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Proceedings of the Chemical Society, Vol. 28, No. 397 |
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Proceedings of the Chemical Society, London,
Volume 28,
Issue 397,
1912,
Page 35-44
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摘要:
[Issued 28/2/12 PROCEEDINGS OF THE CHEMICAL SOCIETY. Vol. 28. No.397. Thursday, February 15th, 1912, at 8.30 p.m., Professor PERCYF. FRANKLAND,LL.D., F.R.S., President, in the Chair. Certificates were read for the first time in favour of Messrs. : Arthur Leslie Bartow, Kingszot, Ruislip. Ernest Gower Bryant, 100, Burlington Street, Manchester. Charles Rugeley Bury, B.A., Ellfield, Wotton-under-Edge, Gloss. James Grainger Hill, 124, Borneo Street, Walsall. John Owen Hughes, B.Sc., University College of N. Wales, Bangor. Edgar Dingle Jones, 3, Neville Road, Waterloo, Liverpool. Richard Arnold Seymour-Jones, M.Sc., Lyddon Hall, Virginia Road, Leeds. William Thornton Lucas, B.A., 62, Mowbray Road, South Shields. Bawa Kartar Siugh, B.A., Dacca College, Dacca, Bengal.The PRESIDENTmade the following announcements : (1) That the Council had proposed the following gentlemen as Honorary and Foreign Members, and that a ballot for their election would take place at the Drdinary Scientific Meeting of the Society to be held on Thursday, March 7th: 36 Professor Philippe A. Guye (Geneva). Professor Thomas Burr Osborne (Newhaven, Conn.). Professor Paul Walden (Riga). Professor Richard WilIstatter (Zurich). (2) That the following changes in the Officers and Council were proposed by the Council: Vice-presidents to retire .-Prof. J. Norman Collie and Prof. James Walker. Secretary to retirc: Prof. G. T. Morgan. Ordinary Members of Council to retire: Prof. J. B. Cohen, Mr. C.F. Cross, Mr. C. E. Groves, and Dr. A. E. H. Tutton. As President .-Prof. Percy F. Frankland. As Vice-Presidents who have filled the ofice of President: Prof. H. E. Armstrong, Prof. A. Crum Brown, Sir William Crookes, Sir James Dewar, Prof. H. B. Dixon, Dr. A. G. Vernon Harcourt, Prof. R. Meldola, Dr. H. Miiller, Prof. W. Odling, Sir William Ramsay, Prof. J. Emerson Reynolds, the Right Hon. Sir Henry E. Roscoe, Sir Edward Thorpe, and Sir William A. Tilden. -4s Treasurer :Dr. Alexander Scott. As Hon. Secretaries: Prof. Arthur W. Crossley and Dr. Samuel Smiles. As Foreign Secretary : Dr. Horace T. Brown. As Vice-Presidents: Dr. G. T. Beilby, Dr. M. 0. Forster, Prof. A. Liversidge, Prof. E. J. Mills, Prof. G. T. Morgan, and Prof.W. J. Pope. As New Ordinary Members of Council: Dr. H. G. Colman, Dr. A. Harden, Dr. T. M. Lowry, and Dr. E. J. Russell. (3) That Prof. P. F. Frankland had been appointed to represent the Society at the funeral of the late Lord Lister, P.C., O.M., F.R.S. (4j That with the object of keeping the Library as up-to-date as possible, the Council would especially welcome the gift of works written by Fellows of the Society. Dr. F. B. Power, Prof. J. Millar Thomson, and Dr. Samuel Rideal were elected Auditors to audit the Society’s Accounts. A ballot for the election of Fellows was held, and the following were subsequently declared elected : 37 Hilmar Johaiines Backer. William MIcMillnu. Clement William Bailey, M.Sc. Fred Barrow, 11.Sc., Ph.D. Ernest Arthur Bearder, M.Sc. Gibbs Blackstock, B.A. James Ewart Bridge, B.Sc. David Brownlie, B. Sc. Thomas Alfred Brunjes. Sidney Water field Bunker, B.Sc. William Thomas Clarke, B. Sc. James William NcMyil. Herbert Middleton, M Sc. Pestniiji Manekji illodi, B,A. Ernest Meyer Myers. William Johnson Smith Naunton, Richard Gillies Neilson. James Pettigrew Ogilvie. John Wilfred Parkes. H.A., B.Sc. Tom Peach Colclough, M.Sc. Frederic Fernandez Curtis. Rupert William Pope, B. Sc. Howard Vincent Potter , Surendranath De. William Raitt. Thomas Sharp Dick. Harold Forster Dodson. Edgar Alexander Rayner, B. Sc. Alfred Reginald Roberts. John