Bulletin of the Chemical Society of Japan

Alkali-Metal Ion Catalysis and Inhibition in Nucleophilic Displacement Reaction of O-Ethyl O-4-Nitrophenyl Phenylphosphonothioate with Alkali-Metal Ethoxides

IH Um, JS Kang, M Shin

Index: Um, Ik-Hwan; Kang, Ji-Sun; Shin, Minah Bulletin of the Chemical Society of Japan, 2013 , vol. 86, # 6 p. 736 - 741

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Citation Number: 3

Abstract

A kinetic study on nucleophilic displacement reactions of O-ethyl O-4-nitrophenyl phenylphosphonothioate (an insecticide called EPN) with alkali-metal ethoxides (EtOM; M= Li, Na, K, and K/18-crown-6-ether) is reported. Dissection of pseudo-first-order rate constant (k obsd) into the second-order rate constants for the reaction of EPN with the dissociated EtO−(k EtO-) and ion-paired EtOM (k EtOM) has revealed that the reactivity increases in ...