),T., 157.c l , ~ , , 0 2 N 3 ~ 1- B e nz e n es u l p h o nyl-1:2:4-t r i a m i n on a p h t h a l e n e (MORGANand GODDEN), T., 1716.ClaHl6O3NC1 P h eny l u r e t h a n e of y-c h 1 or o-B-h y d r ox y-a-p h o noxy prop a n e(BOYD and MARLE), T., 1789 ; P., 209.,. ~ C,,H;,O,NCl Camphor-2-, 3-, and 4-chlorophenylimide (WOOTTON), T., 415.C16HlY02NBr Caul 11hor-2-, and 3-bromophenylimide (WOOTTON), T., 415.C,,H,O,NC1 2-, 3-, and 4-C h l o r op h en y l-a-ca m p h or am i c a c i d (WOOTTON),T., 415.C,H,O,NBp 2-, and 3-B r o 111 o p h en y 1-a-c amp ho r am i c a c i d (WOOTTON), T.,415.C,,H~O,NBr Camp h or c a r b o x y b r om o pipe r i d i d e (GLOVER and LOWRY), P.163.16 VC,,H,,O,N,BrS 2 - Ben z e n es 11 1 p h on y 1 - 4 - b r o m o n a p h t h y l e n e - 1 - d i a z o - 2-(MORGANBe nze ri e s u Ip h o n yl- 2 - n i t 1’0 - 4 - b rom o - a - n a p h t h y l a m i neimide (MORGAN and GODDEN), T., 165.and GODnEN), T., 1712 ; P., 165.(MORGAN and GODDEN), T., 1711.l - B e nz e n e s 11 I p 11 o n y 1-4-br o 111 o n a p h t h y 1 e c e-2-di az o-l-im id eC16Hl104N2BrSCl,H,,O,NBrS B en ze n e s u l p h onyl-4-br o m o-a-n a p h t h y 1 am in e (MORGAN andC1&02N2BrS 1-, and 2-B e n z e n esul pli o n y 1-4-br om o-l:2-nap h t h y lenedi-C1~H32016N6SlF~ Substance, from potassium ferrocyanide and methyl sulphateGODDKN), T., 1710.a m i ne (MORGAN and GODDEN), T., 1709 ; P., 165.(HARTLEY), T., 1072, 1725.2’7 0FORMULA INDEX.17 11-17 I11C17 Croup.Cl7HI2O2 2-Benzo-a-nap hthol, and its salts (EDYINSON and HILDITCH), T., 226.C17H120s P r a t e na o 1, from red clover flowers (POWER and SALWAY). T. , 238 ; P. ,C17Hl,N3 3-p-Tolyl-&naph t haisotriazole ( 2 - p - t o Z y E ~ ~ ~ ~ ~ y E e ~ - ~ - d ~ a ~ - 2 C17H1404 Chrysophanic a c i d d i m e t h y l e t h e r (TUTIN and CLEWER), T., 6.Cl7HI6O2 BB-Di b e nzo y 1 prop a 11 e (SMEDLEP), T., 1492.C17H1606 2:4-Diacetoxybenzhydrol (POPE and HOWARD), T., 80.C,7H1,0s T r i e t h y l hydrogen p r e h n i t a t e (BAMFORD and SIMONBEX), T., 1908.C17HM02 Menthyl benzoate (COHEN and DUDLEY), T., 1750.C17H3004 Diisobutyl a - t h u j a d i c a r b o x y l a t e (THOMSON), T., 1514 ; P., 178.20.(MORGAN and BRAMLEY), P., 151.17 I11C17H,,0S N a p h t h a t h i o x s n t h o n e (DAVIS and SMILES), T., 1298 ; P., 174.c17Hlo04Cl, 1:4-D i c h l o r o-8-a c e t o x y-5-m e t h y 1 a n t h r a q u i n one (WALSH andC17H110,N O-B enzo y l-2-cyan 0-1-11 y d r i n d on e (MITCHELL and THORPE), T.,C1,H110,N3 o-, and p-Nitro-o-carboxybenzenc-4-azo-a-naphthol (BALY,TUCK,C17H,@N4 Ben z o y l-l-am in onap h t h yl-4-azoimide (MORGAN and COUZENS),C17H120N, Ben zo y I-l-amin o n a p h t h a 1 ene-4-d iazo n i um azi d e (MORGAN andC17H120,N, Azo derivative of 2:5-d i n i t r o-l-m e t 11 o xy-3:4 - q u i n o ne diazid eSubs t en ce, from formo-a- and B-naphthalide and trinitrobenzene (SUDBOROUGIIWEIZMANN), T., 690.2278.and MARSDEN), T., 1501.l ., 1697.COUZENS), T., 1697.( MELDOLA and HEVERDIN), 7'. , 1206.and BEARD), l'., 790.C17Hl,02N3C17H1304NC,,Hl40,N, 5 9 - 8 c e t y 1 am i n o b e nz e n eazo-8-h y dr o x y q u i n o li ne: and its sodiumC17Hl,oN, Q u i n o 1 i n e a z op h e n e t ole (Fox), T., 1347.C17H,,02N3 5-p-E t h ox y be n z e n e azo-8-h y dr ox y quinoli n e, and its sodium saltQuinolineazophenyl a c e t a t e (Fox), T., 1346.o-P h t h a l i n i i n o-o-rn e t h o x y a c e t o p h en o n e (TUTIN), T., 2517.w-Ph t halim ino-p-me t 11 oxyac e t oph en one (TUTIN), T., 2508.salt (Fox), T., 1343.and hydrochloride (Fox), T., 1344.E: t hox y q u i n o 1 i n eazo p h en o l (Fox), T., 1347.C17Hl60N2 p-D im e t h y 1 am i noanil o-a-h y drindon e (RUHEMANN), T., 1446.C17H1703N P u k a t e i n e , and its salts (ASTON), T., 1382; P., 11.C17H1704N Ben z o y l derivative of B-3-m e t hoxy-45-m e i h y 1 en e diox y-p h en yl-C17HlR03N2 E-Methoxysuccindianilide (PC'KDIE and NEAVE), T., 1520.C,7H1903N 2-, 3-, and 4-Nitrobenzylidenecamphor (WOOTTON), T., 411, 412.C17HmON, Ben z y 1 i d en e c a m p h or q a i no n e h y d r a z o n e (FORSTER and ZIM-Cl,Hm02N, a@-D i b en zy l a min o p r o pi0 n i c acid, and its &hydrochlorideP h en y 1 h y d r azo n e of 4:5-d i m e t h ox y-o-m e t h y l a c e t o p h en one (HARDIKGa-B e n z o yl cam p h or q ui n on e h y d r az o n e ( FORSTEX and ZIMMERLI), T., 2169.C17H210aN d-Camphorbenzylimide, preparation O f (EVANS), T., 2240.Camphor o-, m-, andp-tolylinlide (WOOTTON), T., 415.e t h y l a m i c e (SALWAY), T., 1212.MERLI), T., 2170.(FRANKLAND), T., 1688 ; P., 202.and WEIZMAXN), T., 1128 ; P., 130.27017 111-18 I11 FORMULA INDEX.C17H2,02N, Camp h o r q u i n o n e - u - @ - p h e n y 1 car ba m y 1 h y d r az on e( FORSTER and ZIMMERLI), T., 2174 ; P., 245.Cl?H,02N P h e n y l u r e t h a n e of A3-m-menthenol (8) (LUFF and PERKIN), T.,2153.C17HB0,N o-, m-, andp-Tolyl-a-camphoramic a c i d (WOOTTON), T., 415.andP h e n y l u r e t h a n e of A3-pmenthenol (8) (PERKIN and WALLACH), T., 1433.Hyoscyamine, specific rotatory power of (CARR and REYNOLDS), T., 1328 ;P., 180.17 IVCl7Hl1ONS B-Aminonap h t h a t h i o x a n t h o n e , and its platinichloride (DAVISC17H140a2S2 S u b s t a n c e, from immedial-ipdone ( FRAKK), T., 2045 ; P., 218.C17H1503N3S Met h a n e s u l p h o n y l-p-am i n o b e nzen eazo-B.n a p h t h o l (MORGAN,Gl7Hl8O3NC1 P h e n