Duncan. Walter Morrell Roberts, M.Sc. Rowland Holliday Ellis. Wilfred James Fleet. Bertram James Smart, B.Sc.Henry Edgar Smith, M.Sc. Cornelius Durham Garbutt. Richard Smith. Ernest George Gaul, M.Sc. Jyotish Chandra Ghosh. Richard Ernest Gibbins. Percy Rudolph Strivens. Cecil Hamersley Waldron. Forsyth James Wilson, D.Sc., Ph. D. Thomas Siduey Haines. Isidor Morris Heilbron, Ph. D. John Charles Withers, Ph. D. John Kerfoot Wood, D.Sc. Charles James. Of the following papers, those marked * were read: “25. ‘‘ Perhalides of diphenyliodinium iodide.” By Martin Onslow Porster and Johannes Heinrich Schaeppi. The tetrachloride, dichloride, iodochloride, dibromide, and iodo-bromide of diphenyliodinium iodide were described, together with the dibromide arid di-iodide of diphenyliodinium bromide and the dzbromide and iodide of diphenyliodinium chloride.DISCUSSION. SIRWILLIAMTILDENsaid that this paper interested him because the preparation and properties of certain periodides had been the subject of the first communication he ever made to the Chemical Society. It was curious to notice that the problem presented by the exterior atoms of halogen in these compounds appeared to be in nearly the same position as it was forty years ago. He inquired whether the new compounds presented in the crystalline form the power of polarising ordinary light exhibited by so many of those already known, as, for example, the substance formerly called ‘‘ herapathite.” 38 *26. The constitution and synthesis of damascenine, the b‘ alkaloid of Nigella damascene I’ By Arthur James Ewins.Dsmascenine has been proved by synthesis to be the metbyl ester OMe of 2-methyl:uino-3-methoxybenzoic acid, I/\NHRleIce,$,e. It thus pos-\/ sesses the composition C,,HI30,N, differing from the formula originally suggested by Schneider (Pharm. Centr.-A., 1890, 31, 1‘73) only by having two hydrogen atoms less. The formula C,H,,O,N, assigned to this alkaloid by Pommerehne (Arch. Plzarm., 1900, 238. 531), and the betaine-like constitution suggested by Keller (,4rch. Pharm., 1908, 246, 1) are therefore without foundation, the “damascenine hydrochloride ” of these workers being a mixture of the hydrochlorides of damascenine and damasceninic acid. *27. ‘‘The action of ozone on cellulose.” By Mary Cunningham and Charles Dorke.Ozone (concentration 1 to 2 per cent.) rapidly attacks cotton. forming a cellulose peroxide and an acid derivative, together wit11 some carbon dioxide. The peroxide is decomposed at 80O. The acid may be removed by boiling with water or digestion with N/lO-alkali; the neutral fibre residue then obtained is an osy-cellulose. The acidity and the amount of carbon dioxide produced during treatments varying from one to twenty hours have been measured, and the constants of the oxycellulose determined and compared with typical oxycelluloses. The lignocellulose jute is not appreciably affected unless water is present. In that case it is oxidised, giving carbon dioxide, acetic and formic acids, and complex non-Tolatile acids which yield furfuraldehyde.Quantitative measurements of the progressive action of ihe ozone show that the lignone group is rapidly attacked in the first three hours, after which the action becomes slower, the residue being then oxidised uniformly. The lignin reactions cease when the loss of weight is about 33 per cent. Direct evidence of ozonide formation has not been obtained, although the formation of acetic and formic acids appears to be due to the decomposition of 6ome product formed, in the first instance, by the action of ozone, *28. ‘‘Hydroxymethylphosphinic acid and some homologues.” By Harold James Page. Fossek found that when an aldehyde (3 mols.) and phosphorus trichloride (I mol.) were mixed, an unstable viscous oil resulted. 