The influence of bromide and iodide ions on the sulfamethoxazole (SMX) halogenation during chlorination

Disinfection by-products (DBPs) were produced during the chlorination process, posing a threat to drinking water safety and human health. In the presence of bromide and iodide ions, brominated and iodinated DBPs will be generated, which might be more toxic than the parent compound. However, there are few studies on brominated and iodinated DBPs of antibiotics. Therefore, in this study, the fates of sulfamethoxazole (SMX) during chlorination in different systems (Blank; SMX + NaClO; SMX+ NaClO+ Br^-; SMX+ NaClO+I^-; SMX+ NaClO+ Br^- + I^-) were investigated. In different systems, all the reaction followed a pseudo-first-order kinetics, while the reaction rates of NaClO with SMX were different, the reaction rates were in order of SMX + NaClO + Br^- + I^- > SMX + NaClO + Br^- > SMX + NaClO + I^- > SMX + NaClO. When Br^- and I^- existed simultaneously, the reaction rate was the fastest. Iodide played an important role in oxidation and promoted the chlorination of SMX. SMX mainly underwent S-C cleavage, S-N hydrolysis, desulfonation, and substitution reactions. Nine disinfection by-products, including three reported for the first time, were identified using a non-targeted approach, and degradation pathways were proposed. Furthermore, EPI Suite software was applied to predict the environmental accumulation potential and environmental persistence of the degradation products. The results indicated that SMX and degradation products had little environmental accumulative potential and environmental persistence.