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Three-Parameter Modeling of the Soil Sorption of Acetanilide and Triazine Herbicide Derivatives

Abstract

Herbicides have widely variable toxicity and many of them are persistent soil contaminants. Acetanilide and triazine family of herbicides have widespread use, but increasing interest for the development of new herbicides has been rising to increase their effectiveness and to diminish environmental hazard. The environmental risk of new herbicides can be accessed by estimating their soil sorption (logKoc), which is usually correlated to the octanol/water partition coefficient (logKow). However, earlier findings have shown that this correlation is not valid for some acetanilide and triazine herbicides. Thus, easily accessible quantitative structure–property relationship models are required to predict logKoc of analogues of the these compounds. Octanol/water partition coefficient, molecular weight and volume were calculated and then regressed against logKoc for two series of acetanilide and triazine herbicides using multiple linear regression, resulting in predictive and validated models.

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Acknowledgments

Authors are thankful to FAPEMIG and CNPq for the financial support, studentship (to M.R.F. and S.V.B.G.M.) and fellowships (to R.L.G.M., M.P.F. and N.V.).

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Correspondence to Mirlaine R. Freitas.

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Freitas, M.R., Matias, S.V.B.G., Macedo, R.L.G. et al. Three-Parameter Modeling of the Soil Sorption of Acetanilide and Triazine Herbicide Derivatives. Bull Environ Contam Toxicol 92, 143–147 (2014). https://doi.org/10.1007/s00128-013-1184-3

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Keywords

  • Environmental risk
  • Herbicides
  • QSPR modeling
  • Soil sorption