Identification of UV photoproducts and hydrolysis products of butachlor by mass spectrometry

Zheng, HH; Ye, CM

HERO ID

4851229

Reference Type

Journal Article

Year

2001

Language

English

PMID

11478239

HERO ID 4851229
In Press No
Year 2001
Title Identification of UV photoproducts and hydrolysis products of butachlor by mass spectrometry
Authors Zheng, HH; Ye, CM
Journal Environmental Science & Technology
Volume 35
Issue 14
Page Numbers 2889-2895
Abstract The photoproducts and hydrolysis products of butachlor in water were identified by gas chromatography/mass spectrometry. When exposed to UV light, butachlor in aqueous solution was rapidly degraded, giving at least 11 photoproducts as a result of dechlorination with subsequent hydroxylation or cyclization processes. The chemical structures of nine degradation compounds were identified on the basis of mass spectrum interpretation and literature data. Major photoproducts are identified as 8-ethyl-1-butoxymethyl-4-methyl-2-oxo-1,2,3,4-tetrahydro-quinoline, 2-hydroxy-2',6'-diethyl-N-(butoxymethyl) acetanilide, and a compound related to butachlor. Minor photoproducts are identified as 2,6-diethylaniline; 1-acetyl-7-ethylindole; N-(2,6-diethylphenyl)-N-(butoxymethyl)acetamide; 2-oxo-N-(2,6-diethyl-phenyl)-N-(butoxymethyl)acetamide; 1-hydroxyacetyl-2-butoxyl-3-methyl-7-ethylindole; 1-acetyl-2-butoxyl-3-methyl-7-ethylindole; and two compounds with the chemical structure unknown. The half-lives of butachlor UV photolysis were 7.54, 10.56, and 12.22 min in deionized water, river water, and paddy water, respectively. The half-lives of butachlor hydrolysis at pH 4, 7, and 10 were 630, 1155, and 1155 days at 25 +/- 1 degrees C, respectively. A hydrolysis product at pH 4 was identified by GC/MS to be 2-hydroxy-2',6'-diethyl-N-(butoxymethyl) acetanilide.
Doi 10.1021/es0016811
Pmid 11478239
Wosid WOS:000169904000005
Is Certified Translation No
Dupe Override No
Is Public Yes
Language Text English
Keyword Chemical analysis (see also Individual techniques); Chromatography; Ultraviolet radiation; Byproducts; Butachlor; Weedkiller; Hydrolysis; Molecular Structure; Photochemistry; Pollutant Identification; Mass Spectrometry; Degradation; Analytical Methods; Path of Pollutants; Chemical Analysis; Degradation Products; 2001)
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