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Wu T, Gan Q, Jans U: Nucleophilic substitution of phosphorothionate ester pesticides with bisulfide (HS-) and polysulfides (S (n) 2-). Environ Sci Technol. 2006 Sep 1;40(17):5428-34.
The reactions of five organophosphorus insecticides (OPs) (chlorpyrifos-methyl, parathion-methyl, fenchlorphos, chlorpyrifos, and parathion) with hydrogensulfide/ bisulfide (H2S/HS-) and polysulfides (S (n) 2-) were examined in well-defined aqueous solutions over a pH range from 5 to 9. Experiments at 25 degrees C demonstrated that the reaction of the five OPs with the reduced sulfur species follows a SN2 mechanism. |
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