
TY  - JOUR
A1  - Hartshorn, MP 
A1  - Robinson, WT 
A1  - Sutton, KH 
A1  - Vaughan, J 
T1  - reactions of 2-t-Butyl-4,6-dimethylphenol, 2,4-Di-t-butyl-6-methylphenol and 2,4,6-Tri-t-butylphenol with Nitrogen Dioxide
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1985
VL  - 38
IS  - 1
SP  - 161
EP  - 177
KW  - 
UR  - https://doi.org/10.1071/CH9850161 
N2  - Reaction of 2-t-butyl-4,6-dimethylphenol(10) with nitrogen dioxide in benzene gives the C4-epimeric 4,5,6-trinitrocyclohex-2-enones (13) and (14). In contrast, similar reaction of 2,4-di-t-butyl-6-methyl-phenol (11) gives substituted cyclohex-3-enones, 2,5,6-trinitro ketones (20)- (23), 2-hydroxy-5,6-dinitro ketones (27) and (28) and the 6-hydroxy- 2,5-dinitro ketone (29). Reaction of 2,4,6-tri-t-butylphenol (12) with nitrogen dioxide gives initially the 4-nitro dienone (35), but de-t- butylated products (36) and (37) are formed in long-term reactions. X- ray crystal structures are reported for compounds (13),(14),(21),(22), (23), (27), (28) and (29). 
ER  -

