
%0 Journal Article
%A Gordon, JLM 
%A Hartshorn, MP 
%A Martyn, RJ 
%A Robinson, WT 
%A Wright, GJ 
%T The Mechanism and Stereochemistry of Chlorination of 2,4-Dichloro-3,,5,6-trimethylphenol and 2,4-Dichloro-3,6-dimethylphenol
%J Australian Journal of Chemistry
%D 1994/02/01
%V 47
%N 2
%P 279-288
%K 
%R https://doi.org/10.1071/CH9940279
%U https://www.publish.csiro.au/paper/CH9940279 
%X Electrophilic attack of chlorine on 2,4,6-trichloro-3,5,6-trimethylcyclohexa-2,4-dienone (2a) gives the trans-pentachloro  ketones (3a) and (4a), while similar reaction of 2,4,6-trichloro-3,6-dimethylcyclohexa-2,4-dienone (2b) gives the trans- pentachloro ketones (3b) and (4b), resulting from 2,5- and 4,5-addition of chlorine. The probable stereochemistry of chlorine addition in ketones (3b) and (4b) is determined by chlorination of 2,4-dibromo-3,6-dimethylphenol (6). X-Ray crystal structures are reported for compounds (3a,b), (7) and (8). 
