Radical decomposition of 2,4-dinitrotoluene (DNT) at conditions of advanced oxidation. Computational study

Authors

DOI:

https://doi.org/10.15421/081608

Keywords:

2, 4-dinitrotoluene, hydroxyl radical, Fenton oxidation, DFT, reaction mechanism

Abstract

At the present time one of the main remediation technologies for such environmental pollutant as 2,4-dinitrotoluene (DNT) is advanced oxidation processes (AOPs). Since hydroxyl radical is the most common active species for AOPs, in particular for Fenton oxidation, the study modeled mechanism of interaction between DNT and hydroxyl radical at SMD(Pauling)/M06-2X/6-31+G(d,p) level. Computed results allow to suggest the most energetically favourable pathway for the process. DNT decomposition consists of sequential hydrogen abstractions and hydroxyl attachments passing through 2,4-dinitrobenzyl alcohol, 2,4-dinitrobenzaldehyde, and 2,4-dinitrobenzoic acid. Further replacement of nitro- and carboxyl groups by hydroxyl leads to 2,4-dihydroxybenzoic acid and 2,4-dinitrophenol, respectively. Reaction intermediates and products are experimentally confirmed. Mostly of reaction steps have low energy barriers, some steps are diffusion controlled. The whole process is highly exothermic.

Author Biography

Liudmyla K. Sviatenko, Donetsk National Medical University, 1 Velyka Perspectyvna St., Kropyvnytskyi, 25015

Department of General and Biological Chemistry N2

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Published

2016-12-31

Issue

Vol. 24 No. 2 (2016): Bulletin of Dnipropetrovsk University. Series Chemistry

Section

Organic Chemistry

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Copyright (c) 2016 Oles Honchar Dnipropetrovsk National University

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