2013
DOI: 10.1246/bcsj.20130015
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Alkali-Metal Ion Catalysis and Inhibition in Nucleophilic Displacement Reaction of O-Ethyl O-4-Nitrophenyl Phenylphosphonothioate with Alkali-Metal Ethoxides

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 (kobsd) into the second-order rate constants for the reaction of EPN with the dissociated EtO− (kEtO-) and ion-paired EtOM (kEtOM) has revealed that the reactivity increases in the order kEtOLi < kEtO- < kEtONa < kEtOK <… Show more

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