Ring-Cleavage Products Produced during the Initial Phase of Oxidative Treatment of Alkyl-Substituted Aromatic Compounds.

Environmental Science & Technology
Jean Van BurenDavid L Sedlak

Abstract

Chemical oxidation with hydroxyl radical (HO•) and sulfate radical (SO4•-) is often used to treat water contaminated with aromatic compounds. Although oxidation of aromatics by these radicals has been studied for decades, the commonly accepted transformation pathway-sequential hydroxylation of the ring followed by ring cleavage and mineralization of the resulting products-does not account for the loss of the parent compound observed during the initial phase of the process. To assess the importance of pathways for aromatic compound oxidation that do not result in ring hydroxylation, we identified products formed after the initial reaction between HO• or SO4•- and benzene, toluene, ethylbenzene, and (BTEX) xylene isomers. We quantified products of ring hydroxylation and oxidation of alkyl substituents as well as a suite of ring-cleavage products, including acetaldehyde, formic acid, 6-, 7-, or 8-carbon oxoenals and oxodials. Other ring-cleavage products, which were most likely aldehydes and organic acids, were observed but not quantified. When SO4•- was used as the oxidant, aromatic organosulfates also were formed. Our results indicated that the initial phase of the oxidation process involves radical addition, hydrogen abstractio...Continue Reading

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Citations

Feb 11, 2021·Environmental Science & Technology·Emily L MarronDavid L Sedlak
Aug 25, 2020·Environmental Science & Technology·Emily L MarronDavid L Sedlak
Sep 7, 2021·Environmental Science & Technology Letters·Jean Van BurenDavid L Sedlak
Dec 9, 2021·Environmental Science & Technology·Ping DongYiwei Gong
Dec 16, 2021·Environmental Science. Processes & Impacts·Kylie CouchFernando L Rosario-Ortiz

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