39 When this was treated with water, twclthirds of the original aldehyde was regenerated, together with hydrogen chloride and a-hydroxy-alkyI(or ary1)-phosphinic acid, H2O3R.CHO +PC1, =[3R*C?HO,PC13]-+ 2R*CHO+3HC1+ R*CH(OH)*PO,H,. Fossek’s results have been confirmed, and the above reactions further examined.An attempt to distil the intermediate oil in a vacuum was fruitless. An explanation of the mechanism of the reaction and of the constitution of the intermediate oil was, how- ever, advanced. The first member of the series, namely, hydroxymethylphosphinic acid, was not prepared by Fmsek. It has been obtained in a 93 per cent. yield by the action of trioxymethylene on phmphorus tri-chloride, and it has been shown that it is also produced by the action of formaldehyde on phosphorus trichloride, although not in a pure state.I,iydro,~ymethyl~~o~p~~n~cacid, CH,(OH)*P03H,, is in most respects similar to the other members of the series; as typical member, however, it exhibits certain anomalous properties. DIsGUSSION. Mr. C. HOLLINSdrew attention to the ethereal oxygen linking in one of the suggested intermediate compounds, and asked the author whether the acids showed any tendency to form inner anhydrides. Dr. J. F. SPENCERpointed out that all the compounds described, except the first member of the series, contained asymmetric carbon atoms, and asked whether the author had any evidence of the existence of the two optically active isomerides in any of the compounds examined. Xr.PAGEreplied that no indication of the formation of an inner anhydride had been observed, and that he proposed to attempt the resolution of some of the acids. 29. “ Chemical examination of scammony root and of scammony.” ederick Belding Power and Harold Rogerson. The material employed for this investigation consisted of Levant scammony root (from Contloluulus Scarnmoniu, Linnk), and the product known as scammony, or *‘ virgin scammony,” the latter having been obtained directly from Sniyrna. The sca-mmony root yielded 9.65 per cent. of resin, 9‘7 per cent. 40 of which was soluble in ether, whereas the gum-resin, scammony, contained 83.1 per cent. of resin, which was completely soluble in ether. The specific rotatory power of the two crude resins was [uID -20*20° for that obtained from the root, and [a]=-21-15O for that from scammony.For a complete examination of the root, 50.35 kilograms of the ground material were extracted with hot alcohol. The resulting extract, when distilled in a current of steam, yielded a very small amount of an essential oil. From the portion of the extract which was soluble in water the following substances were isolated: scop letin, C,,H804 ; 3 :4-dihydroxycinnamic acid, C,H80, ;and a small amount of sucrose. The aqueous liquid contained, furthermore, a quantity of dextrose. The portion of the alcoholic extract which was insoluble in water consisted of a resin which possessed the above-mentioned characters. The resins obtained from scammony root and from scammony respectively, sometimes designated as “scammonin,” are very similar in many respects, but not perfectly identical.On the other hand, the resin of scammony root was found to differ very considerabIy from that obtained from the root of Zpomoea orizabensis (Trans., 1912, 101, l), which has received the appellation of “jalapin.” Both of these resins consist of exceedingly complex mixtures, and their components are not entirely glucosidic. 30. *‘Experiments on the Walden inversion. Part VIII. a-Amino-a-phenylpropionic acids.” By Alex. McKenzie and George William Clough. dl-a-Formylamino-a-phenylpropionicacid was resolved inbo its optically active components by cinchonidine and quinine, and the amino-acids were prepared by hydrolysing the active formyl com-pounds with hydrobromic acid.The following values were obtained : [.ID d-a-Formylnmino-a-pheiiylpropionicacid +91 -goin ethyl-alcoholic solotion. 99 Yl Y91-7, -91’6 d-a-Aminl,-a-pheuyli,ro~~ionicacid ... .. +70.0 in aqueous solution. 