J O U R N A L OF THE CHEMICAL SOCIETY. TRANSACTIONS. Qommittee af @ubItafian : H. 'E. AR3fSTRONG, Ph.D., P.R.S. J. DEWAR, LLD., F.R.S. 1 W. J. RUSSELL, Ph.D., F.R.S. WYNDHAM R. DUNSTAN, M.-4., F.R.S. 1 J. MILLAR THOMSON, F.R.S.E. A. VERNON HARCOFRT, D.I.A., B.R.S. F. S. KIPPING, D.Sc. I W. RAMSAY, Ph.D., P.R.S. T. E. THORPE, Ph.D., F.X.S. i W. A. TILDEN, D.Sc., F.R.S. R. MELDOLA, F.R.S. I gbitrrr : C. E. GROVES, F.R.S. Sub- @bitor : A. J. BREENAWAY. 1896. Vol. LXIX. L O N D O N : GURNEY & JACKSON, 1, PATERNOSTER ROW. 1896.LOKDOS : H.4RRISOX AND SOXP, PRINTERS Ih' ORDlNAUY TO HER MAJESIY, SP. MARTIS'S LANE.C 0 N T E N T S . PAPERS READ BEFORE THE CHEMICAL SOCIETY. ].-Influence of Tempemtux on the Refractive Power and on the Refraction Equivnlei~ts of Accfylacetone and of Ortho- 2nd Para-toluidine.By 11'. H. PERKIN: Pli.D., F.R.S. . 1 I I.-The Alkaline Reduction of 1\4etanitraniline. Ry RAPHAEL III.--'Fbe Chemistry of Dibromopropyvltliiccarb~i~*i~e : mid the Action of Bromine and of Iodine on Allylthiourea. By 1V.- Studies of the Terpeiies and Allied Compounds. New Derivatives from cc-3I)ilsi~omocan1phor, By MAR~IY OSELOW FORSTER, Ph.D., First Salters Company's Research 1''ellow at the City and Guilds of London Institute, Central Tech- iiical College . . 36 V.-w-Bromacnniphoric acid. By F. STAXLEY KIPPIXG, Ph.D., D.Sc. . . . 61 TL- Efflorescence of Double Ferrous Aluminium Sulphate on Bricks exposed to Sulphur Dioxide. By DATrD PATEXFON . 0; TIT.-Some Derivatives of Anthraquinone. By EDTI'ARD SCHUNCK, Ph.D., F.R.S., and LEO ~\IIARCHLE\I'SKI, Ph.D.68 VII1.-Researches on the Terpene. VJ. Products of the Oxida- tion of C'ainphene, Camphoic acid, and its Derivatives. By JAMES ERNEST ~ ~ A K S H and JOHN AUDYMAN GA4RDYER . 74 1Y.-The Action of Sodium Alcoholate on the Acid Amides. By JFLWS BEREND CotrEN, Ph.D., and \ ~ I L L I A ? I I HENRY X.-Note on the Electrolptic Conductivity of Formanilide and XI.-On certain Phenylthiocarbamates. By HEXRY LLOTD XI.-Periodides of Theobroinine. By GEORGE ELL~O'J'T SHAW . 102 X1TI.-Ethereal Salts of Active and Inactive Monobenzoyl-, Jlibeazoyl-, Diphenacety I-, and Dipropionyl-glyceric acids. B y PP~RCY FAI:A~AI- FRANKLAND, Ph.P., B.Sc., F.R.S., aiid hl ISLDOLA, F.R.S., and ERK'EST R. AKDREWS. . . 7 A~JGUSTUS E. DIXON, M.D. . . 17 ARCHDEACON, B.Sc., The Yorkshire College.91 'f'hioformanilide. By THOMAS EWAN, B.Sc., Yh.D. . . 96 SNAPE. D.SC., PI1.n. . . 9@ J O B N 11A4CGREC;oR, 3I.B. . . . . . 104i r CONTEYTS. XIV.-Rotation of Opt ic.ally Active Ccimpouiids in Organic Solvents. By PERCY F. FRAKKLANI,, J'h. D., F.R.S., and ROBERT HOVSON PICKARD, B.Sc. . SV.--The Molecular Voliimes of Organic Snbs tances in Soln- tion. By W. W. J. Nicol, M.A., D Sc., F I.C. . XV1.-Action of Sugars on Ammoiiiacal Silver Nitrate. r',y JAMES HENDERSON, R.Sc., 1851 Exhibition Scholar, Unt- versity College, Dundee . XVII. --The Xolecular Weight and Poraiula of Phosphoric Anhydride and of Metaphosphoric aci(1. Bp WJLLIAM AUGUSTUS TILDES, I).