y l u r e t h a n es of y-chlor o-@-hy d rox y-u-o-, and p-t o l yl o x y-and SMILES), T., 1299 ; P., 174.PICKARD, and MICKLETHWAIT), T., 63.propane (BOYD and MARLE), T., 1790 ; P., 209.CIS Group.CI8Hl3N, oo-Dicyaiio-@B’-diphenylisobu t y r o n i t r i l e (MITCHELL and TAORPE),C18Hl,0, A c e t y l derivative of p r a t o l (POWER and SALWAY), T., 233.Gl8Hl6O4 p-C a r b e t h ox y d i b e n z o y 1 methane (SYEDLEY), T., 1491.C18H1606 oo-D i c a r h o xy-BB’-d i p h en y lisobu t y r i c a c i d (MITCHELL and THORPE),T., 2281.C1&& D i a c e t y 1 derivative of 2:4-di h y d r o x y-l’-m e t h ox y b e n z h y d r o l(POPE and HOWARD), T., 973.C18Hzs02 M e n t h y l p h e n y l a c e t a t e (COHEN and DUDLEY), T., 1749.C1RH2603 Menthyl o-, m-, and p-methoxybenzoate (COHEN and DUDLEY),T., 2280.Menthyl o-, m-, andp-toluate (COHEN and DUDLEY), T., 1749.T., 1739.18 I11C18Hlo0,N2 2-o-Car b o x y b enz o y 1 indonog 1 y oxaline, and its silver saltC,,Hl20N4 Q u i n ol i n eaz o-8-h y d r o x y q u i n o line, and its sodium salt andhydrochlorides (Pox), T., 1345.C18]CI1206N4 Sub 8 t a n c e, from carbazole and trinitrobenzene (SUDBOROUGH andBEARD), T., 796.C18H1,NS N-Phenylthiodiphenylamine (BARNETT and SMILES), T., 364.C18Hl,0,N o-P h t halim ino-opdim e t h o x y ace t o p h e none (TUTIN), T., 2513.C18H1506N7 Substance, from 2:4-diaminoazobenzene and trinitrobenzene (SUD-C18H160,N, -’-Dime t hoxy-2:S-diphenglpyrazine, and its salts (TUTIN), T.,pp’-Dimethoxy-2:6-diphen lpyrazine, and its salts (TUTIN), T., 2506 ; P.,Cl8Hl8O7N4 Substance, from a-amino- 8-naphthyl ethyl ether and trinitrobenzeneCldHI6O8N, Substance, from ethyl 2-aminoindene-3-carboxylate and trinitro-18 l,OsN 8-Methoxy-6:7-methylenedioxy-l-benzyl-3:4-dihydro~~~uinol-and(RUHEMANN), T., 1442.BOROUGH and BEARD), T., 787.2505; P., 244 ; (TUTIN and CATON), T., 2531 ; P., 245.244 ; (TUTIN and CATON), ’I!, 2532 ; P., 245.(SUDBOROUGH and BEARD), T., 787.benzene (SUDBOROUGH and BEARD), T., 788.‘in,, and its hydrochloride (+2H 0 ) and picrate (SALWAY), T., 1214.6-M e t h o x y-7:8 -m e t h y 1 en e d i ox y -1-b en z y 1-3:4-d i h y d r oisoq n i n 01 i n e,its hydrochloride and picrate (SALWAY), T., 1215.271FORMULA INDEX.18 111-19 I1Cl8Hl8O2N2 P h en y 1 h y draz on c l - h y d r i n do ne-2-car box y 1 ateC18Hl,0,N, cis-B e t r a h y dro f u r an-2:5-d i c a r box y 1 d i a n i li d e (LE SUEUR andCl8HlsO4N2 Acid d i a m i d e of oo-d i c a r b o x y-pB’-d i p hen y lisobu t y r i c acidC18H1808N4 Substance, from ethyl 8-anilinocrotonate and trinitrobonzene (SUD-Cl,Hl8N,Sb Tr i-p-am i n o t r i p h e n y 1 s t i b i n e (MAY), P., 142.C&19Oi$s 8-B e nz y l-y-b e n z y 1 amino m e t h y 1 h y d an t oi n,of(MITCHELL and THORPE), T., 2273.e t h y 1HAAS), T., 184.(MITCHELL and THORPE), T., 2281.BOROUGH and BEARD), T., 790.and its hydro-Be nzo y 1 derivative of c am p h ane-ox y t r iazi n e ( PORSTER and ZIMMERLI), T.,P h e n y 1 ace t y 1-B-3-m e t h oxy-4:5-m e t h y l e n edio xyp hen y l e t hyl-chloride (FRANKLAND), l‘., 1689 ; P., 203.2177.amine (SALWAY), T., 1213.C18H1904Npp’-D im et hox y d i p h e nac y lam i n e, hydrochloride of (TUTIN), T. , 2507.C18H,03N2 Diacetyl-3-ethoxybenzidine (CAIN and MAY), T., 725.C18H2,,04N2 P he 11 y 1 h y d r az o n e of h y d r ox y d i a c e t y 1 dime t h ox y b en z ene( TUTIN and CATON), T. , 2066.C18H,0,N3 B-B enz y 1 am i n o-a- be n z y 1 car bami d o p r o pi on i c acid (FRANK-LAND), T., 1689 ; P., 203.C18H2104N Hydroxycodeine, and its salts (DOBBIE and LAUDER), P., 339.C18H,04N2 Ace t y 1 derivative of 3-am i n o-p h e n y I-a-c am p h or an1 i c acidClaH250,N ~ 4-Ethoxyphenyl-a-camphoramic a c i d (WOOTTON), T., 415.C,,H1206N3Sb Tr i n i t r o t r i p h eny Is t i b i n e (MAY), P., 142.C18H130,N4Br A c e t y 1 derivative of subs t a n c e, from a-bromo-B-naphthylamineC18H1408N3Sb T ri n i t rop h e n y 1 s t i b i n e d i hydro xide, and its dichlorideCl8H1,O4SSbCl8H,,OC1Sb T r i p h en y 1s t i b i n c h y d r o x y c h l o r i de (MORGAN, MICKLE-Cl8Hl6O4NSb Trip hen y Is t i b i n e hydro x y n i t r a t e (MORGAN, MICKLETHWAIT( WOOTTON), T., 414.18 IVand trinitrobenzene (SUDBOROUGH and BEARD), T., 782.(MAY), T., 1958.T r i p h en yls t i b i n o s u l p h a t e (MAY), T., 1958.THWAIT, and WHITBY), T., 37.and WHITBY), T., 35.C19 Group.C1gH120:3 3-H y d r o xy-9-p h en y 1 flu o r o n e (POPE and HOWARD), T., 1026.ClgH140, 3:6-D i h y d r o xy-9-p h e n y 1 xan t h e n (POPE and HOWARD), T., 81.C19H1805 Piper o n y l i d e n e-4:5-dim e t h ox y-o-m e t h y lace t o p he non e (HARD-ClgH2,06 Matairesinol (+Et OH) (EASTERFIELD and BEE), T., 1028 ; P., 7.C,,HB06 Ben zo y 1 ox y d i a c e t y 1 dime t h ox y b e nz ene (TUTIN and CATON), T.,C19H2207 M a t a i r e s i n o 1 i c a c i d ( + 3H20), and its calcium salt (EASTERFIELD andC19H13BSi Dibenzylethylpropylsilicane (CHALLENGER and KIPPING), T., 146 ;C 1 ~ z e 0 3 Menthyl o-, m-, and p-e thoxybenzoate (COHEX and DUDLEY), T.,ClgH?,,N2 Menthylethylbenzamidine, and its salts (COHEN and MARSHALL),ING and WEIZMANN), T., 1128.2066.BEE), T., 1031 ; P., 7.P., 3.1741.I!., 333.271-19 IV FORMULA INDEX.C,,HsaOl, M e t h y 1 p e n t a m e t h y 1 gy n o c a r d i n a t e (MOORE and TUTIN), T.,CIgHBN Tridecylaniline, aud its hydrochloride (LE SUEUB), T., 2440 ; P., 290.ClgH&& Diisoamyl a-thujadicarboxylate (THOMSON), T., 1514 ; P., 178.1287 ; P., 182.19 111C19H80sBr, T e t r a bromo-3-h y dr ox y-9-p hen y lfl uorone (POPE and HOWARD),T., 82.cJ11206N4 Subs t a nc e, from acridjne and triuitrobenzene (SUDBOROUGH andBEARD), T., 796.S u b s t a n c e, from a- and B-naphthaqninoline and trinitrobenzene (SUDBOROUGHand BEAED), T., 795.C19HisON3 5-a-N a p h t h a1 e n e a z o-8-h y d r o x y q n i n o 1 i n e, and its hydrochlorideand sodium salt (Fox), T., 1345.