99 99 t, 1.1--69’5 ,, Y. Complete racemisation took place with the formation of 1.-atro- lactinic acid when the amino-group in the active amino-acids waa displaced by the hydrosy-group by means of nitrous acid. Again, when the d-amino-acid was acted on by a mixture of fuming hydrochloric acid and sodium nitrite, the racemisation was practically complete. 41 31. Lb Preparation of the nitrites of the primary, secondary, and tertiary amines.Part I.” By Pafichlnan Neogi. A detailed description was given of the preparation of the nitrites of the primary, secondary, and tertiary amines, a pre-liminary account of which has already appeared (Proc., 1911, 27,242). 32.dL Nitrites of the mercurialkyl- and mercurialkylaryl-ammonium series.” By Prafulla Chandra Rlty, Jitendra Nath Rakshit, and Rasik La1 Datta. By the interaction of mercuric nitrite and the alkyl- and alkyl- aryl-amines the following mercury-substituted alkyl- and alkylaryl- ammonium nitrites have been obtained : Trimercuridibutylammon-ium nitrite (compare Trans., 1911, 99, 1972), mercuriisobutylam-monium nit ri te, mercurib enz ylammonium nitrite, me rcuridiphenyl-ammonium nitrite, mercuridz-p-tolylammonium nitrite, mercuridi- benz2/ImethyZammonizlm ‘nitrite, mercuridibenzylethy~nmmon~z~m nitrite, m ercum’dipyridinium nitrite, m ercuridiquinoliniu m nitrite, mercuridinaphthylammonium nitrite, and mercuripiperazinium nit m’t e.33. ‘‘Nitrites of the alkylammonium series. Part IV. isoButy1-, diethyl-, dipropyl-, and tripropyl-ammonium nitrites.” By Prafulla Chandra Rly and Jitendra Nath Rakshit. By the usual method, namely, double decomposition between the corresponding substituted ammonium chloride and silver nitrite, the above nitrites have been obtained. Of these, isobutylammonium nitrite and tripropylammonium nitrite are liquids. Diethyl- and dipropyl-ammonium nitrites are crystalline compounds, and can be sublimed in a vacuum wit.hout decomposition.34. “The hydrolysis and saponification of esters of saturated and unsaturated acids.” By Thomas Williams and John Joseph Sudborough. The hydrolysis of the ethyl esters of propionic, acrylic, n-butyric, crotonic, P-phenylpropionic, and cinnamic acids by means of dilute hydrochloric acid have beep determined at 20°, and also the saponification values of the same esters by means of dilute barium hydroxide. The results indicate that an unsaturated ester is not nearly so 42 quickly hydrolysed as its saturated analogue by means of dilute hydrochloric acid. With the three pairs of esters examined, the constant for the saturated ester is about thirty times as great as that for the unsaturated. The differences in the saponification values are not so marked, and when the unsaturated acid is much stronger than the saturated, as is the case with acrylic and propionic acids, the ester of the unsaturated acid can be saponified inore rapidly than its saturzted aria-logue.35. 44 Investigations on the dependence of rotatory power on chemical constitution.” (Preliminary note.) By Robert Howson Pickard and Joseph Kenyon. The authors are continuing their investigations, and now find that the method (see Trans., 1911, 99. 45) of resolving racemic alcohols into their optically active components can be applied to many types of secondary alcohols. For the purposes of these investigations it has already appeared desirable to contrast the properties of series of very closely allied compounds.It is not proposed therefore to publish details of the preparation of isolated members of such series, but the authors desire to reserve this field of research. Complete resolutions have been effected in the case of the .follow-ing alcohols, the figures being the rotation, a,, in a 100 mm. tube at the temperature of the laboratory : Methyltert. -butylcarbinol, & 6*4O; a -naphthylmethylcarbinol, -+_ 16*0°; ethylpopylcarbinol, & 1.5O; ethylisobutylcarbinol, & 