The hydrolysis of the sulfonylurea herbicide triasulfuron
[(2-(2-chloroethoxy)-N-[[4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]benzenesulfonamide]
was studied in aqueous buffers of pH
values 2, 3, 4, 5, 6, 7, and 9. The reaction was of first-order
and pH-dependent. Triasulfuron was
more persistent in neutral or weakly basic than in acidic solution.
Five metabolites have been
isolated and identified. At all pH values studied, the primary
pathway of degradation was the
cleavage of the sulfonylurea bridge. However, minor degradation
pathways have also been observed
like O-demethylation and opening of the triazine ring. The product
distribution was pH-dependent.
Keywords: Sulfonylureas; herbicides; triasulfuron; hydrolysis;
degradation
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