&uinoline-3-azo-~-naphthol (MILLS and WATSON), T., 753 ; P., 56.C19H1,02Ng a-oo-T ricy an o-BB‘-d i p hen y lisob u t y r i c acid, and its potassiumcl9H1,o8N, Subs t a n ce, from m-nitrobenzaldehydephenylhydrazone and trinitro-ClgHl,NS Diphenylthiobenzamide, preparation of (RUBSELL), T., 956.C19H,,0,N, B en z oy l-4-11 i t r oe t h y 1-a-n a p h t h y lam i n e (MORGAN and COUZENY),T., 1693.CleH,06N, S u bs tance, from benzglaniline and trinitrobenzene (SUDBOROUGHand BEARD), T., 788.CloH1’102N3 Nitrosam ine, from hydrolysis of benzoylethyl-4-aminonaphthalene-1-diazonium salts (MORGAN and COUZENS), T., 1696.Cl9HIAON2 as-B e n z o y 1 e t h y 1-1 :4-n ap h t h ale n e d i am i n e ( MORGAK andCOUZENS), T., 1693 ; P., 165.Cl9H1,O,N, cycZoP en t an-1-0 n e - 2 5 - d ic a r ba n i l i de (MITCHELL and TIIORPE), T.,1003.Cl,H,03N, 13’-Dibenzyltetrahydrouric acid (FRANKLAND), T., 1691 ; P.,203.C,H,O,,S, Matairesinoldisulphonic acid, barium salt ( +5H20) (EASTICWFIELD and BEE), T., 1030 ; P., 7.C19H2,0sNC19H,02N2 E t h y 1 3-a n i 1 i n 0-1 :1 -d i m e t h y l-A3-cycZoh ex e n y 1 i den e-5-c y a n o-C19H,02N Menthyl 0-, and p-dimethylaminobenzoate (COHEN and DUD-C19H,,0N2 P h en y 1 t ri dec y l n i t r o s o am i n e (LE SUEUR), T., 2440.19 IVsalt (MITCHELL and THORPE), T., 2280.benzene (SUDBOROUOH and BEARD), T., 793.Laureline, and its salts (ASTON), T., 1386 ; P., 11.acetate (C~OSSLEY and GILLINC), T., 527.LEY), T., 1746.ClgH1308N,S D i n i t r o-8-sa 1 i c y 1 p h e n a z o t h i o n i u m h y d r o x i d e (BARNETTand SMILES), T., 372.cl9H!,ON3c1 E en z oy I e t h y 1 - 4 -am i n on a p h t h a 1 e n e -1- d i az on i u m c h 1 o r -i d e (MORGAN and COUZ~F,NS), T., 1695.c1~~1605N3c1 per-chlorate (MORGAN and COUZENS), T., 1695.C19H1705N3S Ben z o y 1 e t h y l-4-am i n o nap h t h a l e n e-1-d i a z o n i u m s u l p h a t e( +EtOH) (MORGAN and COUZENS), T., 1694.c,9H26?,SSi dZ-D i be n z y 1 e t h y l p r o p y 1 sili canes u l ph oni c acid, metallic saltsof (CHALLENGER and KIPPING), T., 152 ; alkaloidal salts of (CHALLENQER andKIPYING), T., 760.Z-D i b e n z y l e t h y1 pro p y l s i l ic ane s ulp h oni c acid, alkaloidal salts of (CHAL-LENGEK and KIPPING), T., 760.Benzo y le t h y l-4-a m i n o nR p h t hale ne-1-d i az o nium271FORMULA INDEX.19 IV-20 I11C,,H~O,S,Si D i b e n z y 1 e t h y 1 prop y 1 s i l i c a n e d i s u 1 p h o n i c a c i d, metallicsalts of (CHALLENGER and KIPPIKG), T., 153.19 vC,,H,,ON,Cl&l Ben z o y l e t h y 1-4-a m i 11 o n a 1) h t h a 1 e n e-l-d i a z o n i u IIIs t a n n i c h l o r i d e (MORGAX and COUZENS), T., 1695.Czo Group.C,H,,O, 9-Phenyl-2-methylfluorone (POPE and HOWARD), T., 1026.C,H,,O, 6.Hyd rox y-9-p h e n y 1-2-m e t h y 1 x a n t h e n (POPE and HOWARD), T.,81.C,H,,O, 3:6-Di h y d r oxy-4’-me t h ox y-9-p h en y l x a n t h e n (POPE and HOWARD),T., 974.C,HleO, Z-aB-D i h y d r o xy-aB8- t r i p h en y l e t h a n e (MUKENZIE and WREN), T.,480.C,,H,N 2-tcrt.-Butyl-4:5-diphenylpyrrole (BOON), T., 1260 ; P., 95.C,H,O, D esylpinacolino (a-tot.- b u t y r y Z - 8 - b e i t x o y L ~ e ~ ~ ~ Z e ~ ~ ~ c ) (BOON), T.,CzoH,04 a- and B-Nsphthyl hydrogen CamphOrate(EDM1NSON and HILDITCII),C,H,O, 2:4: 6-T r i m e t h o x y p h e n y 1 3:4-d i m e t h o x y s t y r y 1 ke t on e ( TUTIXC2,HWOS o-&A c e t y I vin y l p h e n y 1 h y d r o ge n camphorate ( EDMINSOX andC,,H,N, E t h y l i d e n e x y l i d i n e , bimolecular (JONES and WHITE), T., 641 ; ab-C,H,Os Menthyl o-, and p-allyloxybenzoate (COHEN and DUDLEY), T.,CzoHsOO3 Menthyl u-, ?la-, and p-propoxybenzoate (COHEN and DUDLEY), T.,1258.T., 227.and CATON), T., 2067 ; P., 223.HILDITCH), T., 227.sorption spectrum of (PURVIS), T., 645.1745.1742.Menthyl 0- andy-isopropoxybenzoate (COHEN and DUDLEY), T., 1743.C,H,O Phytosterol, from colocynth (POWER and MOORE), T., 108.20 I11C,H,,O,S, D i n a p h t 11 yl en e y-d i s u 1 p h o x i d e ( HILDITCH), T., 2691.CmHlsON2 isoP hen y l m e t h y l a c e t y 1cycZop ent e 11 e p h e n az i n e ( RUHEIANN), T.,1444.C,H,,ON, Benzoylethyl-4-aminonaphthalene-l-diazonium c y a n i d e ’(MORGAN and COUZENS), T., 1695.C,H,,O,N, Salicylphenylbenzamidiiie (TITHERLEP), T., 209 ; P., 9.C,HI6o7N Anhydrocotarninenitrophthalido (HOPE and ROBINSON), I?.,CPOH170N 8-H y d r o x y-5-p h e n y 1 -3.m e t h y 1 d i h y d r o a c r i d i n e andC,H,,O,N Berberine, constitution of (PERKIN and ROBINSON), T., 305 ; P., 24.CzoH170,Ns S u b s t a n c e , from oo-diaminostilbene and trinitrobenzene (SUDBOROUGHC,H,,03S Substance, froin 2:3-diketo-l-acetyl-4-p~ienyl-5-methylcycZopenteneCJI,,O,N An h y droco t a r n i n e am i no p h t h a1 i d e (HOPE and ROBINSOX), P.,230.HOWARD), T., 83.