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Main Title Hydrolysis of Chlorostilbene Oxide. 1. Hydrolysis in Homogeneous Systems.
Author Metwally, M. E. ; Wolfe, N. L. ;
CORP Author Environmental Research Lab., Athens, GA. Office of Research and Development. ;Georgia Univ., Athens.
Publisher c1989
Year Published 1989
Report Number EPA/600/J-89/092;
Stock Number PB90-100868
Additional Subjects Chemical reactions ; pH ; Kinetics ; Distilled water ; Ground water ; Hydrolysis ; Catalysis ; Reprints ; Chlorostibene oxide ; Sediment water interactions ; Aquatic ecosystems ; Osmolar concentration
Library Call Number Additional Info Location Last
NTIS  PB90-100868 Some EPA libraries have a fiche copy filed under the call number shown. 07/26/2022
Collation 12p
The hydrolysis kinetics of 4-chlorostibene oxide (CSO) in buffered distilled water, in natural waters, and in sediment associated water are reported. The disappearance of CSO followed pseudo-first-order kinetics in buffered water over the experimental pH range of 3 to 11. Below pH 5, acid-catalyzed hydrolysis dominates, with a second-order rate constant of 11.3 (+ or - 1.0)/M min. Above pH 5, hydrolysis is independent of pH, with a rate constant of 1.02 (+ or - 0.12)X 10 sup -4 min sup -1 at 25 C. In natural waters, the hydrolysis rate constant of CSO had an average value of 0.59 (+ or - 0.12) X 10 sup -4 min sup -1. In sediment-associated water, the observed rate constant was 1.70 (+ or - 0.05) X 10 sup -4 min sup -1. Sorption of CSO to the humic materials in natural waters and biotic effects in sediment-associated water appropriately explain the differences from sterile buffer solutions. Buffer catalysis was observed, but on the other hand, a negative ionic strength affect was determined. The formation of diastereoisomers of 1-(4-chlorophenyl)-2-phenylethylene glycol as major products at both acidic and neutral pH values suggests that CSC undergoes acid-catalyzed as well as neutral hydrolysis reactions through an A-1 carbonium ion mechanism. (Copyright (c) 1989 SETAC.)