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Chirality ; 24(7): 552-7, 2012 Jul.
Article in English | MEDLINE | ID: mdl-22566128

ABSTRACT

The enantioselective degradation of quizalofop-ethyl and its metabolite quizalofop-acid in two soils, a Wuhan acidic soil and a Baoding alkaline soil, was investigated. The dissipation of quizalofop-ethyl consisted of two phases, a rapidly deceasing first phase that lasted 1 day and a slowly decreasing second phase that extended till the end of the incubation. It is shown that S-quizalofop-ethyl degraded slightly faster than R-quizalofop-ethyl in the two soils. Further incubation of enantiopure enaniomers showed that quizalofop-ethyl was configurationally stable in soil. Quizalofop-acid was produced quickly, and its amount reached a maximum at 1-6 days time and then decreased slowly with half-lives ranging from 11 to 21 days. The results also showed that quizalofop-acid degraded faster in the acidic Wuhan soil than in the alkaline Baoding soil. At last, significant enantiomerization from S-quizalofop-acid to R-quizalofop-acid was observed, and the enantiomerization was fast, resulting in residues enriched with R-quizalofop-acid whatever racemic quizalofop-ethyl or pure enantiomers were initially applied in the soils.


Subject(s)
Propionates/chemistry , Quinoxalines/chemistry , Soil/chemistry , Hydrogen-Ion Concentration , Propionates/metabolism , Quinoxalines/metabolism , Stereoisomerism , Substrate Specificity
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