SOLAR PHOTOOXIDATION OF PESTICIDES IN DILUTE HYDROGEN-PEROXIDE

被引:69
作者
DRAPER, WM [1 ]
CROSBY, DG [1 ]
机构
[1] UNIV CALIF DAVIS, DEPT ENVIRONM TOXICOL, DAVIS, CA 95616 USA
关键词
D O I
10.1021/jf00122a014
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
Dilute H2O2 (5-100 .mu.M) initiated photooxidation of thiolcarbamate, chlorophenoxy acid, organophosphorus, N-methylcarbamate, cyclodiene and other classes of commercial pesticides in sunlight and near-UV light. Levels of photodecomposition in 100 .mu.M H2O2 were increased by factors of 1.5 to > 25 with the greatest rate enhancements for compounds with low direct photolysis rates (and weak absorption at 290 nm). Hydroxyl free radicals (HO.cntdot.) were major reactants in the system as demonstrated by isomer distributions for the hydroxylation of nitrobenzne and by the quenching of nitrobenzene oxidation with added methanol. HO.cntdot. mechanisms were proposed to account for the photoinduced epoxidation and rearrangement of aldrin to dieldrin and photoaldrin, respectively. H2O2 also initiated photochemical S oxidation, aromatic ring hydroxylation, N-dealkylation and oxidations at saturated carbons of the herbicides molinate and thiobencarb. H2O2 promoted photooxidation reactions at concentrations that occurred naturally in agricultural irrigation water and other surface waters.
引用
收藏
页码:231 / 237
页数:7
相关论文
共 28 条
[1]   PHOTOCHEMICAL FORMATION OF HYDROGEN-PEROXIDE IN SURFACE AND GROUND WATERS EXPOSED TO SUNLIGHT [J].
COOPER, WJ ;
ZIKA, RG .
SCIENCE, 1983, 220 (4598) :711-712
[2]   PHOTODECOMPOSITION OF 3-(P-CHLOROPHENYL)-1,1-DIMETHYLUREA (MONURON) [J].
CROSBY, DG ;
TANG, CS .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1969, 17 (05) :1041-&
[3]  
CROSBY DG, 1972, DEGRADATION SYNTHETI
[4]  
DORFMAN LM, 1973, NSRDS NBS46 REP
[5]   HYDROGEN-PEROXIDE AND HYDROXYL RADICAL - INTERMEDIATES IN INDIRECT PHOTOLYSIS REACTIONS IN WATER [J].
DRAPER, WM ;
CROSBY, DG .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1981, 29 (04) :699-702
[6]   PHOTOCHEMICAL GENERATION OF SUPEROXIDE RADICAL-ANION IN WATER [J].
DRAPER, WM ;
CROSBY, DG .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1983, 31 (04) :734-737
[7]   THE PHOTOCHEMICAL GENERATION OF HYDROGEN-PEROXIDE IN NATURAL-WATERS [J].
DRAPER, WM ;
CROSBY, DG .
ARCHIVES OF ENVIRONMENTAL CONTAMINATION AND TOXICOLOGY, 1983, 12 (01) :121-126
[8]   RADIATION-INDUCED HOMOLYTIC AROMATIC SUBSTITUTION .1. HYDROXYLATION OF NITROBENZENE, CHLOROBENZENE, AND TOLUENE [J].
EBERHARDT, MK ;
YOSHIDA, M .
JOURNAL OF PHYSICAL CHEMISTRY, 1973, 77 (05) :589-597
[9]   RADIATION-INDUCED HYDROXYLATION OF NITROBENZENE IN DILUTE AQUEOUS SOLUTION [J].
FENDLER, JH ;
GASOWSKI, GL .
JOURNAL OF ORGANIC CHEMISTRY, 1968, 33 (05) :1865-&
[10]  
GORE R C, 1971, Journal of the Association of Official Analytical Chemists, V54, P1040