Anaerobic aquatic degradation of flumetsulam [N-(2,6-difluorophenyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide]

Anaerobic aquatic degradation of flumetsulam [N-(2,6-difluorophenyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide]

The herbicide flumetsulam [N-(2,6-difluorophenyl)-5-methyl[1, 2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide] was investigated in sediment-water systems to ascertain anaerobic aquatic degradation as a potential route for dissipation. In a strongly anaerobic test system (sulfate-reducing or methanogenic...

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Bibliographic Details
Published in:Journal of agricultural and food chemistry Vol. 40; no. 11; pp. 2302 - 2308
Main Authors: Wolt, Jeffrey D, Schwake, Julie D, Batzer, Frederick R, Brown, Stephen M, McKendry, Lennon H, Miller, Jack R, Roth, Gary A, Stanga, Michael A, Portwood, David, Holbrook, Debbie L
Format: Journal Article
Language:English
Published: Washington, DC American Chemical Society 01-11-1992
Subjects:
AGUA
AMBIENTE ACUATICO
ANAEROBIOSE
ANAEROBIOSIS
Applied sciences
Biological and physicochemical phenomena
DEGRADACION
DEGRADATION
EAU
Exact sciences and technology
HERBICIDAS
HERBICIDE
MILIEU AQUATIQUE
Natural water pollution
Pollution
SEDIMENT
SEDIMENTO
SOL
SUELO
SULFAMIDE
SULFONAMIDAS
Water treatment and pollution
Sediment water interaction
Sulfonamide
Chemical degradation
Anaerobe
Pollutant behavior
Herbicide
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Summary:The herbicide flumetsulam [N-(2,6-difluorophenyl)-5-methyl[1, 2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide] was investigated in sediment-water systems to ascertain anaerobic aquatic degradation as a potential route for dissipation. In a strongly anaerobic test system (sulfate-reducing or methanogenic) flumetsulam degraded to a dominant product which preferentially partitioned to the water phase; flumetsulam half-life (t1/2) Was 183 days. The anaerobic degradation product was identified as reduced flumetsulam hydrate [N-(2,6-difluorophenyl)-4,5, 6,7-tetrahydro-5-hydroxy-5-methyl[1,2,4]triazolo[1, 5-a]pyrimidine-2-sulfonamide]. Reduced flumetsulam hydrate distributed among several products in an equilibrium mixture and reverted to flumetsulam upon aeration. Thus, the anaerobic degradation product never accumulated in a weakly anaerobic test system (initially denitrifying). When applied to aerobic soil, the anaerobic degradation product exhibited a t1/2 of 2 days compared to a t1/2 of 40 days for flumetsulam. Aerobic degradation yielded parent flumetsulam and the primary aerobic degradation product of flumetsulam metabolism. Flumetsulam anaerobic aquatic degradation is viewed as a principally abiotic process occurring only in strongly anaerobic, static environments isolated from the atmosphere. The likelihood of reduced flumetsulam hydrate occurrence and accumulation in the environment is minimal when flumetsulam is used for terrestrial food crops
Bibliography:T01
9447171
istex:8A9C4DE66794571A92821BE7E544A6B6482F14B6
ark:/67375/TPS-JWXFQZNL-Z
ISSN:0021-8561
1520-5118
DOI:10.1021/jf00023a050