Mechanistic Investigation in the Oxidation of ${\underline{O}},{\underline{O}}-Diethyl-{\underline{S}}-Phenyl\;Phosphorothiolate-^{18}O$

O,O-Diethyl-S-Phenyl $Phosphorothiolate-^{18}O$의 산화반응기작

${\underline{O}},{\underline{O}}-Diethyl-{\underline{S}}-phenyl\;phosphorothiolate-^{18}O$ and other related compounds were prepared and oxidized with m-chloroperbenzoic acid (MCPBA). Each reaction was followed by $^{31}P$ NMR and the products were analyzed by GC-MS. ${\underline{O}},{\underline{O}}-Diethyl-{\underline{S}}-phenyl\;phosphorothiolate-^{18}O$ was converted to diethyl methyl phosphate in methanol by MCPBA and it was confirmed to contain $^{18}O$, which proved that the originally proposed mechanism of Segall and Casida operates in the oxidative reaction.

${\underline{O}},{\underline{O}}-Diethyl-{\underline{S}}-phenyl\;phosphorothiolate-^{18}O$와 관련화합물들을 합성하고 MCPBA로 산화시켰다. 각 반응을 $^{31}P$ NMR로 추적하였고 반응산물을 GC-MS로 분석하였다. ${\underline{O}},{\underline{O}}-Diethyl-{\underline{S}}-phenyl\;phosphorothiolate-^{18}O$은 메탄올에서 MCPBA에 의해 diethyl methyl phosphate로 전환되며 $^{18}O$를 포함하고 있어 이 산화반응은 Segall과 Casida가 제안하였던 반응기작을 따르고 있음이 증명되었다.