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Effets de micelles cationiques sur l'hydrolyse alcaline d'acetanilides a groupe acyle active par des substituants electro-attracteurs
Authors:V Gani  P Viout
Institution:Groupe de Recherche No. 12, C.N.R.S., 2, rue Henry Dunant, 94320, Thiais, France
Abstract:Micellar effects of CTAB upon the alkaline hydrolysis of CF3-CO-N(CH3)C6H5, CHCl2-CO-N(CH3)C6H4X and CH2Cl-CO-N(CH3)C6H4X, (X=p-OCH3H,p-Cl) are reported. Variations of kobs, and of kinetic order of the reaction with respect to HO? ion, are interpreted as an acceleration of HO?-catalyzed steps, and a decrease of catalysis by water for decomposition of tetrahedral intermediates; these two effects oppose each other in HO? and H2O catalyzed steps. Differences between micellar and DMSO effects suggest a very small local concentration of HO? ions in micelles.
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