Reactions of 2,6-Di-t-butyl-4-methylphenol with nitrogen dioxide; X-ray crystal structures of 2,6-Di-t-butyl-c-6-hydroxy-4-methyl-r-4,c-5-dinitrocyclohex-2-enone and 2,6-Di-t-butyl-4-methyl-r-4,c-5,c-6-trinitrocyclohex-2-enone

Abstract

Reaction of 2,6-di-t-butyl-4-methylphenol (6) with nitrogen dioxide in benzene gives the trinitro ketone (11), but in cyclohexane gives both trinitro ketone (11) and the hydroxy dinitro ketone (12),in addition to the 4-nitro dienone (10). Some reactions and X-ray crystal structures of compounds (11) and (12) are described.