||Hydrolysis of Chlorostilbene Oxide. 1. Hydrolysis in Homogeneous Systems.
Metwally, M. E. ;
Wolfe, N. L. ;
||Environmental Research Lab., Athens, GA. Office of Research and Development. ;Georgia Univ., Athens.
Chemical reactions ;
Distilled water ;
Ground water ;
Chlorostibene oxide ;
Sediment water interactions ;
Aquatic ecosystems ;
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||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.)
||Pub. in Environmental Toxicology and Chemistry, v8 n7 p553-562 1989. Prepared in cooperation with Georgia Univ., Athens.
|NTIS Title Notes
||Reprint: Hydrolysis of Chlorostilbene Oxide. 1. Hydrolysis in Homogeneous Systems.
||99D; 99F; 68D; 48G
||PC A03/MF A01