Environmental behavior of benalaxyl and furalaxyl enantiomers in agricultural soils

Abstract

The enantioselective environmental behavior of the chiral fungicides benalaxy and furalaxyl in agricultural soils in China was studied. Although sorption onto soils was non-enantioselective, the leaching of benalaxy and furalaxyl was enantioselective in soil columns. The concentrations of the S-enantiomers of both fungicides in the leachates were higher than the R-enantiomers. This can be attributed to enantioselective degradation of the two fungicides in the soil column. Enantioselective degradation of the two fungicides was verified by soil dissipation experiments, and the R-enantiomers degraded faster than the S-enantiomers in partial soils. The half-life was 27.7–57.8 days for S-benalaxyl, 20.4–53.3 days for R-benalaxyl, 19.3–49.5 days for S-furalaxyl and 11.4–34.7 days for R-furalaxyl. The degradation process of the two fungicide enantiomers followed the first-order kinetics (R² > 0.96). Compared to furalaxyl, benalaxyl degraded more slowly and degradation was less enantioselective. These results are attributed to the influence of soil physicochemical properties, soil microorganisms, and environmental factors.

Keywords:

• Chiral fungicides
• enantioselective environmental behavior
• benalaxyl
• furalaxyl

Funding

This work was supported by the National High Technology Research and Development Program (863) of China (No. 2012AA06A302) and National Natural Science Foundation of China (Nos. 21277163 and 41301569).