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Updated: Jul 14, 2025

Elucidating the Metabolism of 2,4-Dibromophenol in Plants
Published on: February 10, 2023
Chloro- and bromo-benzoquinone formation and transformation mechanisms in a drinking water-distribution system
Xiaoting Gao1, Xianshi Wang2, Youwei Jiang3
1College of Environmental Science and Engineering, Donghua University, 2999 North Renmin Road, Shanghai 201620, China.
Abstract:
Halogenated benzoquinones (HBQs) are frequently detected in tap water. HBQ levels are correlated with water age. As the water-transmission distance (water age) increases, the levels of bromo-benzoquinones (Br-BQs) decreased and those of chloro-benzoquinones (Cl-BQs) remained relatively stable in drinking water-distribution system in the presence of residual chlorine. 2,3,5,6-Tetrachloro-1,4-benzoquinone (TCBQ) and 2,6-dibromo-1,4-benzoquinone (DBBQ) were the most abundant Cl-BQ and Br-BQ, with maximum concentrations of 60.2 and 181.4 ng/L, respectively. TCBQ and DBBQ were chosen as representatives of HBQs to investigate their reactions with chlorine, including kinetics, pathways, and changes in toxicity. The hydrolysis and chlorination rates of HBQs were significantly pH-dependent, and the kinetic rates of DBBQ were faster than TCBQ in the pH range of 5-10. Chlorination converted highly toxic TCBQ and DBBQ to less-toxic chlorinated/brominated aliphatic disinfection by-products (DBPs), thereby reducing the overall toxicity of water bodies. This study provides comprehensive insights into the distinct life cycles of TCBQ and DBBQ in drinking water, covering formation, transformation, and toxicity. These findings provide a nuanced understanding of the risks posed by HBQs at various locations within the drinking water distribution system, offering valuable guidance for improving the control of DBPs in drinking water.
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