
%0 Journal Article
%A Hartshorn, MP 
%A Robinson, WT 
%A Vaughan, J 
%A White, JM 
%A Whyte, AR 
%T The nitration of pentamethylphenol
%J Australian Journal of Chemistry
%D 1984/07/01
%V 37
%N 7
%P 1489-1502
%K 
%R https://doi.org/10.1071/CH9841489
%U https://www.publish.csiro.au/paper/CH9841489 
%X Nitration of pentamethylphenol (1) with nitrogen dioxide in benzene gives the four possible 2,5,6-trinitrocyclohex-3-enones (6), (7), (8) and (9), three 4,5,6-trinitrocyclohex-2-enones (10), (11) and [(12) or (13)], the 2-hydroxy-5,6-dinitrocyclohex-3-enone (14), quinone (17) and the 4-nitro dienone (3). The fuming nitric acid nitration of pentamethylphenol (1) for 90 h gives most of these products, except that 4-nitratomethyl-2,5,6-trinitrocyclohex-3-eones (21), (22), (23) and (24) are isolated. X-ray crystal structures are reported for compounds (6), (7), (8), (10), (11), (14) and (21). 
