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Effect of Moisture on Chlorimuron Degradation in Soil

Published online by Cambridge University Press:  12 June 2017

Thomas P. Fuesler  and
Michael K. Hanafey
Thomas P. Fuesler
Affiliation:
Section Res. Biol., Agric. Products Dep., E. I. du Pont de Nemours & Co., Inc., Wilmington, DE 19880-0402
Michael K. Hanafey
Affiliation:
Sen. Res. Chem., Agric. Products Dep., E. I. du Pont de Nemours & Co., Inc., Newark, DE 19714
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Abstract

The overall degradation of chlorimuron was very similar at −0.1 and −1.5 MPa and slightly less in air-dry soil. Degradation rates increased with increasing temperature. The primary 14C-labeled compounds observed in moist-soil extracts were desmethyl chlorimuron and saccharin, while the primary 14C-labeled compound observed in air-dry soil extracts was saccharin. Saccharin is formed quantitatively from ethyl 2-(aminosulfonyl)benzoate (phenylsulfonamide) during extraction and therefore represents phenylsulfonamide formed in the soil as a result of chemical hydrolysis of the sulfonylurea bridge. These degradation products suggest that chemical hydrolysis of the sulfonylurea bridge is the primary mode of degradation in air-dry soil, while microbial degradation and chemical hydrolysis both occur in moist soil. These laboratory results demonstrate that chlorimuron will degrade in air-dry soil at a temperature-dependent rate by chemical hydrolysis.

Keywords

Chlorimuron, ethyl 2-[[[[(4-chloro-6-methoxy-2-pyrimidinyl)amino]carbonyl]amino]sulfonyl]benzoic aciddesmethyl chlorimuron, ethyl 2-[[[[(4-chloro-6-hydroxy-2-pyrimidinyl) amino] carbonyl] amino] sulfonyl] benzoatephenylsulfonamide, ethyl 2-(aminosulfonyl)benzoatesaccharin, 1,2-benzisothiazol-3(2H)-one 1,1-dioxideDegradationdissipationdroughtmoisturesoilsulfonylureatemperaturetwo-compartment model
Type
Soil, Air, and Water
Information
Weed Science , Volume 38 , Issue 3 , May 1990 , pp. 256 - 261
Copyright
Copyright © 1990 by the Weed Science Society of America 

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References

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