&., E'.R.S., and ROBERT E. BARNETT, B.Sc., Assoc. R.C.S. . XVITL-On yPhenoxy-clei ivi-itives O F 2hlonic ncid and Acetic acid, and vniious Compounds used in the Syiithesis of these acids.By WILLIAM I3 EWBY RENTLEY, XDWARD HAWORTH, alid TVIrmAM HENKY PERKIN, jun. X1X.-Note on the Preparation of Glycol. By EDWARD HATVOKTH, B.$c., and WILLIAM HENRY PEL~KTS, Jun. SX.-The Oximes of Benzaldehyde and their Derivatives. XX1.-Transformation of the Alkylammonium Cyanates into the corvespondin? Urens. By JAMES WALKER, I).%., Ph.D., J A M E S R. APPLEYARD, F.C.S., University College, Dundee . XXI1.-Luteolin. Part I. H y ARTHUR G. PERKIN, F.R.S.E. . XXIIL-Lead Tetrscetate and t h e Plumbic Salts. By ARTHUR HUTCHTKSON, M.A., Ph.D., and W. POLLARD, B.A., Ph.D. . XX1V.-The Acetglene Theory of Luminosity. By VIVIAN B. LEWES, Royal Naval College, Grcenwich .XXV.-Solu tion and Diffusion of certain Metals in Mclrcury. By W. J. HUWHREYS . . XXV1.-The Symmetrical Dimethjlsucciaic acids. By WILLIAM ARTHUR BONE and WILLIAM HENRY PERKIN, J u n . XXVI1.-Note on the aa,-Dimethylalutaric acids. By lTTILr.raM ARTHUR BOKE and WILLIAM HENRY PERKIN, Jun. . XXVII1.-Cis- and trmzs-Me thyli~opropylsuccinic acid. By WILLIAM HENRY BENTLEY, WILL~AM HENRY PERKIK, J u n . , and JOCELYN FIELD TIIORPE . By T. B. WOOD, Secretary to Cambridge and Counties Agri- cultural Education Scheme . XXX.-The Production of Naphfhaleiie and of Isoqninoline Derivatives from Dehydmcetic acid. By JOHN NORMAN COLLIE, Ph.D., F.R.S.E., and N. T. 31. WILSMOI~E, 3l.S~. . . . By CHARLES IiZ. LUXMOORE, D.Sc. . XX1X.-Available Potash and Phosphcric acid in Soils.PAGE I23 142 145 154 16 i 175 177 19:3 206 21% 226 24s 253 268 2iO 293CONTESTS. V PAaE XXX1.-Isomeric 7r-Bromo-a-Nitrocamphors. By ARTHUR LAPWORTH, D.Sc., and FREDERICK STANLEY KIPPING, Ph.D., D.Sc. . . 304 XXXI1.-Note on the Formation of Camphorquinone from a-Chloronitrocamphor. By ARTHUR LAPWORTH, L).Sc. . 322 XXXII1.-The Action of Lead Thiocyanate on the Chloro- carbonates. Part I. Carboxyethylthicarbimide and its Derivatives. By ROBERT ELLIOT DORAN . . 324 XXX1V.-Connection between the Atomic Weight of Con- tained Metals, and the Crystallographical Characters of Isomorphons Salts. The Volume and Optical Relationships of the Potassium, Rubidium, and Caesium Salts of the Monoclinic Series of Double Sulphates, R2M( S0,),,6H20. XXXV.-Comparison of the Results of the Investigations of the Simple and Double Sulphates containing Potassium, Rubidium, and Cmium, and General Deductions therefrom coucerning the Influence of Atomic Weight on Crystal XXXV1.-The bearing of the Results of the Investigations of the Simple and Double Sulphates containing Potassium, Rubidium, and CEsiurn on the Nature of the Structural Unit.By ALFRED E. TUTTON, Assoc. R.C.S. . . 