Litcius/Paper detail

Unexpected side reactions dominate the oxidative transformation of aromatic amines in the Co(II)/peracetic acid system

Jing‐Hang Wu, Tianhao Yang, Fei Chen, Han‐Qing Yu

2024PNAS Nexus13 citationsDOIOpen Access PDF

Abstract

Abstract Aromatic amines (AAs), ubiquitous in industrial applications, pose significant environmental hazards due to their resistance to conventional wastewater treatments. Peracetic acid (PAA)-based advanced oxidation processes (AOPs) have been proposed as effective strategies for addressing persistent AA contaminants. While the organic radicals generated in these systems are believed to be selective and highly oxidative, acetate residue complicates the evaluation of AA removal efficiency. In this work, we explored transformation pathways of AAs in a representative Co(II)-catalyzed PAA system, revealing five side reactions (i.e. nitrosation, nitration, coupling, dimerization, and acetylation) that yield 17 predominantly stable and toxic by-products. The dominant reactive species was demonstrated as Co–OOC(O)CH3, which hardly facilitated ring-opening reactions. Our findings highlight the potential risks associated with PAA-based AOPs for AA degradation and provide insights into selecting suitable catalytic systems aimed at efficient and by-product-free degradation of pollutants containing aromatic –NH2.

Topics & Concepts

Peracetic acidOxidative phosphorylationChemistryTransformation (genetics)Organic chemistryPhotochemistryBiochemistryHydrogen peroxideGeneOxidative Organic Chemistry ReactionsPorphyrin and Phthalocyanine ChemistryElectrochemical Analysis and Applications
Unexpected side reactions dominate the oxidative transformation of aromatic amines in the Co(II)/peracetic acid system | Litcius