Journal of the Chemical Society. Perkin transactions II p. 637 - 640 (1988)
Update date:2022-08-11
Topics:
Patil, Sampatrao D.
Nair, P. Madhavan
In an effort to study the effects of 'through conjugation' on the properties of some 1,2,4-trisubstituted benzenes, the rates of reaction of a series of four 4-substituted 1,2-dinitrobenzenes with sodium methoxide in methanol have been studied.Although reactivities at the 2-position were qualitatively in the order to be expected from inductive effects, those at the 1-position were highly sensitive to the influence of mesomeric donor action of the 4-substituent.Relatively large effects were seen for the 4-alkyl derivatives; and C-H hyperconjugation appeared to be stronger than C-C hyperconjugation.
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