Further Studies on Degradation of the Pyrethroid Insecticide Fenvalerate in Soils

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  • MIKAMI Nobuyoshi
    Biochemistry and Toxicology Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • SAKATA Shinoi
    Biochemistry and Toxicology Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • YAMADA Hirohiko
    Biochemistry and Toxicology Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.
  • MIYAMOTO Junshi
    Biochemistry and Toxicology Laboratory, Takarazuka Research Center, Sumitomo Chemical Co., Ltd.

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Other Title
  • ピレスロイド系殺虫剤フェンバレレートの土壌中における分解
  • ピレスロイド系殺虫剤フェンバレレートの土壌中における分解〔英文〕
  • ピレスロイドケイ サッチュウザイ フェンバレレート ノ ドジョウチュウ ニ オ

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Studies of the degradation of the pyrethroid insecticide fenvalerate have been extended, using 14C preparations labeled separately at the chlorophenyl and benzyl rings. In two soils stored in the laboratory for up to 48 weeks under aerobic upland conditions, fenvalerate (1ppm) continued to be degraded to 0.03ppm and 0.29ppm by hydrolysis and oxidation with initial half-lives of 3 and 16 weeks. The major degradation route was hydrolysis at the ester linkage leading to the formation of 3-phenoxybenzoic acid and 2-(4-chlorophenyl)-3-methylbutyric acid. Both acids underwent further degradation via ring opening followed by mineralization of the products formed with the evolution of CO2 (25-66%). In addition, α-carboxy-3-phenoxybenzyl 2-(4-chlorophenyl)-3-methylbutyrate was identified as a new degradation product. When soils containing radiolabeled bound residues arising from fenvalerate were mixed with fresh soils, between 18 and 28% of the radioactivity present as bound residues was mineralized to 14CO2 over a 24-week period.

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