Transformations of organic micropollutants undergoing permanganate/bisulfite treatment: Kinetics, pathways and toxicity

Permanganate/bisulfite (PM/BS) is a relatively new advanced oxidation process that can degrade organic micropollutants at extraordinary high rates. In this study, the degradability of PM/BS process towards different representative types of compounds was studied by investigating the kinetics, reaction site specificity and transformation chemistry. Acesulfame (ACE) and carbamazepine (CBZ) were two typical compounds containing olefinic moieties. Sucralose (SUC) was selected as a reference compound, and it is without aromatic and olefinic moieties. The kinetics results indicated that ACE and CBZ were effectively degraded while SUC was not. Preferred reaction sites of Mn³⁺ species was elucidated by identification of the ACE-transformation products (TPs) and CBZ-TPs with UHPLC-QTOF-MS. Seventeen ACE-TPs including two new compounds and eleven CBZ-TPs produced during the PM/BS process were identified and characterized. Transformation pathways revealed that cleavage of olefinic double bonds was the main reaction mechanism. Chemical structures containing electron-donating groups preferentially reacted with electrophilic Mn³⁺ species during the process. In addition, transformation products of ACE and CBZ during PM/BS process did not induce higher toxicity. This study provides a preliminary interpretation on the selectivity of PM/BS process according to the micropollutants’ chemical structures, which hope to shed light on the future development of PM/BS treatment.