synthesis and crystal structure of 1-chloro-2-methyl-4-nitrobenzene1-chloro-2-methyl-4-nitrobenzene的合成和晶体结构.pdf

Crystals 2012, 2, 137-143; doi:10.3390/cryst2010137 OPEN ACCESS crystals ISSN 2073-4352 /journal/crystals Communication Synthesis and Crystal Structure of 1-Chloro-2-methyl-4- nitrobenzene Aamer Saeed 1 and Jim Simpson 2,* 1 Department of Chemistry, Quaid-I-Azam University, Islamabad 45320, Pakistan 2 Department of Chemistry, University of Otago, P.O. Box 56, Dunedin 9054, New Zealand * Author to whom correspondence should be addressed; E-Mail: jsimpson@alkali.otago.ac.nz ; Tel.: +64-3-479-7914; Fax: +64-3-479-7906. Received: 29 December 2011; in revised form: 12 March 2012 / Accepted: 13 March 2012 / Published: 19 March 2012 Abstract: The title compound (3) was prepared from 4-chloroaniline in good yield on successive oxidation and methylation and its crystal and molecular structure is reported. The compound crystallizes in the monoclinic space group P 2 /n with unit cell dimensions 1 3 a = 13.5698(8), b = 3.7195 (3), c = 13.5967 (8) Å, ß = 91.703(3) °, V = 685.96 (10) Å . The molecule is essentially planar with a dihedral angle of 6.2(3) ° between the nitro group and the phenyl ring. The crystal structure is stabilised by π...π contacts between adjacent benzene rings together with C–H...O hydrogen bonds and close Cl...O contacts. Keywords: chlorinated nitroaromatics; pollut