Email this article Effect of medium acidity on the efficiency of oxidation of 2,4,6-trinitrotoluene to 2,4,6-trinitrobenzoic acid
- Authors: Мikhal´chenko L.V.1, Leibzon V.N.1, Leonova M.Y.1, Gultyai V.P.1
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Affiliations:
- N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
- Issue: Vol 65, No 9 (2016)
- Pages: 2216-2219
- Section: Full Articles
- URL: https://journals.rcsi.science/1066-5285/article/view/238944
- DOI: https://doi.org/10.1007/s11172-016-1571-0
- ID: 238944
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Abstract
An effect of boric acid additives on oxidation of 2,4,6-trinitrotoluene (TNT) to 2,4,6-trinitrobenzoic acid (TNBA) with chromic anhydride in concentrated (96—100%) H2SO4 has been studied. In the presence of tetrahydrosulfatoboric acid HB(HSO4)4 formed in situ (up to 5 mol.%) or added as a preliminary prepared solution (up to 1 mol. %), TNT is selectively oxidized to TNBA in the yields up to 95—99%. The mechanism including formation of TNT dication as a key step of its oxidation at the methyl group has been suggested.
About the authors
L. V. Мikhal´chenko
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: guvp@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
V. N. Leibzon
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: guvp@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
M. Yu. Leonova
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Email: guvp@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
V. P. Gultyai
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
Author for correspondence.
Email: guvp@ioc.ac.ru
Russian Federation, 47 Leninsky prosp., Moscow, 119991