16.3O; prolPYlis~butylcarbino2, & 2.2O; bensylmethylcarbinol, & 26-6O; phenylt tlhylmethylcarbinol, 5 14*0°. Further experiments have shown that the resolution of the following can also be rea-dily carried out : cinnam y 1me th ylcarbinol, cycloh exy lme th y 1carbinol, isopl.o~lisobutylcnrbiizol,and phtenyl-o-tolylcarbinol.It is further proposed to include in the scope of the investigations such acids as have analogous constitutions to the optically active a.lcohols obtained. In some preliminary experiments carried out in conjunction with G. T. Byrne, the following optically active acids have been obtained : a-phe1iylproy2:or~icacid, [a]:’ + 91.8O, and a-phenylbutyric acid, [a]: + 84.8O. 43 36. The methyl, ethyl, and isobutyl esters of di-trichloroacetyl-tartaric acid, and the existence of minima in their temperature- rotation curves.” By Thomas Stewart Patterson and Alfred Davidson. The preparation of the methyl, ethyl, and isobutyl esters of di-trichloroacetyltartaric acid was described ; the rotation values of these esters were quoted and compared amongst themselves and with the data for other analogous compounds.The existence of minima in the temperature-rotation curves of the esters was also commented on. ADDlTIOKS TO THE LIBRARY. I. Donchtions. American Society for Testing Materials. Memorial volume com-memorative of the life and life-work of Charles Benjamin Dudley, Philadelphia, Pa. [ma.]. pp. 269. ill. (Recd. 31/1/12). From the Society. Church, Arthur Herbert. Church’s laboratory guide. A manual of practical chemistry . . . specially arranged for agricultural students. Revised and partly rewritten by Edward Kinch. 9th edition. London 1912. pp. xvi + 368. ill. 6s. 6tl. net. (Recd. 23/1/12.) From Professor Edward Kinch.Dudley, Charles Benjamin. See American Society for Testing Materials. Nisbet, Harry. Theory of sizing. Manchester 1912. pp. xi -I-75. ill. 2s. Gd. net. (Recd. lO/Z/l2.) From the Publishers : RIessrs. Emmott and Co., Ltd. 11. By Purclmse. Bechhold, H. Die Kolloide in Biologie und Medizin. Dresden 1922. pp. xii+ 441. ill. M.14.-. (Recd. 14/2/12.) Hammarsten, OZoJ A text book of physiological chemistry. Authorized translation from the . . . seventh German edition by John A. Mandel. 6th edition. New York 1911. pp. viiif 964. 17s. net. (Recd. 14/2/12.) Lange, Otto. Die Schwefelfarbstoffe, ihre Herstellung und Verwen- dung. Leipzig 1912. pp. xii + 497. ill. M.22.-. (Becd. 14/2/19.) Schultz, Gustav. Farbstoff tabellen.5th edition of Tubellarische n Uebersieht der kiinstZichen orgassischen Farbstofe. Lief. I. Berlin 19 1 1. M.3.--. (Reference.) 44 MOISSAN MEMORIAL LECTURE. An Extra Meeting will be held on Thursday, February 29th, 1912, at 8.30 p.m., when the Moissan Memorial Lecture will be delivered by Sir William Ramsay, K.C.B., F.R.S. VAN’T HOFF MEMORIAL. Subscriptions to this fund may be sent to the Treasurer of the Society (Dr. Alexander Scott,). The amount already received amounts to &21 8s. 6d. The cext Ordinary Scientific Meeting will be held on Thursday, March 7th, 1912, at 8.30 p.m., when there will be a ballot for the election of Honorary and Foreign Members, and the following papers will be communicated; “ Isomeric change of diacylanilides into acylaminoketones. Trans-formation of dibenzoyl-pchloro(and -p-bromo)-aniline into the isomeric benzoylchloro(and bromo)-aminobenzophenone.” By A. -4ngel. “The chemistry of the glutaconic acids. Part 111. Glutaconic acid and its P-alkyl derivatives.” By N. Bland and J. F. Thorpe. “ Asymmetric quinquevalent nitrogen compounds of simple molecular constitution.” By W. J. Pope and J. Read. “ The interaction of phosphorus and potassium hydroxide solution.” By M. N. Banerjee. R. CLAY AND SONS, LTD., BRUNSWICK ST., STAMFORD ST., S.E., AND BUNGAY, SUFFOLK,
ISSN:0369-8718
DOI:10.1039/PL9122800035
出版商:RSC
年代:1912
数据来源: RSC
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