507 XXXVI1.-An Auxiliary Assay Balance. By ROBERT LAW . 526 XXXVII1.-Contributions to the Knowledge of Ethylic Aceto- acetate. Part I. Acetonylmalic acid. By SIEGFRIED RUHEMANN, Ph.D., M.A.,and E. A. TYLER, Scholar of St. John’s College, Cambridge . . 530 XXX1X.-Analysis of the Water from the Dropping Well at Knaresborough, in Yorkshire. By B. A. BURRELL . 536 XL.-Charas.The Resin of Indian Hemp. By THOMAS BAR- LOW WOOD, M.A., W. T. NEWTON SPIVEY, M.A., and THOMAS XL1.-The Constitution of a new Dibasic acid, resulting from By HENRY J. HORSTMAN By ALFRED E. TUTTON, Assoc. R.C.S. . . 344 Characters. By ALFRED E. TUTTON, Assoc. R.C.S. . . 495 HILL EASTERFIELD, M.A., Ph.D. . 539 the Oxidation of Tartaric acid. FENTON, M.A. . . 546 Annual General Meeting . . 563 XL1I.-Hofmnnn Memorial Lecture.-Personal Reminiscences of Hofmann and of the conditions which led to the establish- ment of the Royal College of Chemistry and his sppoint- ment as its Professor. By Lord PLATFAIR, G.C.B., F.R.S., &C. . 575 The History of the Royal College of Chemistry and Reminiscences of Hofmann’s Professorship. By Sir F. A. ABEL, Bart., K.C.B., F.R.S., &c.. 580 A 2Vi CONTENTS. PAGE The Origin of t’he Coal-Tar Colour Industry, and the Con- tributions of Hofmann and his Pupils. By W. H PERKIN, PhD., D.C.L., F.R.S., By HENRY E. ARMSTRONG . Obituary Notices . XLII1.-Condensation of B e n d with E thylic Acetoacetate. By FRANCIS R. JAPP, F.R.S., and G. DRUCE LANDER, B.Sc. (Lond.) . XLIV.-E lectrolysis of Potassium Allo-e thy lic Camphorate. Part 11. By JAMES WALKER, Ph.D., D.Sc., and JAMES HENDERSON, R.Sc., University College, Dnndee . XLV.-The Explosion of Cyanogen. By HAROLD BAILY DIXON, M.A., F.R.S., E. H. STRANGE, B.Sc., and EDWARD GRAHAN, B.Sc. . XLV1.-The Mode of Formation of Carbonic acid i n the burning of Carbon Compounds. By Professor HAROLD BAILY DIXON, M.A., F.R.S. . XLVI1.-On the Detonation of Chlorine Peroxide.By Pro- fessor HAROLD BAILV DIXON, M.A., P.R.S., and J. A. HARKER, D.Sc. . XLVI1I.-Morin. Part I. By HERMANN BABLICR, Ph.D., and ARTHUR GEORGE PERKIN, F.R.S.E. . XL1X.-Luteolin. Part 11. By ARTHUR GEORGE PERKIN, F.R.S.E. . L.-Constitution of the Cereal Celluloses. By CHARLES FREDER~CK CROSS, EDWARD J. BEVAN, and CLAUDE SXITH . L1.-Ethereal Salts of Optically Active Malio and Lactic acids. By THOMAS PURDIE, F.R.S., and S~DNEY WILLIAMSON, P1i.D. LL1.-The Hydriodides of Hydroxylamine. By WTNDHA )I R. DUNSTAN, F.R.S., and ERNEST GOULDING LII1.-The Determination of the Composition of a “ White Sou ” by a Method of Spectragraphic Analysis. By WALTER NOEL HARTLET, F.R.S., Professor of Chemistry, Royal College of Science, Dublin. . By WALTER NOEL HARTLEY, F.R.S., Professor of Chemistry, Royal College of Science, Dublin .LV.-Metadichlorobenzene. By FREDERICK D. CHATTAWAY, M.A., and ROBERT CECIL TURLE EVANS . LV1.