フルオルイミド [<i>N</i>-(4-fluorophenyl)-2, 3-dichloromaleimide] の土壌中における挙動

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  • 小川 邦彦
    Mitsubishi-Kasei Institute of Toxicological and Environmental Sciences
  • 相沢 宏保
    Mitsubishi-Kasei Institute of Toxicological and Environmental Sciences
  • 山内 文雄
    Mitsubishi-Kasei Institute of Toxicological and Environmental Sciences

書誌事項

タイトル別名
  • Leaching and Metabolism of Fluoroimide in Soils
  • フルオルイミド〔N-(4-fluorophenyl)-2,3-dichloromaleimide〕の土壌中における挙動〔英文〕
  • フルオルイミド N 4 fluorophenyl 2 3 dichloroma
  • Metabolic fate of fluoroimide, <i>N</i>-(4-fiuorophenyl)-2, 3-dichloromaleimide (Part 2)

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Leaching and metabolism of fluoroimide, N-(4-fluorophenyl)-2, 3-dichloromaleimide, in soils were investigated using two 14C compounds labeled at either the benzene ring or carbonyl groups. The distance of fluoroimide moved from the soil surface was only a few cm in each of three soil columns even after elution with water corresponding to 200mm rainfall; but its hydrolyzed compounds, which were easily formed in the soil columns, were leached out from the 20cm column of two soils with low organic carbon content. The mobilities of fluoroimide and its hydrolyzed compounds in the soils were similar to those of DDT and 2, 4-D, respectively. Fluoroimide contents in soils decreased rapidly to 50% within 1 day and 95% disappeared in 2 days through hydrolysis of its CO-N bond and then degradation. The main metabolites of fluoroimide were 4-fluorodichloromaleanilic acid and its sodium salt which have been recognized to be the plant metabolites. These metabolites were further hydrolyzed to 2, 3-dichloromaleic acid and 4-fluorroaniline. The former was then degraded rapidly by releasing CO2 from its carbonyl groups, while the latter was bound to soil particles and could not be extracted by the solvent used. The latter was, however, considered to be degraded through benzene ring fission by soil microorganisms under aerobic upland conditions. Stepwise reductive metabolism as reported in DDT was also observed on the dichloroethylene moiety of fluoroimide.

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