4.7 Article

Influence of molecular structure on sorption of phenoxyalkanoic herbicides on soil and its particle size fractions

Journal

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
Volume 48, Issue 8, Pages 3722-3727

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jf9912856

Keywords

adsorption; desorption; soil; phenoxyalkanoic acid herbicides; MCPA; mecoprop; 2,4-D; dichlorprop; molecular structure; particle size fraction

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The sorption and desorption behaviors of four phenoxyalkanoic acid herbicides and their metabolites on four agricultural soils and soil particle size fractions were examined. Generally, there was a trend of increasing adsorption and decreasing desorption in the order mecoprop < MCPA < dichlorprop < 2,4-D. The significant increase in adsorption of the phenolic metabolites can be explained by their lower polarity and enhanced partition in the organic soil matrix. Estimation of sorption distribution coefficients from particle size fraction adsorption data was possible for a sandy soil and a silty Cambisol soil only. It is suggested that increasing steric demand, for example, molecular volume, and slight changes in the polarity of the compounds affect their adsorption properties. Comparison of adsorption and desorption data of structurally similar compounds obtained from a variety of soils allows investigation of structure-induced differences in sorption strength.

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