Micellar catalysis of the basic hydrolysis of amides. 4. Substituted N, N-diphenyl benzamides

TJ Broxton, DR Fernando, JE Rowe

Index: Broxton, Trevor J.; Fernando, Denise R.; Rowe, Jeffrey E. Journal of Organic Chemistry, 1981 , vol. 46, # 17 p. 3522 - 3525

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Citation Number: 3

Abstract

The catalysis of the basic hydrolysis of a series of N-aryl-N-phenylbenzamides (1) and a series of substituted Nfl-diphenylbenzamides (2) by micelles of cetyltrimethylammonium bromide (ctab) has been studied. On the basis of the effects of substituents on the aromatic ring attached to the nitrogen atom, a mechanistic change on transfer from water to a micellar environment is proposed. In water the mechanism involves rate-determining solvent- ...