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2,4,6-Trinitrobenzoic acid
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Impact-resistant high explosive
Trinitrobenzoic acid.svg 2,4,6-Trinitrobenzoic acid TNBA 129-66-8 correct CAS 35860-50-5 8518 8204 204-958-2 0215 C1=C(C=C(C(=C1[N+](=O)[O-])C(=O)O)[N+](=O)[O-])[N+](=O)[O-] 1S/C7H3N3O8/c11-7(12)6-4(9(15)16)1-3(8(13)14)2-5(6)10(17)18/h1-2H,(H,11,12) 134ID308V9 7 3 3 8 pale yellow 228.7 °C (Decomposes) 0.23 7.23 10−9mm Hg 2.62 10−14atm cu m/mol 0.65 Insoluble Soluble in acetone, methanol, benzene, ethanol, ether
Orthorhombic or rhombohedral
explosive 2,4,6-Trinitrobenzoic acid https://pubchem.ncbi.nlm.nih.gov/compound/8518#section=Safety-and-Hazards pubchem.ncbi.nlm.nih.gov 1 April 2022 en 01 Danger 201 210 230 240 250 280 370+380 372 373 401 501
2,4,6-Trinitrobenzoic acid (TNBA) is an organic compound with the formula (O2N)3C6H2CO2H. It is a high explosive nitrated derivative of benzoic acid.
Preparation and reactions
2,4,6-Trinitrobenzoic acid is prepared by oxidation of 2,4,6-trinitrotoluene (TNT). It is formed by oxidation of TNT and nitric acid with chlorateBrown D. J. 1947 Improved preparation of 2:4:6-trinitrobenzoic acid https://onlinelibrary.wiley.com/doi/10.1002/jctb.5000660510 Journal of the Society of Chemical Industry en 66 5 168 10.1002/jctb.5000660510 subscription and with dichromate.10.15227/orgsyn.002.0095 free 2,4,6-Trinitrobenzoic Acid Organic Syntheses 1922 2 95 H. T. Clarke W. W. Hartman
Upon heating, 2,4,6-trinitrobenzoic acid undergoes decarboxylation to give 1,3,5-trinitrobenzene.10.15227/orgsyn.002.0093 free 1,3,5-Trinitrobenzene Organic Syntheses 1922 2 93 H. T. Clarke W. W. Hartman Reduction with tin gives 2,4,6-triaminobenzenoic acid, a precursor to phloroglucinol (1,3,5-trihydroxybenzene).10.15227/orgsyn.009.0074 free Phloroglucinol Organic Syntheses 1929 9 74 H. T. Clarke W. W. Hartman
References
Category:Explosive chemicals
Category:Benzoic acids
Category:Nitrobenzene derivatives