Issue 21, 1976

Effect of cationic micelles on the E1cb mechanism of the hydrolysis of substituted p-nitrophenyl acetate

Abstract

The hydrolysis of XCH2CO2C6H4NO2-p catalysed by cetyltrimethylammonium bromide experiences a much larger micellar effect with X[double bond, length half m-dash]O2NC6H4 and PhS than with MeOC6H4 and PhO, in accord with the change in acidity of CH2group and suggesting a change of mechanism from ordinary addition-elimination under non-micellar conditions to an E1cB mechanism under micellar conditions.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1976, 843-844

Effect of cationic micelles on the E1cb mechanism of the hydrolysis of substituted p-nitrophenyl acetate

W. Tagaki, S. Kobayashi, K. Kurihara, A. Kurashima, Y. Yoshida and Y. Yano, J. Chem. Soc., Chem. Commun., 1976, 843 DOI: 10.1039/C39760000843

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