Photoreaction of 3, 4-dimethoxy-1-nitrobenzene with butylamine. A pH dependence of regioselectivity

…, L Pavlíčková, J Velek, M Souček

Index: Kuzmic, Petr; Pavlickova, Libuse; Velek, Jiri; Soucek, Milan Collection of Czechoslovak Chemical Communications, 1986 , vol. 51, # 8 p. 1665 - 1670

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Citation Number: 10

Abstract

Abstract Irradiation of 3, 4-dimethoxy-1-nitrobenzene in the presence of butylamine leads to the formation of both possible photosubstitution products, ie, 2-methoxy-4-nitro-N- butylaniline and 2-methoxy-5-nitro-N-butylaniline with the predominance of the latter. Regioselectivity of the reaction as measured by molar ratio of the two isomeric products varies with pH of the solution, ranging from 3: 1 at pH 10 to 12. The results are discussed ...