Ozonation of chlorophenylurea pesticides in water: reaction monitoring and degradation pathways

The degradation of mono- and dichlorophenylureas under ozone/hydrogen peroxide conditions was investigated in order to establish the effect of the structural parameters. The N-dimethyl phenylureas (mono- and dichloro) appear to differ strongly from the corresponding N-methyl N-methoxy analogues in t...

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Bibliographic Details
Published in:	The Science of the total environment Vol. 291; no. 1; pp. 33 - 44
Main Authors:	Amir Tahmasseb, L, Nélieu, S, Kerhoas, L, Einhorn, J
Format:	Journal Article
Language:	English
Published:	Shannon Elsevier B.V 27-05-2002 Elsevier Science Elsevier
Subjects:	Applied sciences Biodegradation, Environmental By-products Chlorophenylurea chlorophenylureas Drinking water and swimming-pool water. Desalination Ecology, environment Exact sciences and technology Herbicide Herbicides - analysis Herbicides - chemistry hydrogen peroxide Kinetics Life Sciences Methylurea Compounds - analysis Methylurea Compounds - chemistry Oxidants, Photochemical - analysis Oxidants, Photochemical - chemistry Oxidation-Reduction Ozonation Ozone - chemistry Phenylurea Compounds Pollution Reaction monitoring Water Pollutants, Chemical - analysis Water Purification - methods Water treatment Water treatment and pollution Ozonation Water treatment Reaction monitoring By-products Herbicide Chlorophenylurea Drinking water treatment Solid phase extraction Hydrogen peroxide Combined process Pesticides Disinfection Chemical degradation Chemical reaction kinetics Ozonization Mineralization Chlorine Organic compounds Reaction mechanism Ureas Aromatic compound Control method Oxidation Property structure relationship Degradation product CHLOROPHENYLUREA OZONATION
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Summary:	The degradation of mono- and dichlorophenylureas under ozone/hydrogen peroxide conditions was investigated in order to establish the effect of the structural parameters. The N-dimethyl phenylureas (mono- and dichloro) appear to differ strongly from the corresponding N-methyl N-methoxy analogues in terms of disappearance of the parent pesticide and evolution of the by-products identified by MS and MS-MS. The degradation rate of the latter is slower by a factor of 2.5 giving rise to additional pathways (hydroxylation of the phenyl ring and carbinolamine intermediate). Experiments with 14C-labelled compounds allow a complete determination of the mass balances obtained after solid-phase-extraction (SPE). This study demonstrates the interest of SPE for reaction monitoring and compares the performances of different types of phases for this purpose used alone or in combination. Mineralisation is also evaluated regarding 14CO 2 production and found to contribute up to 20% in the degradation process.
Bibliography:	ObjectType-Article-2 SourceType-Scholarly Journals-1 ObjectType-Feature-1 content type line 23 ObjectType-Article-1 ObjectType-Feature-2
ISSN:	0048-9697 1879-1026
DOI:	10.1016/S0048-9697(01)01090-7