Enantiomeric resolution of chiral pesticides by high-performance liquid chromatography

J Agric Food Chem. 2006 Mar 8;54(5):1577-83. doi: 10.1021/jf052631o.

Abstract

Successful enantiomeric separation of 10 chiral pesticides by high-performance liquid chromatography (HPLC) using cellulose-tris(3,5-dimethylphenylcarbamate) (CDMPC) chiral stationary phase (CSP) was performed. The mobile phase was n-hexane modified by ethanol, propanol, 2-propanol (IPA), butanol, or isobutanol. The effects of mobile phase composition and column temperature on the separation were investigated. Baseline separation was obtained with ethofumesate, fluroxypyr-meptyl, malathion, benalaxyl, diclofop-methyl, methamidophos, vinclozolin, and lactofen, whereas near baseline separation was obtained with profenofos and acetochlor. Butanol was the best modifier for benalaxyl; isobutanol was the best modifier for lactofen, malathion, diclofop-methyl, and ethofumesate; and IPA was the best modifier for the other five. Better separations were not always at low temperature. The elution orders of the eluting enantiomers were determined by a circular dichroism (CD) detector. The quantitative analysis methods for the enantiomers of ethofumesate, benalaxyl, and diclofop-methyl were established. Validation parameters include linearity, precision, and limit of detection (LOD). The enantiomeric residual analysis procedures in soil and water samples were also developed using acetone extraction and C(18) solid phase extraction. The methods were reliable for residual analysis of the enantiomers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Butanols
  • Chromatography, High Pressure Liquid / methods*
  • Circular Dichroism
  • Fungicides, Industrial / chemistry
  • Fungicides, Industrial / isolation & purification
  • Herbicides / chemistry
  • Herbicides / isolation & purification
  • Hexanes
  • Indicators and Reagents
  • Insecticides / chemistry
  • Insecticides / isolation & purification
  • Pesticides / chemistry
  • Pesticides / isolation & purification*
  • Sensitivity and Specificity
  • Stereoisomerism
  • Temperature
  • Thermodynamics

Substances

  • Butanols
  • Fungicides, Industrial
  • Herbicides
  • Hexanes
  • Indicators and Reagents
  • Insecticides
  • Pesticides
  • n-hexane