OXIDATIVELY-INDUCED FORMATION OF DIALKYL HYDROGENPHOSPHONATES FROM PHOSPHOROTHIONATES

Shao-Yong Wu Pesticide Chemistry and Toxicology Laboratory, Department of Entomological Sciences, University of California, Berkeley, California, 94720, U.S.A.

Yoffi Segall Pesticide Chemistry and Toxicology Laboratory, Department of Entomological Sciences, University of California, Berkeley, California, 94720, U.S.A.; Israel Institute for Biological Research, P.O.B. 19, Ness Ziona, 70450, Israel

Mark Sanders Pesticide Chemistry and Toxicology Laboratory, Department of Entomological Sciences, University of California, Berkeley, California, 94720, U.S.A.

Robert F. Toia Pesticide Chemistry and Toxicology Laboratory, Department of Entomological Sciences, University of California, Berkeley, California, 94720, U.S.A.

John E. Casida Pesticide Chemistry and Toxicology Laboratory, Department of Entomological Sciences, University of California, Berkeley, California, 94720, U.S.A.

Abstract

Peracid oxidation of triester and related phosphorothionates and diester phosphorothioic acids with excess magnesium monoperoxyphthalate in water gives, among other products, dialkyl hydrogenphos-phonates in yields of up to 70%. Hydrogenphosphonate formation is facilitated by the presence of a good leaving group in the starting material.

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OXIDATIVELY-INDUCED FORMATION OF DIALKYL HYDROGENPHOSPHONATES FROM PHOSPHOROTHIONATES

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OXIDATIVELY-INDUCED FORMATION OF DIALKYL HYDROGENPHOSPHONATES FROM PHOSPHOROTHIONATES

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