Photodegradation of an Anilide Fungicide Inpyrfluxam in Water and Nitrate Aqueous Solution

The photodegradation behavior of a new anilide fungicide, inpyrfluxam [3-difluoromethyl-N-[(R)-2,3-dihydro-1,1,3-trimethyl-1H-inden-4-yl]-1-methylpyrazole-4-carboxamide] (1), was investigated in aqueous buffer and nitrate solutions under irradiation with artificial sunlight (λ > 290 nm). In both media, 1 mainly photodegraded via oxidation at the 3'-position of the Indane ring, cleavage of the C-N bond of the amide linkage and N-phenyl ring bond, and finally mineralization to carbon dioxide. No isomerization of 1 occurred at the 3'-position of the Indane ring. In the presence of nitrate ion, which originates from fertilizer in agricultural fields, the degradation of 1 was significantly accelerated as compared with buffer solution, and the reaction rate was strongly correlated with the concentration of hydroxyl radicals derived from the photolysis of nitrate ions. The reaction rate constant of hydroxyl radicals with 1 was determined to be 3.0 × 1010 /M/s, which was higher than that of hydroxyl radicals with other pesticides possessing aromatic rings.