Intermediate distributions and primary yields of phenolic products in nitrobenzene degradation by Fenton's reagent

被引:71
作者
Carlos, Luciano [1 ]
Fabbri, Debora [2 ]
Capparelli, Alberto L. [1 ]
Prevot, Alessandra Bianco [2 ]
Pramauro, Edmondo [2 ]
Einschlag, Fernando S. Garcia [1 ]
机构
[1] Natl Univ La Plata, Fac Ciencias Exactas, Inst Invest Fisicoquim Teor & Aplicadas, Dept Quim,CCT La Plata CONICET, RA-1900 La Plata, Argentina
[2] Univ Turin, Dipartimento Chim Analit, I-10124 Turin, Italy
关键词
nitroaromatic; hydroxyl radicals; hydroxycyclohexadyenyl radicals; Fenton reagent;
D O I
10.1016/j.chemosphere.2008.03.042
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
Nitrobenzene thermal degradation was investigated using the Fenton reagent in different experimental conditions. Reaction products were analyzed by HPLC, GC-MS, LC-MS and IC. The products obtained at different nitrobenzene conversion degrees show that degradation mainly involves successive hydroxylation steps of the aromatic ring and its subsequent opening followed by oxidation of corresponding aliphatic compounds. Our results show as primary reaction products: 4-nitrophenol, 3-nitrophenol, 2-nitrophenol, phenol and 1,3-dinitrobenzene, indicating that both hydroxylation and nitration reactions are involved. The formation of phenolic products can be explained by postulating an initial step of HO center dot addition to nitrobenzene ring. The mechanisms of primary reaction pathways are discussed and a detailed kinetic analysis to obtain the true primary yields of phenolic products is proposed. The relative yields observed for nitrophenot isomers do not follow the expected orientation according to deactivating characteristics of the nitro group but significantly depend on Fe+2, Fe+3, H2O2 and O-2 concentrations. The understanding of the effect of reaction conditions on the relative product distribution benefits the application of Fenton and Fenton-like systems to waste water treatment. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:952 / 958
页数:7
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