FUNGICIDES AND PHOTOCHEMISTRY PHOTODEGRADATION OF THE DICARBOXIMIDE FUNGICIDE PROCYMIDONE

Article abstract of DOI:10.1016/0045-6535(95)80004-5

The photoreactivity of the dicarboxamide fungicide procymidone (1) (3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo<3.1.0>hexane-2,4-dione) on plant surfaces was studies by irradiation experiments in different organic solvents simulating the plant cuticule environment. Photodegradation (λ > 280 nm) increased in the order isopropanol, cyclohexane, cyclohexene. In the presence of isopropanol or cyclohexane, mainly photodegalogenation reactions were observed, which, to a minor extent, completed with substitutions by solvent molecules. In the presence of cyclohexene, however, substitution of a phenyl-Cl by the solvent was strongly preferred and the monodehalogenated procymidone was only found in low percentages. - Keywords: Dicarboximide fungicides; procymidone; photochemistry; photoproducts