(POPEand BEARD), T., 791.arid phenylmercaptan (RUHEMANX), T., 1444.230.27120 111-21 I1 FORMULA INDEX.C,H,O.,N, mm'pp'-T e t r a me t h o xy-25-d i p h e n y 1 p y r a z i ne,(TUTIN), T., 2510 ; P., 244 ; (TUTIN and CATON), T., 2533; P., 245.2511 ; P., 244 ; (TUTIN and CATON), T., 2533 ; P., 245.and its saltsnim'pp'-T e t ram e t h oxy-2:6-d i p h en y l pyr a z i n e, and its salts (TUTIN), T.,CzoH210zN a-, and B-Naphthylcamphorimide (WOOTTON), T., 415.CmHzlO,N Papaverine, constitution of the reduction products of (PYMAN andCmHB04S a- and B-Naphthyl camphor-8-sulphonate (EDMINSON arid HIL-C,H,02N Oxime of desylpinacoline (BOON), T., 1258.CmH,03N a- and B-Naphthyl a-camphoramic acid (WOOTTON), T., 415.CSHB0,N Pavine, and its hydriodide (PYMAN and REYNOLDS), T., 1327 ; Y.,180 ; preparation and resolution of (POPE and GIBSON), T., 2207 ; P., 250.d- and I- Pavine, rotatory power of salts of, with d- tartaric acid and d- andZ-camphor-B-sulphonic acid (POPE and GIBSON), T., 2211 ; P., 250.CmHaO;N2 E t h y 1 3-m e t h y 1 an i 1 i no-1: 1-d i m e t h yl-AY-cycZoh e x e n y 1 i d e n e-5-cyanoacetate (CROSSLEY and GILLING), T., 527.REYNOLDS), T., 1320 ; P., 180.DITCH), T., 228.Dioxime of desylpinacoline (Boos), T., 1259.CzoHzaOsS o-B-A ce t y 1 vi n y 1 p he n y 1 camp h o r-8-s u 1 phonate (EDMINSON andC,HY0O4S2 Dicaniphoryl B-a-disulphoxide (HILDITCH), T., 1096 ; P., 95.C,H,O,P D i c a m p h o r 1 p h o s p h i ii i c n, c i d, and its metallic salts (MORGANHILDITCH), T., 228.and MOORE), T., lS9f.20 IVC,H130,N,S Te t r a n i t ro-S-p h e n e t y l p hen a z o t h ion i u m hydro x i de, and itssul hate (BARNETT and SMILES), T., 368.C,Hl,0k2C12 4:4'-D ich 1 o r 0 be n zi I p h e n y 1 h y d r a2 o n e ( I<ENNER and WITHAM),T,, 1967.C,H,,O,BrS d-B o rn y lamin e d-a-b r o m o c a in p ho r-x-s u 1 p 11 on a t e (POPE andREAD), T., 994.20 vT e t r ac h l o r o-X-p he n e t y 1 p h e naz o t h i on iumd-(Z)-Te t r a h y d r o q u i naldi n eCmH130NC14SC,H,O4NBrShydro x i d ed-(Z-)a-b r o ni o c am ph o r-T-s u 1-(+H,O,CHCI,) (BI~ADY and SMILES), T., 1561.phonate (POPE and READ), T., 2203.Czl Group.CZ1Hl4O4 3-Acetoxy-9-phenylfl uorone (POPE and HOWARD), T., 1027.C,H,,O, E t h y 1 2-k e t o-3-a c e t oxy-4:5-di p he 11 y 1 e n e-2:3-di h y dr o f u r a n - 3-C21H1609 A c e t y 1 derivative of s u b s t a 11 c e, from red clover flowers (POWER andC2,H1,N 2:3-Diphenyl-l-metliylindole, preparation of (RICHAKDS), T., 978.C,,Hl,O3 6-H y d roxy-4'-m e t h nxy-9-p he nyl-2-m e t h y l x an t h e n (POPE aiidC21Hm02 i-a-M c t lio x y-aBB-t r i p hen y l e t hane ( MGKENZIE a i d WREN), T., 483.C21Hm011 Quo rc i t ri n, and its trisodium derivative (MooI~E), P., 182.CaH20012 Serotriii (+3H,O) (POWER and MOORE), T., 1109 ; P., 124.CzlHnOi Acetylmatairesinol (EABTEKFIELD and BEE), T., 1030 ; P., 7.C21H34N2 Menthyldiethylbeiizainidine, and its salts (COHEN and MARSHALL),2714carboxylate (RICHARDS), T., 1457 ; P., 195.SALWAY), T., 239.HOWARD), T., 974.Z-a-M et hoxy-a@3-t r i p hen yle t hane (MCKENZIE and WBES), T., 485.Incarnetrin, from clover flowers (ROGERSON), T., 1008 ; P., 112.T., 333FORMULA INDEX.21 11-22 I1CaH,,04 T r i f o l i a n o l (POWER and SALWAY), T., 249 ; P., 20.C11H3’1N Pentadecylaniline, and its hydrochloride (LE SUEUR), T., 2438 ; P.,290.21 111C21H130&l 1 (or 4)-C h 1 or o-8-h y d r o xy-4 (or 1)-p h e 11 ox y-5-m e t h y l a n t h r a-quinoiie (WALSH and WEIZMANN), T., 690.C,Hl6ON4 D i p h e ny 1 h y d r a z o n e of t r i k e t o h y d r i n d e n e (RUHEMANN), T.,1448.C2,H, 02N3 E t h y l a-oo-t r i cyan o-BB’- d i p h e n y lisobu t y r a t e (MITCHELL andC,,H,,02N 8-Hydroxy-5-p- methoxyphenyl-3 - m e t h y l d i h y d r o a c r i d i n e$HORPE), T., 2280.(POPE and HOWARD), T.. 975. I. ,C21Hi02N2 S t r y c h n i n e , constitution of (PERKIS andSubstance, from piperidine and diketodiphenylpyrrolineC2,H2,04N N-Methylpavine, and its salts (PYMAN andP., 24.Y., 180.C2,H,04N Laudanosine hydrogen o x a l a t e (+I& orREYNOLDS), T., 1323.ROBIKSON), T., 305 ;( RUHEMANN), T., 465.REYNOLDS), T., 1324 ;24H20) (PYMAN andC2,H3,0N A c e t o t r i d e c y l a n i l i n e (LE SuEuii), T., 2440.C2,H,0N2 Phenylpentadecylnitrosoamine (LE SUEUR), T., 2439.21 I VC21H1704N,S D i n i t ro-S-me s i t y 1 p h e na ;5 o t h i o nium hydroxide ( i- H,O )(BARNETT and SMILES), T., 371.C21HlsOsNaS P h e n e t o l e a z o s u l p h o b e nz yl i d en e-p-ni t ro a n i 1 i n e, potassiumsalt (GREEK and SEN), T., 2245.C2,Hle0,N,S P h e ne t o l e azo s u l p h o b e n z y 1 i d e n ea n i 1 i n e (GREEN and SEX),T., 2244.C2,H,,0,N3S P h e n e t 01 eazo s u l p h o b e n z y 1 i d e n e-21-am i n op h e n o 1, potassiumsalt (GREEN and SEN), T., 2245.CzlHI9O7NaSz P he n e t o 1 e az osu 1 p h ob en z y li d e n e a n i 1 i n e-p-s u 1 p 11 o n ic a c i d,potassium salt (GREEN and SEN), T., 2244.C21H,0,N,C1 6 (or 7)-M e t h o xy-7 (or 6)-[6:7-di h y d r o x y-2-m e t h y 1-3:4-d i hy-d r oisoq u i n o 1 i n i u m o x y]-2-m e t h yl-3: 4 - d i h yd r oisoq u i n o 1 i n i u m c h 1 o r i d e(PYMAN), T., 279.C21HF04N?I 6(or 7)-Me thoxy-7 (or 6)-[6:7-dihydroxy-2-me thyl-3:4-dihydro.zsoq u 1 n o 1 i n i u m o x yl-2-m e t h y 1-3:4-d i h y d r oisoq u i n o 1 i n i u in i o d i d e ( PY -XAN), T., 279.C22 Group.C,H,, aBa’B’-Dinaphthanthracene, preparation of (HOMER), T., 1141 ; P., 12 ;absorption spectra of, and of its hydro-derivative and isomerides (HOMER