Investigating the formation of iodinated aromatic disinfection by-products in chlorine/phenol/iodide system

Highlights: • Iodinated aromatic DBPs in chlorine/phenol/iodide system were identified. • Reaction pathways for iodinated aromatic DBP generation were proposed. • Iodinated DBP concentrations were compared at acidic, neutral, alkaline conditions. • Transformation process of four categories of iodinated DBPs was analyzed. Iodinated disinfection by-products (DBPs) have been attracting great attention due to their potential high toxicity to human health. Understanding of formation mechanisms and transformation process of iodinated aromatic DBPs during the chlorination of iodide-containing water is crucial. Phenol was therefore chosen as a representative of phenolic compounds to investigate the generation of iodinated aromatic DBPs in a chlorine/phenol/iodide system. The presence of iodide in water could enhance the removal of phenol by chlorine due to higher second order rate constants of HOI with phenol than that of HOCl with phenol. Fourteen kinds of iodinated aromatic DBPs were identified, which were generated from oxidation and electrophilic substitution of phenol by HOCl and HOI. Iodinated phenolic DBPs were sources of iodinated quinone DBPs and chlorinated/iodinated phenolic DBPs. Alkaline condition favored the formation of iodinated phenolic DBPs, while acid condition favored the production of iodinated quinone DBPs. Neutral condition might be the most suitable pH condition to control the formation of iodinated aromatic DBPs. The relative concentration of almost all iodinated aromatic DBPs first increased and then decreased with time, indicating iodinated aromatic DBPs might be further converted into halogenated aliphatic DBPs during the chlorination. This research provides a research basis for the removal of phenol in water.