English:
Identifier: molecularrearran00chan (find matches)
Title: The molecular rearrangement of carbon compounds
Year: 1917 (1910s)
Authors: Chandler, Edward Marion Augustus
Subjects: Carbon compounds Rearrangements (Chemistry) Theses
Publisher:
Contributing Library: University of Illinois Urbana-Champaign
Digitizing Sponsor: University of Illinois Urbana-Champaign
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imethyl anilinev;ithout rearrangement, 6. In the rearrangement of the quarternary compomid evi-dence is given that the shift of methyl groups into the ring he- o gins appreciably at 300 . 7. At 300-10** a variation in the time of heating phenyl-trimethylamonium chloride from three to forty-eight hours haspractically no influence on the course of the rearrangem.ent. 8. Pressure has little influence upon the rearrangement at300-10^ ing is carried out at SeO-SOO for several days. 177 9. Temperature has little influence upon the rearrangementbetween the limits £00-5o; hut it is the most important factorat 300-50°. o 10. The heating of m^ethyl aniline hydrochloride at 220-50checks the results obtained hy Derick and Howard namely, that anequilibrium is established between aniline, dimethyl aniline, and other hydrochlorides. 11. The Hofm.ann rearrangement occurs only when the quarter-nary compound is formed and a methyl group shifts from the quar-to rnary nitrogen atom to the benzene ring.
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178 VII- Bibliography. (I) Ann. Physik., 12, 253 (IG28). (9) J rrakt. Ghem., 36, 93 (1845). v ^ ^ (i) Proc Roy. Soc. (loidon), 12, 576 (1863); Gompt. rend.,56, IIIO (1863). (4) Ann., 207, 211 (I88I). (5) Ber., IT., 463 (1884). (6) Z. angew. Ghem., 6, 163 (1893J. (7) Z. angew. Chem. 6, 67 (1893). fTfiq7)-8 Ber., 29, 1894 (1896); Z. Elektroohem., 3, 471 U897 , Ber. 33; 2329 (1900); 2. Elektrochein., 7, 597 (I90I).(9) Proc. Ghem. Soc, 18, 175 (1902). (10) J. prakt. Chem., 65, 97 (1902). (11) Ber.. 35, 1433 (1902). ^ ,Tr^r^rz\ a oao (12) P?oc. r: Akad. Y/etensch. Amsterdam, 5, 377 (1903); 6, 262(1903); Hec. trav. chim., 23, 62(19X4). (13) J. Buss. Phys. Ghem. Soc,, 35, 667 t^^O^ • 14 Gompt. rend., 141, 198 (19057; 142 341 (1906); I^^ Ber ^5 992 (1892); 26 681,-688, 699, 703 (1893); 27,2?J6^Tlkn 31 890 (1898); Ann., 287, 97 (1895); 303,290 (1899); Ber., 36, 3857 (1903). (16) Inaug. Diss. Zurich. 1883. (17) Ber., 23» ^^^^ (1890). (^^1 lllW i: loS (Y^lVu 27. 8351. 3558 (I8M). (20) Ber., 2
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