-Halogen Additive Products of Substituted Thiosinn- amines. By ACGUSTIJS E. DZXOX, M.D. , LVI1.-Acidic Thiocarbimides, Thioureas, and Ureas. By AUGUSTUS E. DIXOS, M.D. . Notes on Hofmann’s Scientific Work. . L1V.-On the Temperatme of Certain Flames. . 596 63 7 733 736 748 759 7 74 i 8 9 ‘792 799 804 81 8 539 842 844 848 851 8.55CONTENTS. v ii PAGE: LVII1.-Carbon Dioxide. Its Volumetric Determination. By WILLIAM HENRY STl1oxs, D.P.H. (Oxon), and F. R. STEPHENS . , SG9 LIX.-The Atomic Weight of Japanese Tellurium. By MASUMI CHIKASHIG~, B.Sc. . . S8l Helmholtz Memorial Lecture. By GIWRGE FRANCIS FLTZGERALD, M.A., D.Sc., k'.RS.. . 885 LS.-Derivatives of Cimphoric acid. Part I. By FREDERICK SIAXLEY KIPPIEG, P h . I ) . , D Sc. . . 9113 I,XI.-Sub&mces exhibiting Circular Polarisation both in the Amorphous and Crystalline states. By WlLLIAnr JACKSON P O P E . . 9 i l LXlI -The Diphenylbenzenes. I. Metadiphenylhenzene. By FREDE~~ICK I). CBATTAWAY, M.A., and HOBE~~T CECIL T'URLE EVANS . . 080 LXII r.-DimethoxydiphenylmethRne and some of its Homo- LXIV.-On certain Views concerning the Condition of the Dissolved Substance in Solutions of Sodium Sulphate. LYV.-Iodoso- and Todoxy - benznldehjdes. By THO~UAS STEWART PATTERSON . . 1009 LXVI.-The Action of Bromine on Pinene with reference to the question of its Constitution. By WILLIAM AUGUSTCS LXVI1.-Liberation of Chlorine during the Heating of a Mixtare of Potassic C hlorate and hfauganic Peroxide.(Second LXVII1.-The Rotation of Aspartic acid. By R. MERVYN C. LXTX.--On Magnetic Rotatory Power, especially of Aromatic Compounds. By WILLIAM HEERY PERKIN, LL.D., Pli. D., F.R.S. . 1025 By JOHN THEODORE HEWITT, M.A., D.Sc., PhD., and HENRY E. STEVENSOX . . 1257 LXXT.-The Condensation of Chloral with Resnrcinol. By JLHN THEODORE HEWITI', 3l,A,, D.Sc., Ph.D., and FRANK LXXI1.-Double Sulphides of Gold and other Metals, or the Action a t a Red Heat of Sulphur on Gold Mhen alloyed with ot,her Metals. By J. S. MACLAUKIN, B.Sc., University College, Auckltind, New Zealand . . . 1260 lopes. By JOHN E. ~ ~ A C K E N Z I E , Ph.D., B.Sc. . . 983 By R. E'. D'ARcY, M.A. . . 993 TILDEN, T).Sc., F.Rl.S.. . . 1009 Note.) By HERBERT MCLEOD, F.R.S. . . 1015 MARSHALL, A.R.C.S. . . 10%2 LXX.-The Three ChlorobeDzeneazosalicylic acids. G. POPE . . 12&v iii CONTENTS. PAC3 E LXXII1.-The Relative Weights of Gold and Sil rer dis- solved by Potassiiim Cyanide Solutions from Alloys of these Metals. By J. S. MACLAUKIN, B.Sc., Uiiirersity College, Auckland, New Zealand . . 1276 By JANES WALLACF: WALKER, M.A., Ph.I)., 1851 Exliibitioii Science Scholar, St. Andrew’s University LXXV.-Action of Fornialdehydc 011 Pheiijlhpdrazine a n d on some Hjdrazones. By JAMES WAI,LACE W A L K E R , AI.A., P1i.D. . 1280 LXXT’I.-The Colouring Principle contained in the Bark of M y ~ i c a way;. Part I. Ily ARTHUR GEORGE Y E ~ K I N and JOHN JAMES HunrvEr, . . 