Record Display for the EPA National Library Catalog


Main Title Captan Hydrolysis.
Author Wolfe, N. Lee ; Zepp, Richard G. ; Doster, James C. ; Hollis., Reginald C. ;
CORP Author Environmental Research Lab., Athens, Ga.
Year Published 1976
Report Number EPA/600/J076/030;
Stock Number PB-265 291
Additional Subjects Fungicides ; Water pollution ; Hydrolysis ; Reaction kinetics ; Degradation ; Chemical reactions ; Pesticides ; Chlorine organic compounds ; Cycloalkene compounds ; Experimental design ; Captan ; Cyclohexene dicarboximide/N-((trichloromethyl)thio) ; Folpet ; Captafol ; Reprints
Library Call Number Additional Info Location Last
NTIS  PB-265 291 Some EPA libraries have a fiche copy filed under the call number shown. 07/26/2022
Collation 7p
Captan (N-(trichloromethylthio)-4-cyclohexene-1,2-dicarboximide) undergoes hydrolysis readily in water with a maximum half-life of 710 min. Over the pH range 2-6, the reaction is pH independent and the pseudo-first-order rate constant is (1.8 + or - 0.1) x 10 to the -5th power/s. Above pH 7 the reaction is pH dependent and the second-order rate constant for alkaline hydrolysis is (5.7 + or - 0.4) x 10 to the 2nd power/MS. The products are 4-cyclohexene-1,2-dicarboximide, carbon dioxide, hydrochloric acid, and sulfur. Folpet (N-(trichloromethylthio)phthalimide) and captafol (N-(1,1,2,2-tetrachloroethylthio)-4-cyclohexene-1,2-dicarboxide) hydrolyze at pH 7 with rates similar to that of captan. It is very likely that hydrolysis will be an important degradative pathway for these fungicides in the aquatic environment. Copyright (c) 1976 by the American Chemical Socity.