Abstract

As a novel brominate flame retardants, 1,2-bis(2,4,6-tribromophenoxy)ethane (BTBPE) has been extensively used in various consumer products, and frequently detected in various environmental matrices. However, the microbial degradation of BTBPE remains unclear in the environment. This study comprehensively investigated the anaerobic microbial degradation of BTBPE and therein stable carbon isotope effect in the wetland soils. BTBPE degradation followed the pseudo-first-order kinetic, with degradation rate of 0.0085 ± 0.0008 day−1. Based on identification of degradation products, stepwise reductive debromination was the main transformation pathway of BTBPE, and tended to keep the stable of 2,4,6-tribromophenoxy group during the microbial degradation. The pronounced carbon isotope fractionation was observed for BTBPE microbial degradation, and carbon isotope enrichment factor (εC) was determined to be −4.81 ± 0.37‰, indicating cleavage of C–Br bond as the rate-limiting step. Compared to previously reported isotope effects, carbon apparent kinetic isotope effect (AKIEC = 1.072 ± 0.004) suggested that the nucleophilic substitution (SN2 reaction) was the potential reaction mechanism for reductive debromination of BTBPE in the anaerobic microbial degradation. These findings demonstrated that BTBPE could be degraded by the anaerobic microbes in wetland soils, and the compound-specific stable isotope analysis was a robust method to discover the underlying reaction mechanisms.

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