UV/H2O2 oxidation of chloronitrobenzenes in waters revisited: Hydroxyl radical induced self-nitration

Zhao, Xulei; Li, Yueyue; Lu, Junhe; Zhou, Lei; Chovelon, Jean‐Marc; Zhou, Qunlan; Ji, Yuefei

doi:10.1016/j.jphotochem.2021.113162

Cited by 10 publications

(3 citation statements)

References 63 publications

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“…• production has previously been reported in the oxidation of nitroaromatic compounds by HO • attack [66]. These hydroxylated products undergo ring-opening reactions under further attack of HO • to form oxygen-containing aliphatic compounds, which are eventually mineralized into H 2 O and CO 2 [67].…”

Section: Transformation Mechanisms and Pathwaysmentioning

confidence: 89%

Abatement of Nitrophenol in Aqueous Solution by HOCl and UV/HOCl Processes: Kinetics, Mechanisms, and Formation of Chlorinated Nitrogenous Byproducts

Li,

Cai,

et al. 2023

Water

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HOCl and UV activated HOCl (UV/HOCl) have been applied for water disinfection and abatement of organic contaminants. However, the production of toxic byproducts in the HOCl and UV/HOCl treatment should be scrutinized. This contribution comparatively investigated the elimination of 4-nitrophenol and the generation of chlorinated byproducts in HOCl and UV/HOCl treatment processes. 61.4% of 4-nitrophenol was removed by UV/HOCl in 5 min with HOCl dose of 60 μM, significantly higher than that by UV (3.3%) or HOCl alone (32.0%). Radical quenching test showed that HO• and Cl• played important roles in UV/HOCl process. 2-Chloro-4-nitrophenol and 2,6-dichloro-4-nitrophenol were generated consecutively in HOCl process; but their formation was less in the UV/HOCl process. Trichloronitromethane (TCNM) was only found in the UV/HOCl process, and its production increased with increasing HOCl dosage. Besides chlorinated products hydroxylated and dinitrated products were also identified in the UV/HOCl process. Transformation pathways involving electrophilic substitution, hydroxylation, and nitration were proposed for 4-nitrophenol transformation in the UV/HOCl process. Wastewater matrix could significantly promote the transformation of 4-nitrophenol to 2-chloro-4-nitrophenol in UV/HOCl process. Results of this study are helpful to advance the understanding of the transformation of nitrophenolic compounds and assess the formation potential of chlorinated byproducts in HOCl and UV/HOCl disinfection processes.

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Section: Transformation Mechanisms and Pathwaysmentioning

confidence: 89%

Abatement of Nitrophenol in Aqueous Solution by HOCl and UV/HOCl Processes: Kinetics, Mechanisms, and Formation of Chlorinated Nitrogenous Byproducts

Li,

Cai,

et al. 2023

Water

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“…For example, nitrophenols are a source of NO 2 − and HONO in sunlight-irradiated aerosols, 47 and chloronitrobenzene released ˙NO 2 when irradiated by 254 nm light in the presence of H 2 O 2 . 48 The formation of NO 2 − has also been demonstrated to occur when N-nitroso precursors, such as the pesticide imidacloprid, undergo direct photolysis. 49 Pesticide concentrations are typically too low for their photolysis to contribute significantly to inorganic nitrogen concentrations in surface waters, but this pathway may be relevant for N-nitroso precursors in DOM.…”

Section: Rns In Sunlit Watersmentioning

confidence: 99%

“…For instance, irradiation with a LPUV lamp induced the release of ˙NO 2 from an organic precursor, chloronitrobenzene, and the resulting ˙NO 2 further reacted with the parent compound to form dinitrochlorobenzene. 48 The contribution of ˙NO 2 from trace organic contaminants is likely minor, but nitroaromatic precursors in DOM may contribute significantly to RNS formation in UV-based treatment systems.…”

Section: Rns In Uv-based Water Treatment Processesmentioning

confidence: 99%

Emerging investigator series: contributions of reactive nitrogen species to transformations of organic compounds in water: a critical review

Scholes

2022

Environ. Sci.: Processes Impacts

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Comparative study of the degradation of meta-chloronitrobenzene by UV/hydrogen peroxide and UV/persulfate oxidation: Degradation pathways and toxicity

Zhao,

Yang,

et al. 2024

Chemical Engineering Journal

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UV/H2O2 oxidation of chloronitrobenzenes in waters revisited: Hydroxyl radical induced self-nitration

Cited by 10 publications

References 63 publications

Abatement of Nitrophenol in Aqueous Solution by HOCl and UV/HOCl Processes: Kinetics, Mechanisms, and Formation of Chlorinated Nitrogenous Byproducts

Abatement of Nitrophenol in Aqueous Solution by HOCl and UV/HOCl Processes: Kinetics, Mechanisms, and Formation of Chlorinated Nitrogenous Byproducts

Emerging investigator series: contributions of reactive nitrogen species to transformations of organic compounds in water: a critical review

Comparative study of the degradation of meta-chloronitrobenzene by UV/hydrogen peroxide and UV/persulfate oxidation: Degradation pathways and toxicity

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