andPURVIS), ‘r., 1155; P., 25.22 I1Ce2HISN3 Diphenylpyrrolinophenazine (RUHEMANK), T., 1443 ; P., 196.C,H,,O P h e n y l e t h y l i d e u e d e o x ybenzoin (RUHEMANXj, T., 459.C,Hl,O2 T r i p h e n y l b u t y r o l a c t o n e (YURDIE and ARUP), T., 1543 ; P., 199.C,Hl,Os S u b s t a n ce, from ethyl acetoacetate and phenanthraquinone (RICHARDS),CBH19N 2:3-Dip h e n y l-l-e t h y 1 i n d o 1 e (RICHARDS), T., 978.C,HzoO6 E t h y 1 9-p h e nan t h r ox y l a c e t o x ya c e t oac e t a t e (RICHARDS), T.,T., 1460 ; P., 195.1459 ; P., 195.27122 11-23 I1 FORMULA INDEX.C,H,O,, T r i f o l i n (+H,O) (POWER and SALWAY), T., 239; P., 20.CaH2402 Dip h e n y 1 camp h o li d e ( SHIBATA), T., 1240.C,H,O, 2-A ce t o-a-nap h t h y 1 hydrogen camphorate (EDMIXSON and HIL-CnH2603 Diphenylhydroxycampholic acid, barium salt of (SHIBATA), T.,isol’rifolin (POWER and SALWAY), T., 244 ; P., 20.Lactone of diphenylliydroxycampholic a c i d (SHIBATA), T., 1241.DITCH), T., 228.1240.D i p h en y 1 h y d r o x yisoc a m p h o 1 i c a c i d ( SHIBATA), T., 1246.C d B 0 3 Menthyl a- and B-methoxynaphthoate (COHEN aiid DUDLEY),T., 1747.C22H3403 Menthyl o-, m-, and p-isoamyloxybenzoate (COHEN andDUDLEY), T., 1744.C’L2H3804 C i t r u l l o l , from colocynth (POWER and MOORE), T., 102 ; P., 3.22 111C,H14010N8 4:4’:7:7’-Te t r a n i t r o-G:6’-di h y d r o x y-1:l’-p-phen y l e n e-2:2’-di-C,Hl,04N Substance, from o-amino-opdihydroxyacetophenone (TUTIN), T., 2515.CzHI6o6N4 Sub 8 t a n ce, from trinitrobcnzene and phenyl-8-naphthylamine (SUD-C,H1606N6 Substance, from 1 -benzeneazo-2-naphthylamine and trinitrobenzeneCnHEO,N, D i n i t r o d i p h e n y 1 cam p h o 1 i d e (SHIBATA), T., 1241.C,H,O,N Nitrognoscopine, and its salts (HOPE and ROBINSON), P., 229.CEH,07N Gnoscopine (dl-izavcoti,ic), synthesis of (PERPIK and ROBINSOX),cl- and Z-N a r c o t i n e, tl-bromocamphorsiilphonates of (PEBKIN and ROBINSOX),(EIJMINSON andmethylbisbenziininazole (MELDOLA and KUNTZEN), P., 340.BOROUGH and BEAED), T., 789.(SUDBOROUGH and BEARD), T., 787.P., 46 ; resolution of (PERKIN and ROBINSON), P., 131.P., 131.HILDITCH), T., 228.C,H,O,S 2-Ac e t o-a-n a p h t h y 1C,H,07N Aminogiioscopine (HOPE and ROBINSON), P., 230.c amp h or-8-sul p h o n a t eC,H,04N2 a@-Dianilinosebacic acid, and its silver salt (LE SUEUR andHAAS), T., 180.22 IVCr2HI7O2NS S u b s t a n c e, from phenylmercaptaii and diketodiphenylpyrrolinc(RUHEMANN), T., 464.CaHl907N9S P h e n e t o 1 ea z o s u 1 p h o b e n z y 1 id e n e am i no s a l i c y l i c acid,potassium salt (GREEN and SEN), T., 2245.C,H,04N4S P h en e t o 1 e a z o sul p h o b e n z y l i d e n e-p-p hen p l e n e d i m e t h y I d i-nmine, potassium salt (GREEN and SEN), T., 2245.CBHn04N2C1 6 (or 7)-Methoxy-7 (or 6)-[7 (or 6)-hydroxy-6 (or 7)-methoxy-2-m e thyl-3:4-d ill y d r owoqui n o l i n i u n i o xyl-2-me t h y 1.3:4-di h y d r oiso-quinolinium c h l o r i d e (PYMAN), T., 278.C23 Group.C,H,,O, 4:5:6-Triphenyl-2-pyrone (RUHEMANN), T., 459 ; P., 59.8-H y d rox y-ll-p h e nyl-B-n a p h t hax a n t hen (POPE and HOWARD), T., 82.CBH17N3 P h e n y l y - t o 1 y l p y r r o l i n op h e n az i n e (RUHEMANN), T., 1444.C,H,,O, T r i a c e t y l p r a t e n s o l (POWEE and SALWAY), T., 238.C,H,04 G-Acetoxy-4’-me t hosy-9-p h enyl-2-me thy1 x a n t h e n (POPE andHOWAKD), T., 974.271FOHMULA INDEX.23 11-24 IIC,H,,Oi E t h y 1 p h e n a n t h r o x y 1 ace t o x y malo n a t e (RICHARDS), T., 1457 ;C,,jH,O,, Met h y 1 d i p h e n y 111 y d r ox ykoc a mp ho l a t e (SmBArA), T., 1246.C,H,N, . Phenylmenthylbenzitmidiiie, and its hydrochloride and platiiii-C,H,,N Heptadecylaniline, and its hydrochloride (LE SUEUR), T., 2435 ;P., 195.chloride (COHEN and MAILSHALL), T. , 330.P., 290.23 I11C,HI6O,N, S u bs tance, from benzylideiie-u-naphthylainine and trinitrobenzeneSubstance, from aa-diphenylpyridine and trinitrobenzene (SUDBOROUGH andC3HI,0N 10-Hy d r oxy-7-p hen y 1 d i h y d r o - 4 - p he no n a p h t h a c r i d i n e (POPEC,,H,,O,Cl 3:6-D i a ce t o xy-9-p h en y 1 x a n t h o n i u ni ch 1 or i d e (POPE andC,H 80,N2 3-Be nz o y 1 am i n o-3-hyd r o xy-2-ke t o-45-d i p h e n y 1 p y r r o l i n e,CwH1806N4 S u b s t a n c e, from u- and 8-naphthylamine and trinitrobenzeneCaaHaOsN D i be n z o y 1 derivative of p-h y d r o x y p h e n y 1 e t h y l m e t h y 1 a m i neandC23H2307N5 Subs t a n c e, from tetrametliyldiarninobenzophenone and trinitro-C,H,06N, S u b s t a n c e, from tetrainethyl-p-diaminodiphenylmethane and tri-CsH2507N5 Subs t a n ce, from tetramethyldiaminobenzhydrol and trinitrobenzeneC,H,OloN, N i t r o n a r c e i n e (HOPE and ROBIXSON), P., 230.CBHB0N Acetopentadecylanilide (LE SUEUR), T., '2439.C,H,,ON, P h en y 1 h e p t a d e cy In i t r o s o ami n e (LE SUEUR), T., 2437.(SUDBOROUGH aiid BEARD), T., 793.BEARD), T., 794.and HOWABD), T., 976.HOWARD), T., 1027.iecomposition of ( RUHEMANN), T., 463.(SUDBOROUGH and BEARD), T., 788.( WALPOLE), , T., 946.HOWARD), T., 975.benzene (SUDBOROUGH and BEARD), T., 792.nitrobenzene (SUDROROUGH and BEAM)), T. , 791.