1.257 LXXVII.-Occurrence of Quercetin in the Outer Skiiis of the Bulb of the Onibn (Alliiim wpa). By AKTHW GEORGE P E R K I N and JOHN JAJrEs HUMNEL , .1295 LSXVlI1.-An Apparatus for showing Experi rnents with Ozone. By GEORGE S. NEWIH . . 129s LXXIX.-Colouring Mtt ter of Sicilian Sumach, R h z ~ s coi-iwin. By ARTHUR GEORGE PEEKIN, F.R.S.E., and GhORGE YOUXG ALLEN. . . 1299 LXXX.-The Colourinq Matter of Qzcwhracho CoZorntlo. By LSXX1.-The Chemicd Inactivity of Rontgen Rays. By HAROLD BAILY I j i x O N and H. BlCERETON BAKER . . 1308 LXXX 11.-Position-isomel ism and Optical Activity ; the Me- thylic and Ethylic Salts of ortho-, rneta-, and para-Ditolnyl- tartaric acids. By PERCY P. FRANKLAKD, Ph.D., F.K.S., and YREDEGICK MALCOLJI WHARTON, A.I.C., Priestleg and late LYXXIII.--Contributions to the Chemistry of Phenol Deriva- tives.By HAPHAEL MELDOLB, Y. Rr.S., GEORGE HA~~OLD By JAMES WALKER, D.Sc., Pli.D., Professor of Chemistry, and JAMES R. APPLEYARD: F.C.S., Lecturer on Dyeing, University College, Dundee . . . 1334 By ARTHUR RICHARDSON, Ph.D., and EMILY C. FORTET, B.Sc., University College, Brlstol . . 1349 LXXXV1.-Note on t h e Action of Light on Ether. B.y ARTHUR RICHARDSOK, Ph.D., and EMILY C. FORTEY, B.Sc., University LXXXVII.-The Constitution of Lnpachol and its Derivatives. Part JII. The Structure of the Anijlene Chain. By SAML-ET, C. HOOKER . . . . . . 1355 LXXIV.-Electrolysis of the Salts of nloiillydroxy-a..ids. . 127$ I ARTHUR GEORGE PB:RIi[N, F.I<.S.E., and OSM’ALD GUNKELL . 1:30;3 Forster Scho!ur i n Mason College, Bii*mingham .. . 1309 ~ V O O L C O r~’, and EDWARD W R A Y . . 1321 LXXX1V.-Abmrption of Dilute Acids by Silk. LXXXV.-Action of Light on Amy1 Alcohol. College, Bristol . . 1:352CONTENTS. ix PAGE LXXXVJI1.-Lornatiol (Hydroxyisolapachol). By SAMUEL C. HOOKER . . 1381 LXXX1X.-Contribntions to the Knowledge of the /%Ketonic acids. Palat IT. B y STEGFRIED RuHEalax~, Ph.D., M.A., and C. G. L. WOLF, B. A., X.D. . XC.-Forins tioil of Pyrasolone Derivatives from Chloro- XC1.-Studies of the Terpenes and allied Compounds. Note on Ketopinic acid-a. product of tho Oxidation of the Folid HydrichToyide (Chlorou;ini),hydrene) p r e p a ~ e d fl-om Pinens. By HEXRY E. AJWSLRONG . . 1397 Lothar 3Ieyt.r Memorial Lecture. By P. PHILLIPS BEGSON, MA., I).&., F I.C.. . 1403 XCI1.- -Acid Compounds of Natural Yellow Colonring Matter. Part II. Ey A. G. PERKIX, F.R.S I<. . 1439 XCII1.-Studies on CitraJinic acid. P a r t IT. By WILLIAM XCIV.--TE,e Action of cerhin Acidic Oxides on Salts of Hydroxy-acids. 111. 1Jy GEORGE G. KEKDEBSON, D.Sc., If.&, and JOHS X. BARR . 1451 XCV.-Sonie 1)eriv:itives of Propionic acid, o f Acrylic acid, axid of G l u t a ~ i c acid. By WILL~AM H E > i R Y PtilLKLX, Sun. . . 14S7 XCV1.-Action of F:thylic p-Iodopropiounte oil t h e Sodium dcrivstive of Etliylic Isopropylmiilonate. By J. L. HEIS u; . 