Prediction of (•)OH-Initiated and (•)NO(3)-Initiated Transformation Products of Polycyclic Aromatic Hydrocarbons by Electronic Structure Approaches

[Image: see text] The abiotic reaction products of polycyclic aromatic hydrocarbons (PAHs) with hydroxyl radicals ((•)OH) and nitrate radicals ((•)NO(3)) are nitro-, oxygen-, and hydroxyl-containing PAHs (NPAHs, OPAHs, and OHPAHs). Four methods of the highest occupied molecular orbital (HOMO), Fukui...

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Autores principales: Chen, Xue−Mei, Li, Hao-Ran, Feng, Xi−Lai, Wang, Hao-Tong, Sun, Xu-Hui
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9330183/
https://www.ncbi.nlm.nih.gov/pubmed/35910152
http://dx.doi.org/10.1021/acsomega.1c06447
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author Chen, Xue−Mei
Li, Hao-Ran
Feng, Xi−Lai
Wang, Hao-Tong
Sun, Xu-Hui
author_facet Chen, Xue−Mei
Li, Hao-Ran
Feng, Xi−Lai
Wang, Hao-Tong
Sun, Xu-Hui
author_sort Chen, Xue−Mei
collection PubMed
description [Image: see text] The abiotic reaction products of polycyclic aromatic hydrocarbons (PAHs) with hydroxyl radicals ((•)OH) and nitrate radicals ((•)NO(3)) are nitro-, oxygen-, and hydroxyl-containing PAHs (NPAHs, OPAHs, and OHPAHs). Four methods of the highest occupied molecular orbital (HOMO), Fukui function (FF), dual descriptor (DD), and population of π electrons (PP-π) are selected to predict the chemical reactivity of PAHs attacked by (•)OH and (•)NO(3) in this study. The predicted (•)OH-initiated and (•)NO(3)-initiated transformation products are compared with the main PAH transformation products (PAH-TPs) observed in the laboratory. The results indicate that PP-π and DD approaches fail to predict the transformation products of fused PAHs containing five-membered rings. By predicting the PAH-TPs of 13–14 out of the 15 parent PAHs accurately, HOMO and FF methods were shown to be suitable for predicting the transformation products formed from the abiotic reactions of fused PAHs with (•)OH and (•)NO(3).
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spelling pubmed-93301832022-07-29 Prediction of (•)OH-Initiated and (•)NO(3)-Initiated Transformation Products of Polycyclic Aromatic Hydrocarbons by Electronic Structure Approaches Chen, Xue−Mei Li, Hao-Ran Feng, Xi−Lai Wang, Hao-Tong Sun, Xu-Hui ACS Omega [Image: see text] The abiotic reaction products of polycyclic aromatic hydrocarbons (PAHs) with hydroxyl radicals ((•)OH) and nitrate radicals ((•)NO(3)) are nitro-, oxygen-, and hydroxyl-containing PAHs (NPAHs, OPAHs, and OHPAHs). Four methods of the highest occupied molecular orbital (HOMO), Fukui function (FF), dual descriptor (DD), and population of π electrons (PP-π) are selected to predict the chemical reactivity of PAHs attacked by (•)OH and (•)NO(3) in this study. The predicted (•)OH-initiated and (•)NO(3)-initiated transformation products are compared with the main PAH transformation products (PAH-TPs) observed in the laboratory. The results indicate that PP-π and DD approaches fail to predict the transformation products of fused PAHs containing five-membered rings. By predicting the PAH-TPs of 13–14 out of the 15 parent PAHs accurately, HOMO and FF methods were shown to be suitable for predicting the transformation products formed from the abiotic reactions of fused PAHs with (•)OH and (•)NO(3). American Chemical Society 2022-07-13 /pmc/articles/PMC9330183/ /pubmed/35910152 http://dx.doi.org/10.1021/acsomega.1c06447 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Chen, Xue−Mei
Li, Hao-Ran
Feng, Xi−Lai
Wang, Hao-Tong
Sun, Xu-Hui
Prediction of (•)OH-Initiated and (•)NO(3)-Initiated Transformation Products of Polycyclic Aromatic Hydrocarbons by Electronic Structure Approaches
title Prediction of (•)OH-Initiated and (•)NO(3)-Initiated Transformation Products of Polycyclic Aromatic Hydrocarbons by Electronic Structure Approaches
title_full Prediction of (•)OH-Initiated and (•)NO(3)-Initiated Transformation Products of Polycyclic Aromatic Hydrocarbons by Electronic Structure Approaches
title_fullStr Prediction of (•)OH-Initiated and (•)NO(3)-Initiated Transformation Products of Polycyclic Aromatic Hydrocarbons by Electronic Structure Approaches
title_full_unstemmed Prediction of (•)OH-Initiated and (•)NO(3)-Initiated Transformation Products of Polycyclic Aromatic Hydrocarbons by Electronic Structure Approaches
title_short Prediction of (•)OH-Initiated and (•)NO(3)-Initiated Transformation Products of Polycyclic Aromatic Hydrocarbons by Electronic Structure Approaches
title_sort prediction of (•)oh-initiated and (•)no(3)-initiated transformation products of polycyclic aromatic hydrocarbons by electronic structure approaches
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9330183/
https://www.ncbi.nlm.nih.gov/pubmed/35910152
http://dx.doi.org/10.1021/acsomega.1c06447
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