(SUDBOROUGH and BEAKD), T., 792.8-Acetoxy-5-p-me t h o x yp henyl-3-me t h y l d i h y d r o a c r i d i n e (POPE23 IVC,H,,O,N,S Tolu e u e-o-s u l phony l-pa mi n o be n zen eaz o-B-n a p 11 t h o l ( MOK-CaHs06N5S S u b s t a n c e, from tetrainethyldiaminothiobenzophenone and trinitro-GAN and YICBARD), T., 57.bslizene (SUDBOROUGH and BEARD), T., 792.C24 Group.C,,Hl6O, Renzoyl derivative of 2-benzo-a-naphthol (EDXIX-~ON and HIL-C,H,,O, 8-H y d r u x y-11-pm e t h oxy pli en yl-B-n a p 11 t h a x a n t h e n (POPE andC,H,,O,, A c e t y 1 derivative of t r i f o 1 i t i n ( POWEB and SALWAY), T., 240.ClL4H,8011 A c e t y l derivative of substance, from red clover flowers (POWEI; andC,H,O, 3:g-I)iace t oxy-l'-m e t h oxy-9-p h e n y 1 xa n t h e n (POPE and HOWARD),C,,H,Olo Te t r a-ac e t y l h ea p e r i t i n (TUTIN), T., 2061.C,H,,P:: Mcnthyl o-, and p-benzyloxybenzoate (COHEN and DUDLEY) T.,1145.DITCH), T., 226.HOWAKD), T., 975.SALWAY), T., 236.T., 974.XCVII. 2717 Q 24 11-25 111 FORMULA INDEX.C,H,O, E l a t e r o n e (MOORE), T., 1803 ; P., 215.C,,H,O, Substance, from oxidation of elatoric acid (MOORE), T., 1804 ; P., 215.C,H=N, o-, m-, and p-Tolylmen thylbenzamidine, and their hydrochloridesC,H,,O, S t a r c h , iodine reactiou for (HARRISON), P., 252.and platinichlorides (COHEN and MARSHALL), T., 331.24 I11C,H,O,S, Naphthabisthioxantlione (DAVIS and SMILES), T., 1298 ; P., 174.C,H,,O,N, Ace t y 1 derivative of s u b s t a n ce, from phenyl-8-naphthylamine andC,H,,O,N 10-H y drox y-7-p-m e t hox y p h en y 1 d i h y d r o-ab-phenon a p h t h a-C,,H,,O,N, S u bs t ance, from benzyl-B-naphthylamine and trinitrotoluene (Sun-C2,Hw06N6 S a b s t a n ce, from diethylaminobenzylidene-paminomethylaniline andC,H,O,N Acetylnminognoscopine (HOPE and ROBINSON), P., 230.C,H,,O,N, Methyl a0-dianilinosebacate (LE SUEUR and HAAB), T., 180.C,H,,O,N, Dioxime of e l a t e r o n e (MOORE), T., 1804.trinitrobenzene (SUDBOROUGH and BEARD), T.789.c r i d i n e (POPE and HOWARD), T., 976 ; P., 88.BOROUGH and BEARD), T., 788.trinitrobenzene (SUDBOROUGH and BEARD), T., 791.24 IVc,H,,o,N,s, 13 e n z e n e-1: 3:5-t P is u 1 p I1 o n y 1 t e r-p-p h e n y 18 n e d iazoi m i d eCwH,,0,,N,S3 B e n z e n e-l:3:5-t r i s 1111) h on y 1 t e r-m- p-ni t r oa n il i n eC,H1,N,Cl,Pt B en z e n eazo be 11 z e n ed iaz o n iuin p l a t i n i c h 1 or id e (HEwITrC,H,O,N,S, (MOR-(MORGAN aiid PICKARD), T., 54.(MOKGAN aiid PICKARD), T., 54.and THOLE), T., 515 ; P., 54.GAN and PICKABD), T., 55.andI3 e n z e n e-l:3:5- t r is u 1 p h on y 1 t e r - p p h e ii y 1 e n e d i am i n eCz5 Group.C,H,O,, Carthamine, and its potassium salt (KAMETAKA and PERKIN), T.,1415 ; P., 181.Xanthocarthanimic acid, salts of (KAME~AKA and PEKKIK), T., 1425 ; P.,181.C,,H,,O, o-8-B en z o y 1 v i n y 1 p h e n y 1 hydrogen camp h o r a t e (EDMINSON andHILUITCH), T., 227.C,,H,N, P h e n y l n i e i i t h y l e t h y l b e n z a m i d i n e , and its salts (COHEN andMARSHALL), T., 331.C,,H,,O, Acetyl derivative of t r i f o l i a n o l (POWER and SALWAY), T., 249.25 I11C25H17012N7 8 u bs t a n c e, from benzylideneaidine and trinitrobenzene (SUDBOROUGIIC26H18012N8 S u bs t a n c e, from benzaldehydephenylhydrazone and trinitrobenzeneCZ5Hl9O2N Ace t y 1 derivative of 10-11 y d r oxy-7-p hen y l d i hydro-as-p h e n o-C25H2602N, 2:3-b i s-(p-dim e t h y 1 a 1z1 i n o a n i Io)-a-h y d r i n d o n eC,H,O,S o-8-B e nz o y 1 v i n y 1 p h e n y 1 (EDYINSONC,,H,,O,N, S u 1) stance, from the action of p-triazobeiizaldehyde on camphoryl-C%H&ONaiid BEARD), T., 793.(SUDBOROUGH and BEARD), T., 793.n a p h t h a c r i d i n e ) (POPE and HOWARD), T., 977.(RUHEMANX), T., 1445; P., 196.and HILDITCH), T., 228.+-semicarbazicle (FORSTER and JUDD), T., 261.H y d r a t e ofcamp h o r-B-su 1 p h ona t eAcetoheptadecylanilide (LE SUEUR), T., 2437.271FORMULA INDEX.25 IV-27 I125 IVC,H,O,N,S P h e n e t oleaz o s u l p h o b enzy 1 i d ene-a- and #?-nap h t h y l a m i n e,C,H3,07NS Benzoyloscine d-camphorsulphonate (TLTTIN), T., 1795 ; P.25 Vd-b r om o c a m p h o r s u 1 phonatepotassium salts (GREEX and SEN), T., 2246.215.C2,HB0,NBrS Be nz oy l-d-osci n e (TUTIN),T., 1798; P., 215.Czs Group.C,H,O, 1:4-Diphenoxyanthraquinone (WALSH and WEIZMANK), T., 688.CBNl,O, a-y-D i p hen y l-y-1-n a p h t h y 1 a l l e n e-a-c ar b o x y 1 i c a c i d (LAYwoRTHand WECHSLER), T., 45.Sub stance, from diphenylcaphthylallenecarboxylic acid and acetic acid (LAP-WORTH and WECHSLER), T., 47.C,H,,N 1 :2:3-T r i p h en y li n d 01 e (RICHARDS), T., 978.C,H,O, ay-D i pli e n y 1-y-l-naph t h y 1 b u t y r o l a c t o n e (LAPWORTH andWECHBLER), T., 42.C,H,O, 8-A ce t ox y-ll-p-m e t h ox y p h e nyl-8-n a p h t haxan t h e nC,H,N 1 :4 : 5-T r i p h e n y l-2-tert.-b u t y 1 p y r r o 1 e (BOON), T., 1260.C,H,N, l - A n i l i n o-2-tcrt. -b u t y l - 4 5 d i p h en y 1 p y r r o 1 e (BOON), T., 1259 ; P.,94.1 :3:4-Tri p h en y l-6-tert.-but y 1 d i h y d r op y r i d az i n e (BOON), T., 1259 ; P., 94,(POPE andHOWAED), T., 975.C26H4206 D i a c e t y l c i t r u l l o l (POWER and MOORE), T., 102.26 I11C,HI40,Nd Din i t r 0-1 :4-di p h e n o x y a n t hr a q u i n one (WALSH and WEIZ-C,H1,02Br Br o m ol a c t o ne from e t h y l ay-d i p h e n y 1-7-1 - n a p h t h y l a l l e n e-C,H,,O,N, S u bs t a n c e, from acetophenonephenylhydrazone and trinitrobenzeneC,H,,O,N 10-A c e t o x y-7-p-n~ e t hox y p h eny l d i h y d r o-a#?