Nitrophenol

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Thu-hoa Tran-thi - One of the best experts on this subject based on the ideXlab platform.

Laure-hélène Guillemot - One of the best experts on this subject based on the ideXlab platform.

Yuanyuan Shi - One of the best experts on this subject based on the ideXlab platform.

  • rethinking sulfate radical based oxidation of Nitrophenols formation of toxic polyNitrophenols nitrated biphenyls and diphenyl ethers
    Journal of Hazardous Materials, 2019
    Co-Authors: C. Ferronato, Yan Yang, Lu Wang, Yuanyuan Shi, Peizeng Yang, Lei Zhou, J. Chovelon
    Abstract:

    Abstract Sulfate radical (SO4 −)-based oxidation of Nitrophenols (NPs) have been widely studied; however, formation of potentially more toxic polynitroaromatic intermediates has been overlooked. In this contribution, we systematically investigated the degradation of four NPs by a SO4 −-based oxidation process. Degradation efficiency of NPs followed the order: 2-Nitrophenol (2-NP) > 4-Nitrophenol (4-NP) > 2,4-diNitrophenol (2,4-DNP) > 2,6-diNitrophenol (2,6-DNP). HPLC and LC–MS/MS analysis confirmed the formation of 2,4-DNP, 2,6-DNP and 2,4,6-triNitrophenol (2,4,6-TNP) during NPs transformation by SO4 −, suggesting that both denitration and renitration processes occurred. Nitrogen dioxide radicals (NO2 ) and phenoxy radicals are responsible for the formation of polyNitrophenols. Coupling products including nitrated biphenyls and diphenyl ethers were also detected, which were proposed to be formed by combinations of resonance-stabilized radicals. Electron spin density and charge density calculation showed that ortho C-ortho C and ortho C-phenolic O were the most likely combination ways responsible for coupling products formation. ECOSAR program predicted that polynitrated diphenyl ethers and biphenyls had higher ecotoxicological effects on aquatic species such as fish and daphnia. Therefore, the formation of toxic polynitroaromatic intermediates in SO4 −-based advanced oxidation processes should be scrutinized before this technology can be safely utilized for water and wastewater treatment.

  • denitration and renitration processes in sulfate radical mediated degradation of nitrobenzene
    Chemical Engineering Journal, 2017
    Co-Authors: Yuanyuan Shi, Lu Wang
    Abstract:

    Abstract Nitrobenzene (NB) is a recalcitrant organic compound caused great environmental concerns. Sulfate radical-based advanced oxidation processes (SR-AOPs) are promising environmental remediation and wastewater treatment technologies. In this contribution, we observed that degradation of NB by thermally activated persulfate oxidation process resulted in the formation of a suite of intermediates including 2-Nitrophenol (2-NP), 3-Nitrophenol (3-NP), 4-Nitrophenol (4-NP), 2,4-diNitrophenol (2,4-DNP), 2,6-diNitrophenol (2,6-DNP), and 2,4,6-triNitrophenol (2,4,6-TNP) as well as coupling products. The formation of the Nitrophenols was suggested to follow the sequence of monoNitrophenols → diNitrophenols → triNitrophenol. Time-dependent evolutions of monoNitrophenols and diNitrophenols were illustrated and their formation mechanisms were proposed. The evolution patterns of monoNitrophenols were fitted by sequential reaction kinetic model. The formation of polynitrated phenolic compounds suggests that both denitration and nitration processes occurred during SO 4 − -based oxidation of NB. Nitration agent (i.e., NO 2 ) arising from the conversion of nitro group upon SO 4 − /HO attack is proposed to play an important role in the formation of polynitrated compounds. TOC measurement revealed that mineralization was less efficient as compared with NB degradation. The presence of NO 2 − was found to inhibit the degradation of NB but promote the formation of 2,4-DNP. Temperature played an important role in both the degradation of NB and the distribution of products. Since polynitrated aromatics are more persistent and mutagenic, the results of this contribution suggest that particular attention should be paid to their formation during SO 4 − -based oxidation processes.

Marjorie Vrignaud - One of the best experts on this subject based on the ideXlab platform.

Pierre R. Marcoux - One of the best experts on this subject based on the ideXlab platform.