96540-01-1Relevant articles and documents
A 1,3-Nitro Migration in the Reaction of Nitrogen Dioxide with 2-t-Butyl-4,6-dimethyl-4-nitrocyclohexa-2,5-dienone
Blunt, John W.,Hartshorn, Michael P.,Jensen, Richard G.,Waller, A. Grant,Wright, Graeme J.
, p. 62 - 63 (2007/10/02)
The formation of the 2-t-butyl-4,6-dimethyl-4,5,6-trinitrocyclohex-2-enones (2) and (3) on reaction of 2-t-butyl-4,6-dimethyl-4-nitrocyclohexa-2,5-dienone (1) with nitrogen dioxide proceeds via 4,5-addition of nitrogen dioxide to the 6-nitrocyclohexa-2,4-dienone (5), the product od a 1,3-nitro migration.
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
Hartshorn, Michael P.,Robinson, Ward T.,Sutton, Kevin H.,Vaughan, John
, p. 161 - 177 (2007/10/02)
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-methylphenol (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).