-p h e n o na p h t h a c r i-CBHzzOI2Nlo Sub s t a n c e, from p-aminobenzeneazodimethylaniline (SUDBOROUOHC,H3604N, E t h y l a0-dianilinosebaca t e (LE SUEUR and HAAS), T., 180.MANN), T., 689.a-carboxylate (LAPWORTH and WECHSLER), T., 47.(SUDBOROUCIH and BEARD), T., 794.d i n e (POPE and HOWARD), T., 976.and BEARD), T., 787.Czlr Group.C,HmO, 2:4-Dibenzoyloxybenzhydrol (POPE and HOWARD), T., 80.CnHBO Tetraphenylacetone (SMEDLEY), T., 1491 ; P., 149.CnH,O, 2-B e n zo-a-nap h t h y l hydrogen camphorate (EDMINSON andCnH30016 Ru t i n (+ 3H20), occurrence of, in Tephrosin purprea (CLARKE andHILDITCH), T., 228.BANEEJEE), T., 1837 ; P., 213.O s y r i t r i n (vwlaqzsercitrin), occurrence of, in Osyris abyssinica (AULD), P., 146.O s y r i t r i n , myrticolorin, v i o l a q u e r c i t r i n a n d r u t i n ( +3H20), identityornylbenzamidine, anditssalts (COHEN and MARSHALL),of (PERKIN), T., 1776 ; P., 213.T., 334.C,H& d-Borny27127 11-29 I11 FORMULA INDEX.CzrHMO V e r o s t e r o l (+H20) (POWER and ROGERSON), T., 1951 ; P.: 219.P h y t o s t e r o l , from colocynth (POWER and MOORE), T., 105.Phytosterol, froin gelsemiuni (MOORE), T., 2228 ; P., 247.Ph y t o s t e r o 1, (and + H,O) froni Trifolium incarnatriiz ( ROGERSON), T.1012 ;P., 112.27 I11CaH20012Ns S u b s t a n c e, from cinnamaldehydephenylhydrazone and trinitro-benzene (SUDBOROUGH and BEARD), T., 793.CaH,,02N 8-B e n z o y 1 o x y-5-p h e n yl-3-m e t h y 1 d i h y d r oa c rid i n e (POPE andHOWARD), T., 83.CnH3505N3 Q u i n i n e 4-0 x i m i n ocycloh e x a n e c a r b o x y 1 a t e ( i- 2&H20) (MILLSand BAIN), T., 1872.27 IVCBH,04N5S P h en e t ol e azo s ul p h o b eii z y l i d e n eam i n o a z o b en Zen e, potass-ium salt (GR.EEN and SEN), T., 2246.Css Group.C2sHB0CzsHzz02C2*HBOBC,H3,0,CBHBO72:2:5 :5-T e t r a p h e n yl-2:5-d i h y d r o P 11 r a n ( PURDIE and ARUP), T.1542 ; P., 199.E t h y 1WORTH and WECHSLER), T., 44.(POPE and HOWARD), T., 973.ay-d i p h en yl-y-l-n a p h t h y la11 e n e-a-c nrbo x y 1 a t e (LAP-Di b en zo y l derivative of 2:4-d i h y d r o x y-4’-m e t h ox y b e n z h p d r 01M e n t h y 1 8-b en z o y 1 oxyn a p h t h o a t e (COHEN and DUDLEY), T., 1748.a-Elaterin, constitution of (MOORE), T., 1797 ; P., 215.28 I11C28H1901aN7 Subs t a n c e, from phenyl a- and 8-naphthylamines and trinitrobenzeneC,H,,O,N 2-K e t 0-3 :3-b i s h y d r o x y p h en y 1-45-d i p h e n y 1 p y r r o 1 i n e (RUHE-C,H,O,S Dibenzoyl-p-eresol sulphoxide (GAZDAR and SMILES), T., 2249.(STJDBOROUGH aud BEARD), T., 789.MANN), T., 465.Cs9 Group.CgSH,N2 d-B o rn y l-Z-b o r n y 1 e t h y l b en zam i d i n e, and its salts (COHEN andMARRHALL), T., 335.29 I11CzsHlsO12N7 Subs t 8.1 c e, from benzylidene-B-naphthylamine and trinitrobenzene(SUDBOROUGH and BEARD), T., 793.C,H,OsN T.,2515.C,H,,010N7 S u b s t a n c e , from p-tolyl-a-naphthylamine and trinitrobenzene (STJD-BOROUGH and BEARD), T., 790.S u b stance, from o- and ptolyl-B-naphthylamjnes and trinitrobenzene (STJD-C29H26013Ns Substance, from tetramethyldiaxninobenzophenone and trinitro-CzoHmOsN5 S u b s t a n c e , from tetramethyldiaminotriphenylmethane and trinitra-w-B e n z o y la m i n o-op-d i b e n zo y l o x y a c e t op h e n o n e (TUTIN),BOROUGH and BEARD), T., 790.benzene (SUDROROUGH and BEARD), T., 792.benzene (EUDBOROUGH and BEARD), T., 792.272FORMULA INDEX.29 V-31 IV29 VCaHU03NSSi B-N ap h t h y 1 am i n e Z-di b enz y l e t h y 1 p ropy 1 s i l i canesul p h o-n a t e (CHALLENGER and KIPPING), T., 770.C,H4,03NSSi Z-M e n t h y l a m i n e dl-d i b en z yl e t h y l p r op y 1 s i 1 i c a n e s ul p h o-n a t e ( +2H20) (CHALLENGER and KIPPING), T., 152.C3,-, Group.Cs0Hm03 8-B e nz o y 1 ox y-11 -p h e n yl-8-n a p h t h a x a n t h en (POPE and HOWARD),C,H,,N 1:2:3-Triphenyl-a and 8 - n a p h t h i n d o l e s (RICHARDS), T., 979.C,H,,O,T., 83.3:4-Dim ethoxy-2:2:5:5-te t r a p hen y l t e t r a h y d r o f u r a n30 I11(PURDIEand YOUNG), T., 1535 ; P., 198.C,,H,O4N2 00'-Di benz o y l o x y-2:5-dip h en y 1 p y raz i ne (TUTIN), T., 2519.C,,,H,O,,N, Substance, from phenyl-a-naphthylamine and trinitrotoluene (SVD-CSOHw06N4 Substance, from dibenzyl-B-naphthylamine and trinitrobenzeneC30HBO16N5 N arc0 t i n e salt of 2:3:5-t r i n i t ro-4-ace t y lam i n op h enol (MEL-CSOH3604N2 Ela t e r one p h e n y 1 hydra zon e (MOORE), T., 1803.BOROT'GH and BEARD), T., 789.(SCD~OROUGH and BEARD), T., 791.DOLA and KUNTZEN), T., 452.30 IVC:MHzaOsN6Sz B i sp h e n e t o 1 e az o b e n z a1 d az i n ed i s u l p h on i c acid, potassiumsalt (GREEN and SEN), T., 2247.C,,H,O,NS d- and Z-Pavin e camphor-B-sulpho n a t e (POPE and GIBSON),T., 2211.d-cam p h o r-B.s 11 1 -phonate (POPE and GIBSON), T., 2212.C30H4,03C12Sb T r i c am p h o ry 1s t i bin e c h l o r i d e (MORGAN, MICKLETHWAIT,and WHITBY), T., 35.30 VC,H,,O,NBrS d-Pavine Z-a-br o m o c a m ph o 1'-a-su 1 phonate (POPE andd-Pavin e Z-cam p h o r-8-s ul p h o n a t e and Z-pav i n eGIBSON), T., 2209.Csl Group.CllHMOS P r u n o l (+H,O), and its sodium salt (POWER and MOORE), T., 1104 ;P., 124.31 I11C,,H,OsN, S u b s t a n c e, from dibenzyl-B-naphthylamine and trinitrotolueneC,,H,,O,,N A n i l i n e x a n t h o c a r t h a m i n a t e (KAMETAKA and PERKIN), T.,C , H,O,,Ns B r u c i n e salt of 2:3:5-t r i n i t r o-4-a c e t y 1 amino p h e n o 1 ( MELDOLA(SUDBOROUGH and BEARD), T., 791.1424 ; P., 182.and KUNTZEN), T., 451.31 IVC,IH,80,N2S