0000220093 00000 n Specializing in ready to use metabolomics kits. [29] By the 1940s, over 500 related sulfa drugs were produced. 0000228955 00000 n 0000315084 00000 n Precautionary statements Missing Phrase - N15.00950417-P260-P280-P302 + P352 + P312-P304 + P340 + P312-P305 + P351 + P338 + … 0000288731 00000 n 0000275368 00000 n 0000267373 00000 n 0000289146 00000 n 0000212740 00000 n As a result, the nitrogen lone pair is in an spx hybrid orbital with high p character. 0000019045 00000 n 0000231295 00000 n (see the picture below): Missing in such an analysis is consideration of solvation. 0000287196 00000 n Potassium permanganate in neutral solution oxidizes it to nitrobenzene; in alkaline solution to azobenzene, ammonia, and oxalic acid; in acid solution to aniline black. 0000270531 00000 n 0000301763 00000 n 0000213578 00000 n [32], Aniline is toxic by inhalation of the vapour, ingestion, or percutaneous absorption. 0000272251 00000 n 0000278418 00000 n 0000239506 00000 n 0000196109 00000 n 0000325978 00000 n 0000306464 00000 n Although aniline is but feebly basic, it precipitates zinc, aluminium and ferric salts, and on warming expels ammonia from its salts. [27], In the late 19th century, derivatives of aniline such as acetanilide and phenacetin emerged as analgesic drugs, with their cardiac-suppressive side effects often countered with caffeine. 0000288312 00000 n 0000207182 00000 n 0000259744 00000 n 0000276754 00000 n 0000210043 00000 n 0000220367 00000 n 0000303451 00000 n Other aniline dyes followed, such as fuchsin, safranin, and induline. (^J$�~�D(�?q�_nOV��₦�?漚�����,�j-�K&U�g�CkT�p��[OƊW�D���!Jq���I8ͩ�\{ This product has been replaced by A8524-ALDRICH | Aniline hydrochloride ≥99% . 0000206407 00000 n 0000205243 00000 n 0000231129 00000 n 0000223400 00000 n 0000288590 00000 n 0000320967 00000 n : 62-53-3 1.2 Relevant identified uses of the substance or mixture and uses advised against Identified uses : Laboratory chemicals, Industrial & for professional use only. 0000216382 00000 n 0000220230 00000 n 0000208625 00000 n 0000286217 00000 n 0000295779 00000 n In aniline, the C−N bond length is 1.41 Å,[9] compared to 1.47 Å for cyclohexylamine,[10] indicating that there is partial π-bonding between N and C.[11], Industrial aniline production involves two steps. 0000280227 00000 n 0000257593 00000 n Aniline is also used at a smaller scale in the production of the intrinsically conducting polymer polyaniline. 0000199792 00000 n 0000316603 00000 n 0000193581 00000 n 0000279115 00000 n 0000290669 00000 n 0000207515 00000 n Soon thereafter, applying a method reported in 1854 by Antoine Béchamp,[25] it was prepared "by the ton". 0000227782 00000 n 0000238468 00000 n Like most volatile amines, it possesses a somewhat unpleasant odour of rotten fish, and also has a burning aromatic taste; it is a highly acrid poison. [, Faraglia B, Chen SY, Gammon MD, Zhang Y, Teitelbaum SL, Neugut AI, Ahsan H, Garbowski GC, Hibshoosh H, Lin D, Kadlubar FF, Santella RM: Evaluation of 4-aminobiphenyl-DNA adducts in human breast cancer: the influence of tobacco smoke. 0000291362 00000 n 0000323774 00000 n 0000250330 00000 n 0000278559 00000 n The observed geometry reflects a compromise between two competing factors: 1) stabilization of the N lone pair in an orbital with significant s character favors pyra… 0000314810 00000 n 0000221513 00000 n 0000235585 00000 n 0000285520 00000 n 0000325148 00000 n 0000320129 00000 n 0000255047 00000 n 0000278978 00000 n 0000241790 00000 n 0000287478 00000 n 0000232193 00000 n 0000276613 00000 n 0000214839 00000 n 0000298741 00000 n 0000329600 00000 n Hypochlorous acid gives 4-aminophenol and para-amino diphenylamine. 0000281507 00000 n Gerhard Domagk identified as an antibacterial a red azo dye, introduced in 1935 as the first antibacterial drug, prontosil, soon found at Pasteur Institute to be a prodrug degraded in vivo into sulfanilamide – a colorless intermediate for many, highly colorfast azo dyes – already with an expired patent, synthesized in 1908 in Vienna by the researcher Paul Gelmo for his doctoral research. 0000279534 00000 n 0000205743 00000 n 3 0 obj 0000268815 00000 n �J%c�. 0000311841 00000 n 1986 Dec;46(12 Pt 1):6064-7. )N,NC~���=f��;�Ԩ�6W&P�a ���To�x��)S���vs|T,�b 0000288171 00000 n 0000127103 00000 n 1 0 obj 0000226077 00000 n 0000240618 00000 n 0000289835 00000 n [29], In 1932, Bayer sought medical applications of its dyes. 0000222682 00000 n 2003 Mar;13(3):159-67. %���� 0000244130 00000 n These include toluidines, xylidines, chloroanilines, aminobenzoic acids, nitroanilines, and many others. 0000298011 00000 n 0000309976 00000 n 0000253109 00000 n [8] (For comparison, in more strongly pyramidal methylamine, this value is ~125°, while a planar nitrogen like that of formamide has an angle of 180°.) 0000301485 00000 n 0000250878 00000 n It possesses a somewhat pleasant vinous odour and a burning aromatic taste; it is a highly acrid poison. 0000256167 00000 n 0000138771 00000 n 0000324322 00000 n 0000233533 00000 n 0000325285 00000 n 0000207652 00000 n 0000230796 00000 n 0000261617 00000 n 0000198119 00000 n 0000239784 00000 n 0000316329 00000 n 0000312978 00000 n 0000082742 00000 n Through these intermediates, aniline can be conveniently converted to -OH, -CN, or a halide via Sandmeyer reactions. [23] In 1843, August Wilhelm von Hofmann showed that these were all the same substance, known thereafter as phenylamine or aniline. 0000326530 00000 n Aniline hydrochloride forms large colourless tables, which become greenish on exposure; it is the "aniline salt" of commerce. 0000127365 00000 n 0000226218 00000 n 0000230130 00000 n n�SCv�KK�U(���4z�������-f��8�� ���z�o�8h��2��_I��98"����!w�r�����5 r�a��[y2���7��;/hb�0�BG�#2N�P�ۭO� ���T���;0�Ԧ��7%,ݴH 0000293304 00000 n 0000271389 00000 n Aniline is a slightly pyramidalized molecule, with hybridization of the nitrogen somewhere between sp3 and sp2.