Hitomi Suzuki, K. Ishizaki, S. Maruyama
Jul 1, 1975
Citations
0
Influential Citations
4
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
Direct action of fuming nitric acid upon tetrachloro-o- and -m-xylenes at room temperatur led to the formation of 3,5,6-trichloro-1,2-dimethyl-4-oxocyclohexa-2,5-dienyl nitrate and 2,5,6-trichloro-1,3-dimethyl-4-oxocyclohexa-2,5-dienyl nitrate, respectively, as the major products. In contrast, tetrachloro-p-xylene was simply converted into 2,3,5,6-tetrachloro-4-methylbenzyl nitrate. Plausible reaction sequences as well as criteria as a basis for predicting the propensity of polysubstituted alkylaromatics towards unusual nitration have been discussed.