A Kinetic Study on Aminolysis of 2-Pyridyl X-Substituted Benzoates: Effect of Changing Leaving Group from 4-Nitrophenolate to 2-Pyridinolate on Reactivity and …

JP Lee, AR Bae, LR Im, IH Um

Index: Lee, Jong Pal; Bae, Ae Ri; Im, Li-Ra; Um, Ik-Hwan Bulletin of the Korean Chemical Society, 2010 , vol. 31, # 12 p. 3588 - 3592

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Citation Number: 3

Abstract

Abstract Second-order rate constants () have been measured spectrophotometrically for nucleophilic substitution reactions of 2-pyridyl X-substituted benzoates 8a-e with a series of alicyclic secondary amines in at. The values for the reactions of 8a-e are slightly smaller than the corresponding reactions of 4-nitrophenyl X-substituted benzoates 1a-e (eg,= 1.1~ 3.1), although 2-pyridinolate in 8a-e is ca. 4.5 units more basic than 4-nitrophenolate in 1a ...