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Molecular properties affecting the adsorption coefficient of pesticides from various chemical families

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Abstract

Forty pesticides were selected in function of their chemical families and their physico-chemical properties to represent a wide range of pesticide properties. Adsorption of these pesticides was studied on two soils by batch experiments. The two soils differed largely in organic matter and calcite contents. Distribution coefficient K d was determined for each pesticide on the two soils. Adsorption was higher for the soil having the highest organic matter content and the lowest calcite content. In order to identify pesticide properties governing retention, eight molecular descriptors were determined from three-dimensional (3D) structure of molecules. Class-specific quantitative structure properties relationship (QSPR) soil adsorption models using one and two parameters were developed from experimental K d. Three properties seemed to influence most retention of pesticides: hydrophobicity, solubility, and polarisability. Models combining these properties were suggested and discussed.

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Acknowledgments

This research is part of the AQUAL CPER Program. It was financed by the ‘Conseil Général de la Marne’, the Champagne-Ardenne Region, the French Ministry for Research, and the European Fund for Regional Development (FEDER). We are grateful to the ‘Conseil Général de la Marne’ for a grant to JL, and the Champagne-Ardenne Region for a grant to AB. This work was supported by both the computational centre and the molecular modelling platform of the University of Reims Champagne-Ardenne (URCA). The C.R.I.H.A.N Computing Centre is acknowledged for the CPU time donated.

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Authors and Affiliations

  1. Institut de Chimie Moléculaire de Reims (ICMR, UMR CNRS 7312), Groupe Chimie de Coordination, Université de Reims Champagne-Ardenne, BP 1039, 51687, Reims Cedex 2, France

    Julie Langeron, Alodie Blondel, Stéphanie Sayen & Emmanuel Guillon

  2. Unité de Recherches Vigne et Vin de Champagne (URVVC EA 4707), Université de Reims Champagne-Ardenne, BP 1039, 51687, Reims Cedex 2, France

    Julie Langeron, Alodie Blondel & Michel Couderchet

  3. Institut de Chimie Moléculaire de Reims (ICMR, UMR CNRS 7312), Groupe Biomolécule, Synthèse et Mécanisme d’Action, Université de Reims Champagne-Ardenne, BP 1039, 51687, Reims Cedex 2, France

    Eric Hénon

Authors
  1. Julie Langeron
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  2. Alodie Blondel
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  3. Stéphanie Sayen
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  4. Eric Hénon
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  5. Michel Couderchet
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  6. Emmanuel Guillon
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Correspondence to Stéphanie Sayen.

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Responsible editor: Philippe Garrigues

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Langeron, J., Blondel, A., Sayen, S. et al. Molecular properties affecting the adsorption coefficient of pesticides from various chemical families. Environ Sci Pollut Res 21, 9727–9741 (2014). https://doi.org/10.1007/s11356-014-2916-6

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  • DOI: https://doi.org/10.1007/s11356-014-2916-6

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