2,5-Xylidine

changed changed 477211907 2,5-Xylidin.svg 150px 2,5-Dimethylaniline 2,5-Dimethylphenylamine, 2,5-Dimethylbenzenamine correct chemspider 6989 correct CAS 95-78-3 correct FDA XWK0W8DA04 7259 changed EBI 518305 changed EBI 249120 correct drugbank DB02163 Cc1ccc(C)c(N)c1 changed chemspider 1S/C8H11N/c1-6-3-4-7(2)8(9)5-6/h3-5H,9H2,1-2H3 changed chemspider VOWZNBNDMFLQGM-UHFFFAOYSA-N C8H11N 6 218 97 2,5-Xylidine is an organic compound with the formula C6H3(CH3)2NH2. It is one of several isomeric xylidines. It is a colorless viscous liquid. Commercially significant derivatives include Solvent Yellow 30, Solvent Red 22, Acid Red 65, and Solvent Red 26.M. Meyer Xylidines Ullmann's Encyclopedia of Industrial Chemistry Wiley-VCH Weinheim 2012 10.1002/14356007.a28_455 9783527303854 thumb|left|Solvent Red 26 is a commercial dye prepared from 2,5-xylidine Production Like many xylidines, it is prepared by nitration of the corresponding xylene followed by reduction of the nitroxylene. Reduction can be effected with HCl/Fe, but usually is achieved by catalytic hydrogenation: Me2C6H4 + HNO3 → Me2C6H3NO2 + H2O Me2C6H3NO2 + 3 H2 → Me2C6H3NH2 + 3H2O Safety It is mutagenic and tumor-inducing. Acute toxicity of xylidines is modest as indicated by LD50 (rats, oral) are in the range 0.1-1 g/kg. References Category:Anilines