Journal of the American Chemical Society

The Ionic Decomposition of 2-Substituted 2-Propyl p-Nitroperbenzoates. Migration to Electron-Deficient Oxygen and Anchimeric Acceleration of Peroxide-Bond …

E Hedaya, S Winstein

Index: Hedaya,E.; Winstein,S. Journal of the American Chemical Society, 1967 , vol. 89, p. 1661 - 1672

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Citation Number: 51

Abstract

Abstract: A number of 2-substituted 2-propylp-nitroperbenzoates have been prepared and solvolyzed in methanol solvent. The products from the p-nitroperbenzoates which were substituted with alkyl groups larger than methyl were those derived from exclusive migration of the alkyl group; these were p-nitrobenzoic acid, acetone and its dimethyl ketal, and the alcohol, olefin, and methyl ether derived from the migrating group. The amount of ether or ...