Interaction of imidazolinone herbicides with soil humic acids. Experimental results and molecular modeling

Journal of Environmental Science and Health. Part. B, Pesticides, Food Contaminants, and Agricultural Wastes
M NègreD Vindrola

Abstract

Adsorption and desorption isotherms of the herbicides imazapyr, imazethapyr and imazaquin on a soil humic acid have been performed at pH 2.8 and 4.0 (below and above the pKa of the herbicides). At both pH, adsorption increased according to the lipophilic character of the molecules (imazapyr < imazethapyr < imazaquin). The extent of adsorption was higher at pH 2.8 than at pH 4.0 because of the partial ionization of the carboxylic groups of both herbicides and humic acids at increasing pH. Desorption of imazapyr and imazethapyr was nearly complete at pH 4 and higher than 60% at pH 2.8 while desorption of imazaquin was 45 and 8% at pH 4 and 2.8, respectively. No differences between adsorption isotherms at 10 degrees C and 25 degrees C were observed a pH 4.0 indicating that adsorption involved very weak bonds while at pH 2.8, adsorption was higher at 10 degrees C than at 25 degrees C indicating an exothermic process. The isosteric enthalpy of adsorption of each herbicide was low (about -1 kJoule mole(-1)) suggesting that low energetic bonds were involved. Adsorption on different humic acids has indicated that for each herbicide, the extent of adsorption expressed as Kd was correlated with the amount of carboxylic and aromatic group...Continue Reading

References

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Citations

Feb 6, 2004·Chemosphere·Jerome B WeberCarl F Reinhardt
Jan 16, 2015·Journal of Medicinal Food·Vaclav VetvickaJean-Claude Yvin
Sep 14, 2007·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Patchreenart SaparpakornSupa Hannongbua
Sep 8, 2010·Environmental Toxicology and Chemistry·Ludmilla Aristilde, Garrison Sposito
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Oct 10, 2002·Journal of Environmental Quality·Tamara PolubesovaBaruch Rubin
Oct 14, 2004·Journal of Environmental Science and Health. Part A, Toxic/hazardous Substances & Environmental Engineering·Elena Dominguez-Rosado, John Pichtel
Jun 3, 2021·Environmental Pollution·Daniele Rodrigues BarbosaNelson Moura Brasil do Amaral Sobrinho
Sep 4, 2003·Journal of Agricultural and Food Chemistry·Jerome B WeberL R Swain

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