Trinitrotriazine: Difference between revisions
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'''Trinitrotriazine''', or '''2,4,6-trinitro-1,3,5-triazine''', is a theoretical [[explosive]] compound. Synthesis of this compound has been elusive despite its simple structure,<ref>G. D. Hartman, R. D. Hartman and J. E. Schwering. ''Tetrahedron Letters''. 1983; 24: 1011.</ref> as conventional [[nitration]] of [[triazine]] becomes increasingly more difficult as more nitro groups are added. A successful route would more likely proceed by trimerisation of a suitably substituted nitrile.<ref>Korkin AA. Bartlett RJ. Theoretical Prediction of 2,4,6-Trinitro-1,3,5-triazine (TNTA). A New, Powerful, High-Energy Density Material? ''Journal of the American Chemical Society''. 1996; 118: 12244-12245.</ref> |
'''Trinitrotriazine''', or '''2,4,6-trinitro-1,3,5-triazine''', is a theoretical [[explosive]] compound. Synthesis of this compound has been elusive despite its simple structure,<ref>G. D. Hartman, R. D. Hartman and J. E. Schwering. ''Tetrahedron Letters''. 1983; 24: 1011.</ref><ref>M. D. Coburn, C. L. Coon, H. H. Hayden and A. R. Mitchell. ''Synthesis''. 1986: 490.</ref> as conventional [[nitration]] of [[triazine]] becomes increasingly more difficult as more nitro groups are added. A successful route would more likely proceed by trimerisation of a suitably substituted nitrile.<ref>Korkin AA. Bartlett RJ. Theoretical Prediction of 2,4,6-Trinitro-1,3,5-triazine (TNTA). A New, Powerful, High-Energy Density Material? ''Journal of the American Chemical Society''. 1996; 118: 12244-12245.</ref> |
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It has a perfect oxygen balance, potentially making it a very powerful explosive, though calculations predict it would be fairly unstable and inferior to the related compound 3,6-dinitro-1,2,4,5-tetrazine.<ref>Jinshan Li. An Ab Initio Theoretical Study of 2,4,6-Trinitro-1,3,5-Triazine, 3,6-Dinitro-1,2,4,5-Tetrazine, and 2,5,8-Trinitro-Tri-s-Triazine. ''Propellants, Explosives, Pyrotechnics.'' December 2008; 33(6):443-447.</ref> |
It has a perfect oxygen balance, potentially making it a very powerful explosive, though calculations predict it would be fairly unstable and inferior to the related compound 3,6-dinitro-1,2,4,5-tetrazine.<ref>Jinshan Li. An Ab Initio Theoretical Study of 2,4,6-Trinitro-1,3,5-Triazine, 3,6-Dinitro-1,2,4,5-Tetrazine, and 2,5,8-Trinitro-Tri-s-Triazine. ''Propellants, Explosives, Pyrotechnics.'' December 2008; 33(6):443-447.</ref> |
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Revision as of 06:16, 26 November 2010
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| Names | |
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| IUPAC name
2,4,6-Trinitro-1,3,5-triazine
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| Identifiers | |
3D model (JSmol)
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CompTox Dashboard (EPA)
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| Properties | |
| C3N6O6 | |
| Molar mass | 216.07 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Trinitrotriazine, or 2,4,6-trinitro-1,3,5-triazine, is a theoretical explosive compound. Synthesis of this compound has been elusive despite its simple structure,[1][2] as conventional nitration of triazine becomes increasingly more difficult as more nitro groups are added. A successful route would more likely proceed by trimerisation of a suitably substituted nitrile.[3]
It has a perfect oxygen balance, potentially making it a very powerful explosive, though calculations predict it would be fairly unstable and inferior to the related compound 3,6-dinitro-1,2,4,5-tetrazine.[4]
See also
- RDX (hexahydro-1,3,5-trinitro-1,3,5-triazine)
References
- ^ G. D. Hartman, R. D. Hartman and J. E. Schwering. Tetrahedron Letters. 1983; 24: 1011.
- ^ M. D. Coburn, C. L. Coon, H. H. Hayden and A. R. Mitchell. Synthesis. 1986: 490.
- ^ Korkin AA. Bartlett RJ. Theoretical Prediction of 2,4,6-Trinitro-1,3,5-triazine (TNTA). A New, Powerful, High-Energy Density Material? Journal of the American Chemical Society. 1996; 118: 12244-12245.
- ^ Jinshan Li. An Ab Initio Theoretical Study of 2,4,6-Trinitro-1,3,5-Triazine, 3,6-Dinitro-1,2,4,5-Tetrazine, and 2,5,8-Trinitro-Tri-s-Triazine. Propellants, Explosives, Pyrotechnics. December 2008; 33(6):443-447.
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