
%0 Journal Article
%A Hartshorn, MP 
%A Martyn, RJ 
%A Robinson, WT 
%A Sutton, KH 
%A Vaughan, J 
%A White, JM 
%T The nitration of 2,4-dibromo-3,5,6-trimethylphenol and some reactions of polysubstituted phenols with nitrogen dioxide; X-ray crystal structure of 4-Acetyl-1-bromo-r-3,c-4-epoxy-2,t-5-dimethyl-3,5-dinitrocyclopentene
%J Australian Journal of Chemistry
%D 1983/08/01
%V 36
%N 8
%P 1589-1602
%K 
%R https://doi.org/10.1071/CH9831589
%U https://www.publish.csiro.au/paper/CH9831589 
%X Nitrations of phenols (3a), (3b), (7) and (8) with nitrogen dioxide in cyclohexane give similar patterns of reaction to those with fuming nitric acid in acetic acid. Nitration of 2,4-dibromo-3,5,6-trimethyl- phenol (19) with nitrogen dioxide gives isomeric trinitrocyclohex-3-enones (24), while fuming nitric acid reactions yield either the trinitro ketone (24a) and the cis-dinitro ketone (25) or the C2-epimeric ketones (25) and (26) depending upon the reaction conditions. Some reactions of these products are described, and the X-ray crystal structure of the epoxycyclopentene derivative (30) is reported. 
