ArticleProceedings of the National Academy of Sciences of the United States of America2002
Dechlorination of chloroacetanilide herbicides by thiosulfate salts.
Article in Proceedings of the National Academy of Sciences of the United States of America, 2002. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed, 50 citations in OpenAlex.
- Effect of antioxidant solutions on the prevention and elimination of para-chloroaniline in root canals: an in vitro study.Odontology · 2026Article
- Microbial degradation of contaminants of emerging concern: metabolic, genetic and omics insights for enhanced bioremediation.Frontiers in bioengineering and biotechnology · 2024Review
- Acid- and Base-Mediated Hydrolysis of Dichloroacetamide Herbicide Safeners.Environmental science & technology · 2022Article
- Effect of the Nucleophile's Nature on Chloroacetanilide Herbicides Cleavage Reaction Mechanism. A DFT Study.International journal of molecular sciences · 2021Article
- New Insight into the Chloroacetanilide Herbicide Degradation Mechanism through a Nucleophilic Attack of Hydrogen Sulfide.International journal of molecular sciences · 2018Article
Corrections and comments
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Authors and funding
5 authors at 3 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Halogenated organic compounds (XOCs) are among the most widely used synthetic chemicals. Many XOCs are recalcitrant to natural degradation and have become prominent environmental contaminants. One group of such XOCs are the heavily used chloroacetanilide herbicides. We have found that chloroacetanilide herbicides are rapidly dechlorinated in water, sand, and soil by thiosulfate salts under ambient conditions. Structural and kinetics analysis suggests that the reaction occurred by S(N)2 nucleophilic substitution, in which the chlorine was replaced by thiosulfate and the herbicide was detoxified. Laboratory studies showed that this reaction could be used for removing residues of chloroacetanilide herbicides in water, soil, and sand. Our findings also suggest that some other XOCs may be subject to this reaction. Because common thiosulfate salts are innocuous products (e.g., fertilizers) and the reaction selectively detoxifies XOCs at low thiosulfate levels, this discovery may lead to a new way for safe removal of certain XOCs from the environment.
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