1383 funiaric acid. By STEC;FKIED RUHEUAKN, Ph.D., M.A. . 1394 JAMES SELT,, &LA., 1l.I.C. . . I447 and T V I L r , r m HESRY PERKIS, jun. , . 1506 XC VIL-Note on y-Acetobut-yric acid, CH,*C 0.C H,.C €I2- C H,. C 0 0 13. By WILLTAX HEYEP I3 ENTLEY and WILLIAM HEXRY PERKIN, jun. . . 1.510 XCVII1.-Action of Cliloroform an3 Potassium Hydroxide on Metsmidobenzoic acid. XC1X.-Contribn tions to OUY Knowledge of the Aconite Allta- lo'icls. Part XIII. Or1 Atisine, t h e A!kaloYd of A~:o?zitmz j'~etemphylliina. By HOOPER ALBERT DICKISSON JOWET r, D.Sc. Lond., Research Fellow of the Pharmaceutical Socier>y 151s C.-Effect of Heat on Aqueous Solutions of Chrome Alum. By MARGARET DOUIE DOGGAL . . . . 1526 CL-l'he Kefraction Constants of Crystalline Salts. By WILLIAM JACKSON Pom . . . 1530 CI1.-Derivatives of Campheneaulphonic acids. By AKTHUR LAYWORTH, D.Sc., and FREDER~C STANLEY KIPP~NG, Ph.D., D.Sc. . . 1546 CI1I.-'rhe Colouririg Matters occui-ring in various British Plants.Part I. By ARTHUR GEORGE PEXKIN and JOHN JAMES HUMMEL . . . . 1566 By WALIER JOHN ELLIOIL'T, 31.21. . 1513x COST ENTS. PAQ E CIV.-The Constitation of the so-called “ Nitrogen Iodide.” By FREDERIC D. CHATTAKAP, R.I.A., Christ Church, Oxford 1572 C V.-Posit,ion-isomerism and Optical Activity ; the Compara- tive Rotatory Powers OF the Dibenzoyl- and Ditoluyl- tartrates. By PERCY FBANKLASL), Yh.D., E’.R.d., and FREDEiZICK MALCOLM WHAItTOA, A.1.C . . . 1583 ~VI.-Thiocarloiniides derived from Complex Fatty acids. By CVI1.-The Carbohydrates of Barley Straw. By CHARLES CVII1.-The Reduction of Nitrososulpliates. Ry EDWARD DIVERS, CIX.-Imidosulplionates. Part I J. By EnwAizD DIVEIIS, X.D., CX.-Amidosulphonic acid. By EDWARD DmI;iis, X U . , F.R.S., C~XI.-Molecular Conductivitg of Amidosnlphonic acid. By J ~ J I SAKUIIAI, D.Sc. (Japan), Professor of Chemistry, 1 inperi a1 University , Japan . 1654 (3x11.-Physiological Action of Amidclsulphoiiic acid. By OSCAR LOEV’, P1l.n. . , 1662 CXI1I.-Economical Preparation of Hydroxy lamine Sulphste. By EDWARD DLVERS, M.D., F.R.S., and TAMKMASA HACA, D.Sc., F.C.S. . . 1665 CX 1V.-How Mercurous and I\iIercixric Salts change into each other. By SEIHACH~ HADA, B.Sc. (Japan) . . 1667 CXV.-Solution and Diffusion of certain Netals and Alloys in Mercury. (Second Paper.) By W. J . HUXPHRXYS . . 1679 CSV1.-The Identity of Dextrose from Different Sources, with Special Reference to the Cnpric Oxide R:.duciug Power. By CORNELICS O’SULLIVAS, F. KS., and ARTHUR LANDAUICE STERN, D.Sc. . . 1691 By WILL~AX JACKSOK POPE . . , . I . . 1696 AUGUSTUS EDWARD DIXON, M.D. . . 1593 FREDERICK CROSS, EDWARD JOHN BEVAN, and CLAUD SMITH . 1604 M.D., F.R.S., and TAMRMASA HAGA, D.Sc. (Japaiij, F.C.S. . 1610 F.R.S., and TAMEMASA HAGA, D.Sc. (Japaii), F.C.S. . . 1629 and TAMEMASA HAGA, D.Sc. (Japan), F.C.S. . , 16.34 CYVI1.-A Compound of Caniphoric acid with Acetone.