Pedosphere 16(4): 489--494, 2006
ISSN 1002-0160/CN 32-1315/P
©2006 Soil Science Society of China
Published by Elsevier B.V. and Science Press
Enantioselective degradation of rac-metolachlor and S-metolachlor in soil
MA Yun1,2, LIU Wei-Ping1 and WEN Yue-Zhong1
1 Institute of Environmental Science, Zhejiang University, P. O. Box 3174, Hangzhou 310029 (China). E-mail:
2 Research Center of Green Chirality, College of Biological and Environmental Engineering, Zhejiang University of Technology, Hangzhou 310014 (China)
      Separation of chiral enantiomers and the dissipation of rac-metolachlor and S-metolachlor in soil were evaluated using achiral high-performance liquid chromatography (HPLC) and chiral gas chromatography (GC) methods. Under the experimental conditions the possible metabolite was considered to be N-(2-ethyl-6-methyl-phenyl)-2-hydroxy-acetamide. Because of the presence of two chiral elements (asymmetrically substituted carbon and chiral axis), the baseline separation of metolachlor enantiomers was not achieved. S-metolachlor degraded faster in soil than rac-metolachlor. After a 42-day incubation, 73.4% of rac-metolachlor and 90.0% of S-metolachlor were degraded. However, due to the absence of biological processes the degradation process in sterilized soil showed no enantioselectivity. The results indicated that enantioselective degradations could greatly affect the environmental fate of metolachlor and should be considered when the environmental behavior of these compounds was assessed.
Key Words:  chiral separation, degradation, rac-metolachlor, S-metolachlor, soil
Citation: Ma, Y., Liu, W. P. and Wen, Y. Z. 2006. Enantioselective degradation of rac-metolachlor and S-metolachlor in soil. Pedosphere. 16(4): 489-494.
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