Tomizawa C
Environ Qual Saf. 1975;4:117-27.
Organophosphorus pesticides are generally transformed by the reactions including oxidation, reduction, hydrolysis, hydroxylation, dehydrochlorination, dealkylation, methylation, isomerization, and conjugate formation. Although the degradation process of pesticides in soils is complicated, main factors may be soil constituents, soil microflora, and chemical structures of pesticides. Chemical structures are especially important for soil metabolism of organophosphorus pesticides, because the priority of the reactions mentioned above is decided. Although organophosphorus pesticides are generally hydrolyzable, the order of hydrolysis varies with chemical structures. It might be said that the slower the hydrolysis rate of the molecule, the more the possibility to be attacked by reactions other than hydrolysis. In such cases, oxidation and reduction are primarily important for the degradation of organophosphorus pesticides. Flooded soils in paddy fields give a favourable environment for the reduction of organophosphorus pesticides having labile substituents such as nitro groups. The threshold of reduction in-flooded soil is expressed as redox potential. Eh, the Eh of paddy soil fluctuates to a great extent, depending on seasons and soil types, especially organic matter content. The result of laboratory experiments with fenthion, disulfoton, Kitazin P (0,0-diisopropyl S-benzyl phosphorothiolate), edifenphos (0-ethyl S,S-diphenyl phosphorodithiolate) and amiprophos (0-ethyl 0-(2-nitro-p-tolyl) N-isopropyl phosphoramidothionate) suggested the participation of several factors mentioned above in the degradation of organophosphorus pesticides.
有机磷农药通常通过氧化、还原、水解、羟基化、脱氯化氢、脱烷基化、甲基化、异构化和共轭形成等反应进行转化。尽管农药在土壤中的降解过程很复杂,但主要因素可能是土壤成分、土壤微生物群落和农药的化学结构。化学结构对有机磷农药的土壤代谢尤为重要,因为上述反应的先后顺序是由其决定的。虽然有机磷农药一般都可水解,但水解顺序随化学结构而异。可以说,分子的水解速率越慢,被水解以外的反应攻击的可能性就越大。在这种情况下,氧化和还原对有机磷农药的降解至关重要。稻田淹水土壤为具有不稳定取代基(如硝基)的有机磷农药的还原提供了有利环境。淹水土壤中的还原阈值用氧化还原电位表示,即Eh。稻田土壤的Eh值根据季节和土壤类型,特别是有机质含量,会有很大波动。对倍硫磷、乙拌磷、稻瘟净(0,0 - 二异丙基S - 苄基硫代磷酸酯)、克瘟散(0 - 乙基S,S - 二苯基二硫代磷酸酯)和丙草胺(0 - 乙基0 - (2 - 硝基对甲苯基)N - 异丙基硫代磷酰胺)进行的实验室实验结果表明,上述几种因素参与了有机磷农药的降解过程。