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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 32, Number 3
JKCSEZ 32(3)
June 20, 1988 

On the Electrochemical Reduction of O, O-Dimethyl-O-(3-Methyl-4-Nitrophenyl)-Phosphorothioate (Fenitrothion) Pesticide in Acetonitrile Solution

Acetonitrile 용액중에서 살충제 O, O-Dimethyl-O-(3-Methyl-4-Nitrophenyl)-Phosphorothioate (Fenitrothion)의 전기화학적 환원
Il-Kwang Kim, Youn-Geun Kim, Hyun-Ja Chun

김일광, 김윤근, 천현자
계면활성 micelle을 형성하는 acetonitrile 용액을 O,O-dimethyl-O-(3-methyl-4-nitrophenyl)-phosphorothioate (Fenitrothion)의 전기화학적 환원을 direct current 및 differential pulase polarography, cyclic voltammetry 그리고 controlled potential coulometry 방법으로 연구하였다. Fenitrothion의 환원과정은 1단계로 4 전자 이동에 의한 부분 가역적 전자이동 화학반응(EC, EC)기구로 O,O-dimethyl-O-(3-methyl-4-hydroxyaminophenyl)-phosphorothioate를 형성하고, 더 높은 음전위에서 2 전자 이동에 따른 양성자 반응으로 phosphorus 원자와 phenoxy group의 단일 결합이 끊어지면서 주 생성물인 p-amino-m-cresol과 dimethyl thiophosphinic acid를 생성하였다. Sodium lauryl sulfate micelle 용액에서 polarography 환원파는 전체적으로 억제 되었으며 특히 1차 환원파는 음이온 micelle의 선택적 작용으로 2단계로 분리되었다.

The electrochemical reduction of O,O-dimethyl-O-(3-methyl-4-nitrophenyl)-phosphorothioate (Fenitrothion) has been studied in acetonitrile solution containing surfactant micelle by direct current (DC)-differential pulse (DP) polarography, cyclic voltammetry (CV) and controlled potential coulometry (CPC). The partially reversible electron transfer-chemical reaction(EC, EC mechanism) of fenitrothion reduction proceeded by four electron transfer to form O,O-dimethyl-O-(3-methyl-4-hydroxyaminophenyl)-phosphorothioate which undergoes single bond of the phosphorus atom and phenoxy group cleaves to give p-amino-m-cresol and dimethyl thiophosphinic acid as major product by two electron transfer-protonation at higher negative potential. The polarograpic reduction waves shown to suppressed due to inhibitory effect of sodium lauryl sulfate micelle solution and split up on selectivity of anionic micelle effect in two step at the first reduction peak.

186 - 194
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