Hydrolytic cleavage of paraoxon and parathion by oximate and functionalized oximate ions: A comparative study
Abstract
Bimolecular reactions of O,O-diethyl-O-p-nitrophenylphosphate (paraoxon) and O,O-diethyl-O-p-itrophenyl phosphorothioate (parathion) with oximate (pyridinealdoxime 2-PyOx- and 4-PyOx-) and its functionalized oximate, 4-(hydroxyimino)methyl)-1-alkylpyridinium bromide ions (alkyl = C10H21 (4- 10PyOx-); alkyl = C12H25 (4-C12PyOx-)) have been investigated in aqueous and cationic micellar media of cetylpyridinium bromide, cetyltrimethyl-ammonium bromide and cetyltetradecyltrimethylammonium bromide at pH 9.5 and 27 oC. Under the micellized condition, a 1.2×103 fold and 9.0×106 fold rate enhancement over the aqueous reaction of paraoxon (ko = 7.5×10-8s-1) and parathion (ko = 9.5×10-11) is observed.
Keyword(s)
Surfactants, Cationic surfactants, Hydrolytic cleavage, Cleavage reactions, Paraoxon, Parathion, Oximate, Functionalized oximate
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