Temperature Dependence of Regioselectivity in Nucleophilic Photosubstitution of 4-Nitroanisole. The Activation Energy Criterion for Regioselectivity

GG Wubbels, H Danial, D Policarpio

Index: Wubbels, Gene G.; Brown, Toby R.; Babcock, Travis A.; Johnson, Kandra M. Journal of Organic Chemistry, 2008 , vol. 73, # 5 p. 1925 - 1934

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Citation Number: 5

Abstract

Photosubstitution of the nitro group vs the methoxy group of triplet 4-nitroanisole by hydroxide ion in water leads to product yields of about 80% 4-methoxyphenol and 20% 4- nitrophenol. The ratio depends slightly on temperature from 3 to 73° C. The slight