Nitration of 4-Chloro-2,3,6-trimethylphenol, 3-Chloro-2,4,6-trimethylphenol and 2,3,4,6-Tetramethylphenol; 15N-Labeling Studies in the Reaction of 2,3,4,6-Tetramethyl-4-nitrocyclohexa-2,5-dienone With Nitrogen Dioxide

The effects of C3 and C4 substituents (Cl, Me) on the reactions of 2,6-dimethylphenols (10)-(12) with nitrogen dioxide in benzene have been examined. In the course of this work X-ray crystal analyses are reported for 14 compounds (13)-(16), (19), (21), (32), (34), (36) and (38)-(42). A 15N-labelling study of the reaction of 2,3,4,6-tetramethyl-4-nitrocyclohexa-2,5-dienone (37) with nitrogen dioxide in benzene is reported.