Occurrence of alachlor and its sulfonated metabolite in rivers and reservoirs of the midwestern United States: The importance of sulfonation in the transport of chloroacetanilide herbicides
Environmental Science & Technology
By: E.M. Thurman, D. A. Goolsby, D.S. Aga, M.L. Pomes, and M. T. Meyer
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Abstract
Alachlor and its metabolite, 2-[(2',6'-diethylphenyl)- (methoxymethyl)amino]-2-oxoethanesulfonate (ESA), were identified in 76 reservoirs in the midwestern United States using immunoassay, liquid chromatography, and gas chromatography/mass spectrometry. The median concentration of ESA (0.48 ??g/L) exceeded the median concentration of alachlor (<0.05 ??g/L), with highest values in the upper Midwest. ESA also was detected in the Mississippi River from the mouth to the headwaters at concentrations of 0.2-1.5 ??g/L, exceeding the concentration of alachlor. In a field runoff study, alachlor rapidly formed ESA. It is hypothesized that a glutathione conjugate forms, which later oxidizes in soil to ESA. The removal of the chlorine atom lessens the toxicity of the parent compound and increases runoff potential. It is hypothesized further that sulfonic acid metabolites of other chloroacetanilides, including acetochlor, butachlor, metolachlor, and propachlor, also occur in surface water.
Suggested Citation
Thurman, E., Goolsby, D.A., Aga, D., Pomes, M., Meyer, M.T., 1996, Occurrence of alachlor and its sulfonated metabolite in rivers and reservoirs of the midwestern United States: The importance of sulfonation in the transport of chloroacetanilide herbicides: Environmental Science & Technology, v. 30, no. 2, p. 569-574, https://doi.org/10.1021/es950341q.
ISSN: 1520-5851 (online)
Study Area
| Publication type | Article |
|---|---|
| Publication Subtype | Journal Article |
| Title | Occurrence of alachlor and its sulfonated metabolite in rivers and reservoirs of the midwestern United States: The importance of sulfonation in the transport of chloroacetanilide herbicides |
| Series title | Environmental Science & Technology |
| DOI | 10.1021/es950341q |
| Volume | 30 |
| Issue | 2 |
| Publication Date | January 29, 1996 |
| Year Published | 1996 |
| Language | English |
| Publisher | ACS |
| Contributing office(s) | Toxic Substances Hydrology Program |
| Description | 6 p. |
| First page | 569 |
| Last page | 574 |
| Country | United States |
| Other Geospatial | Midwest |