Chemical Conversion of TNT: Production of 2,4,6-Trinitrobenzoic Acid

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Oxidation of 2,4,6-trinitrotoluene (TNT) by aqueous nitric acid at high temperature and pressure gives 2,4,6-trinitrobenzoic acid (TNBA) and other valuable products, such as 1,3,5-trinitrobenzene (TNB). Optimization of the kinetics proved to be critical for the selective oxidation of the methyl group. High yield of a desired product can be obtained only under a narrow range of conditions. Thus, the best yield (70 to 75%) of TNBA was achieved at a 35 to 45% conversion of TNT (80% nitric acid, 194 C, 20 min), whereas the decarboxylation product (TNB) was the major component of the reaction mixture after a 50-min reaction. ... continued below

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27 pages

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Astrat'ev, A.A. August 31, 2000.

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Description

Oxidation of 2,4,6-trinitrotoluene (TNT) by aqueous nitric acid at high temperature and pressure gives 2,4,6-trinitrobenzoic acid (TNBA) and other valuable products, such as 1,3,5-trinitrobenzene (TNB). Optimization of the kinetics proved to be critical for the selective oxidation of the methyl group. High yield of a desired product can be obtained only under a narrow range of conditions. Thus, the best yield (70 to 75%) of TNBA was achieved at a 35 to 45% conversion of TNT (80% nitric acid, 194 C, 20 min), whereas the decarboxylation product (TNB) was the major component of the reaction mixture after a 50-min reaction. Subsequent separation of TNBA was achieved by selective extraction with aqueous bicarbonate. Practical technology development steps for a continuous mode of operation leading to the chief products are also discussed. This technology can use commercial raw trotyl and trotyl from discharged ammunition as the starting material. The latter could be of particular importance for the conversion program aimed at the utilization of ammunition supplies.

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27 pages

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  • Other Information: PBD: 31 Aug 2000

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  • Report No.: ORNL/TM-2000/117
  • Grant Number: AC05-00OR22725
  • DOI: 10.2172/814295 | External Link
  • Office of Scientific & Technical Information Report Number: 814295
  • Archival Resource Key: ark:/67531/metadc737679

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  • August 31, 2000

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  • Oct. 18, 2015, 6:40 p.m.

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  • March 31, 2016, 12:48 p.m.

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Astrat'ev, A.A. Chemical Conversion of TNT: Production of 2,4,6-Trinitrobenzoic Acid, report, August 31, 2000; United States. (digital.library.unt.edu/ark:/67531/metadc737679/: accessed May 27, 2018), University of North Texas Libraries, Digital Library, digital.library.unt.edu; crediting UNT Libraries Government Documents Department.