S t r y c h n i n e (I- and 2-camphor-m-sulphonrte (+ a20) (POPEand READ), T., 990.27232 11-37 I1 FORMULA INDEX,CS2 Group.C,H,O, Methylprnnol (+ H,O) (POWER and MOORE), T., 1106.C,H,,O,,N, Substance, from aa-, and BB-dinaphthylamine and trinitrobenzene32 I11(SUDBOROUGH and BEARD), T., 789.C33 Group.C,H,O, 3:6-Dibenzoyloxy-9-phenylxantllen (POPE and HOWARD), T., 82.CBHB08 Dibenzoylmatairesinol (EASTERFIELD and BEE), T., 1030.Cs3H5,0, Acetylprunol (POWER and MOORE), T., 1105.33 I11Br u ci n e salt of B-phe nyl-B-m e t h y 1 g l y c i d i c acid (WOOTTON),33 I VC,H,O,N, T., 409 ; P., 44.C,,H,0&,S2 M e t h an e d i s u l phony 1 b i s-p-a m i n o b e n z e ne a z o-8-n a p h t h o 1(MORGAN, PICKARD, and MICKLETHWAIT), T., 60.C34 Group.C&&4 Acetylmethylprunol (POWER and MOORE), T., 1106.C30HV00 Incarnatyl alcohol (ROGERSON), T., 1011 ; P., 112.C,H,04Nz Substance, from p-nitrobenzaldehyde and sodium camphor (WOOT-% I11TON), T., 411.C35 Group.35 JIIC,,H,O, Diacetylprunol (POWER and MOORE), T., 1105 ; P., 124.C,,H,O,,N 8-N a p h t h y lam i n ePERKIN), T., 1425 ; P., 182.C,H,,O,N, Ergotoxine, and its salts (RARGER and EWINS), T., 284 ; P., 2.xan t h o c a r t ham i n a t e ( KAMETAKA andC36 Group.C,H,O,SSb, Trip h eny 1s ti bine h y d r ox y sulpha t e (MORGAN, MICKLE-C36H3208NSS2 B i s p h e n e t o 1 e a z o s u 1 p h o L e n z y li d e n e-p-p h e n y 1 en e d i am i n e,C3sH4706N4C13 Tr ic h 1 o r o b u t y 1 i d e n e bi s-3-a m i n o p h e ny l-a-c a m p h or am i cTHWAIT, and WHITBY), T., 35.potassium salt (GREEN and SEN), T., 224’1.acid (WOOTTON), T., 410.36 VC,H,O,NSSi M o r p h i n e dl- and E-d i b e nz y 1 e t h y 1 pro py 1 silica n esul-p h on a t e (CHALLENGER and KIPPING), T., 762.Ca Group.2722C3’IH36020 Octa-acetylserotrin (POWER and MOORE), T., 1109FORMULA INDEX. 37 111-54 IV37 I11C,,H,O,N, E r g o t o x i n e e t h y 1 e s t e r, phosphate aud hydrochloride of ( BARGERand EWINS), T., 286 ; P., 2.C3* Group.C338H330:2N5 . Diazoam ine, from ammonia and benzoylethyl-l:4-naphthylenedi-38 Vairme diazonium salts (MORGAN and ~OUZENS), T., 1696.C,,H,,O,N,SSi Cinch o n i d i n e dZ- and Z-di b e n z y 1 e t h y 1 p 1-0 p y 1 s i 1 i c a n e-s u l p h o n a t e (CHALLENGER and KIPPING), T., 760.CS9 Group.C,,H,,O,N,SSi Quinine d l and Z-di b e n z y 1 e t h y 1 p r o py 1s i l i ca n e s i i 1 p h on.C39H6506N2S2Si Z-M e n t h y 1 am i n e d i b c n z y 1 e t Ii y 1 pro p y l si 1 i can e (ti s u 1-a t e (CHALLENGER and KIPPIKG), T., 760.phonate (CHALLENGER and KIPPING), T., 153.C,o Group.C,H,05N2SSi S t r y c h n i II e dZ-d i be n z y 1 e t h y l p ro p y 1s il i c a n e s u 1 phonate(and + 3H20) (CHALLENGER aid KIPPING), T., 150.S t ry ch 11 i n e Z-di b e n z y 1 e t h y 1 p r o 1) y 1 s i 1 i c a 11 e s u 11) h o n a t e (CHALLENGERand KIiwm), T., 770.C42 Group.C,H,,O, I n c a r n a t y l hydrogen p h t h a l a t e , sodium salt of (ROGERSOX), T.,1011.42 IVC,H,,O,N,S, B i s p h e n e t o 1 e az o s u l p h o b e n z y 1 i d e n e b e n z i di n e, potassiumsalt (GREEN and SEN), T., 2247.42 VC,,H,O,N,SSi €3 r u c i n e dZ-, (I- and Z-d i b e n z y l e t h y l p r o p y 1 s j 1 i c a n es ul-phonate (CHALLENGER and KIPPING), T., 766.Ca4 Group.C,,H,,OsN, oo’pp’-T e t r a b e nz o ylo x y-2:5-di p h e n y 1 p y r a zi n eC,,H,,O,N, d- and Z-Pavine d - t a r t r a t e s (POPE and GIBSON), T., 2217.(TUTIK), T.,2515.C5, Group.C,,H,O,N,S, Ben z en e-l:3:5-t r is 11 l p h o n y 1 t er-pa m i u o ben ze n eazo-B-nap h-tho1 (MORGAN and PICKARD), T., 56.27260 v--67 Ir FUKMULA INDEX.C61H’10010Nlf@i 8 t r y c hn i 11 e d i b e n z y 1 e t h y 1 p r o p y 1 si 1 i c an e d i s 11 1 p h o n a t e(CHALLENGER and KIPPING), T., 151.Cs7 Group.C,,’IH48018 Benzoylcarthanline (KAMETAKA and PERKIN), T., 1421 ; I?., 181

ISSN:0368-1645    

DOI:10.1039/CT9109702681

出版商:RSC    

年代:1910

数据来源: RSC

摘要:

60 v--67 Ir FUKMULA INDEX.ERRATA.VOL. XCVII (TRANS., 1910).Page Line55 19 for “ C,H,04N4S3,:’ read “ C,H2406N6S,;,”56 10 ,, “C,H,OoNoS, read “CS4H3909NBS3. ,,60 13” , , ‘‘ C,,H,O,N,S, ” read ‘‘ C,,H,0?N,S2.82 1 ,, ‘( 3:6-Dzben~Z-9-~hci~~Zxa~~the?t read (‘ 3 : 6 -Dibciz;oyZoz~-n-;uhc,tZ/ Zxaiit J m i , ”1032 16, 6“ for 2-Mcthyl-l:3-benzoxazine- &one ” rcaci1033 4,11,8“, la*} ‘ 2-Methyl- 1 : 3 -dihydrobenzox~zine-4-0110. ’N ” 1056464 2” ,, “C&*02NS ” rcad “ C,H1702NS.”690 12 , , ‘ ‘ Ul6H8OACl2 ” read ‘ ‘ ClSH8O3Cl8. ”10” alter formula to “ N,’CH<kin hcad-line for ‘‘ NITICOGEN ” rcad (‘ HYDROGEN.”1225CH,:C*CH;CH2 CH,:C*CH2.CH,1245 5 for I 1 read I I - C--CH2 O--c7012971398 4” , , (‘ 8-n;itro-6:7-dimethyZc~~~~itarin ” read1733 ‘LO ,, “270q8”” read “240-8”.”1738 11” , , ( ( Benzoylnaphthoyl ” reuii? “ Benzoyl.”1526 2* , , “ deep orange ” read ‘ ‘ pale yellow. ”2001 25 ,, “has ” read,,“ have.”2274 16” ,, “t-JfethyZ- read “2-Methyl.”2274 15“ ,, “ C6H,<~t~~>CH*C0,Et ” read2275 1 ,, ( ( 3-~ethyZ-” read ‘( 2-methyZ-.”‘L275 10 ,, “ 3-Methyl- ” read l4 2-Methyl.”2275 10 , , “ C 6 H 4 < ~ ~ - ~ > C H 2 ” rcad “ C6H,<gtf>CHMe.2275 11 ,, F . 3-methyl- ” read “ 2-methyE.”13% ,, ‘( C,H,<y’>C,H,.OH ” reat2 “ C,II,<~~>C,,H;OH,”‘( 5 . ~ ~ ~ t r o - 6 : 7 . d i i i ~ c t J ~ ~ ~ ~ ~ ~ ~ t i i ”‘‘ C,H,<~~~>CIllc*UO,Et. ’’-____ ~ _ _ _ _ _ _ ~ _ I --.* Prom bottom.272

ISSN:0368-1645    

DOI:10.1039/CT9109702724

出版商:RSC    

年代:1910

数据来源: RSC