Aminolysis of 2, 4??Dinitrophenyl X??Substituted Benzoates and Y??Substituted Phenyl Benzoates in MeCN: Effect of the Reaction Medium on Rate and Mechanism

IH Um, SE Jeon, JA Seok

Index: Um, Ik-Hwan; Jeon, Sang-Eun; Seok, Jin-Ah Chemistry - A European Journal, 2006 , vol. 12, # 4 p. 1237 - 1243

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Citation Number: 80

Abstract

Abstract Second-order rate constants (k N) have been determined spectrophotometrically for the reactions of 2, 4-dinitrophenyl X-substituted benzoates (1 a–f) and Y-substituted phenyl benzoates (2 a–h) with a series of alicyclic secondary amines in MeCN at 25.0±0.1 C. The k N values are only slightly larger in MeCN than in H 2 O, although the amines studied are approximately 8 pK a units more basic in the aprotic solvent than in H 2 O. The Yukawa– ...