Mechanistic studies on the basic hydrolysis of 2, 2, 2-trichloro-1-arylethanones

…, MC Rezende, JF Vianna, F Nome

Index: Zucco, Cesar; Lima, Claudio F.; Rezende, Marcos C.; Vianna, Jose F.; Nome, Faruk Journal of Organic Chemistry, 1987 ,  vol. 52,  # 24  p. 5356 - 5359

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Citation Number: 29

Abstract

The basic hydrolysis of 2, 2, 2-trichloro-l-phenylethanone (la), 2, 2, 2-trichloro-l-@- methoxyphenyl) ethanone (lb), and 2, 2, 2-trichloro-1-@-chlorophenyl) ethanone (IC) has been studied in the pH range 5.5-13.2. In all cases the reaction producb were chloroform and the corresponding benzoate. The reaction is first order toward both the ethanone and hydroxide ion and proceeds via an addition-elimination-type mechanism. The initial ...