FOX-7: Difference between revisions
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Temperatures (melting, boiling, autoignite, flash) use convert template to calculate (m: rm setting imagesize to dflt). using AWB |
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| IUPACName = 2,2-Dinitroethene-1,1-diamine |
| IUPACName = 2,2-Dinitroethene-1,1-diamine |
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| OtherNames = FOX-7<br>FOX7 |
| OtherNames = FOX-7<br>FOX7 |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo = 145250-81-3 |
| CASNo = 145250-81-3 |
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| PubChem = |
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| SMILES = N/C(N)=C([N+]([O-])=O)\[N+]([O-])=O |
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|Section2={{Chembox Properties |
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| Formula = C<sub>2</sub>H<sub>4</sub>N<sub>4</sub>O<sub>4</sub> |
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| MolarMass = 148.08 |
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| Appearance = |
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| Density = 1.885 g cm<sup>-3</sup> |
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| MeltingPtC = 238 |
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| Melting_notes = ([[Chemical decomposition|decomposes]]) |
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| BoilingPt = |
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| BoilingPt = |
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| Solubility = |
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|Section3={{Chembox Hazards |
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| MainHazards = |
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| FlashPt = |
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| AutoignitionPt = |
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|Section6={{Chembox Explosive |
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| ShockSens = |
| ShockSens = |
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| FrictionSens = |
| FrictionSens = |
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| ExplosiveV = 8870 m/s at density 1.885 g cm<sup>-3</sup> (estimated)<br>8335 m/s at density 1.756 g cm<sup>-3</sup> (measured, small-scale testing) |
| ExplosiveV = 8870 m/s at density 1.885 g cm<sup>-3</sup> (estimated)<br>8335 m/s at density 1.756 g cm<sup>-3</sup> (measured, small-scale testing) |
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| REFactor = |
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Revision as of 03:03, 30 November 2014
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| Names | |
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| IUPAC name
2,2-Dinitroethene-1,1-diamine
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| Other names
FOX-7
FOX7 | |
| Identifiers | |
3D model (JSmol)
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| ECHA InfoCard | 100.130.630 |
CompTox Dashboard (EPA)
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| Properties | |
| C2H4N4O4 | |
| Molar mass | 148.08 |
| Density | 1.885 g cm-3 |
| Melting point | 238 °C (460 °F; 511 K) |
| Explosive data | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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FOX-7 or 1,1-diamino-2,2-dinitroethene (DADNE)[1] is an insensitive high power explosive[2] compound. It was first synthesized in 1998 by the FOA Defence Research Establishment (Sweden).[3]
FOX-7 is similar to the insensitive chemical compound TATB, which is a benzene ring compound with three amino and three nitro groups.[4] FOX-7 has a two-carbon backbone rather than a benzene ring, but the amino and nitro groups have similar effects in both cases according to published reports on sensitivity and chemical decay processes of FOX-7. FOX-7 is today produced by Eureco Bofors AB in Sweden.[5]
Its explosive properties appear extremely favorable; in addition to its insensitive properties, the detonation velocity of mixtures of 80% FOX-7 plus binders are as high as Composition B, and nearly pure FOX-7 based plastic bonded explosives are slightly superior to RDX. [6] FOX-7 has been calculated to have a detonation velocity of 8,870 m/s.[3]
Due to its small-scale production, the cost of FOX-7 is relatively high. However, the production is based on commercial starting material and the synthesis is uncomplicated.[7] The price is therefore predicted to fall as production scale increases. There is no current full scale use of FOX-7, but it is being tested at several military research centers. The need for less sensitive munitions is the most important driver for testing FOX-7.
References
- ^ US Patent 6340780 - Method of preparing salts of dinitromethane
- ^ http://web.viu.ca/math/articles/CAMQ.pdf
- ^ a b Computational Studies of FOX-7, a New Insensitive Explosive, Dorsett, 2000, accessed Aug 25, 2005
- ^ Hervé, Grégoire; Jacob, Guy; Latypov, Nikolaj (2005). "The reactivity of 1,1-diamino-2,2-dinitroethene (FOX-7)". Tetrahedron. 61 (28): 6743. doi:10.1016/j.tet.2005.05.010.
- ^ Anniyappan, M.; Talawar, M.B.; Gore, G.M.; Venugopalan, S.; Gandhe, B.R. (2006). "Synthesis, characterization and thermolysis of 1,1-diamino-2,2-dinitroethylene (FOX-7) and its salts". Journal of Hazardous Materials. 137 (2): 812–9. doi:10.1016/j.jhazmat.2006.03.034. PMID 16701943.
- ^ DETONATION AND SENSITIVITY PROPERTIES OF FOX-7 AND FORMULATIONS CONTAINING FOX-7, Karlsson et al., 2002, accessed Aug 25, 2005
- ^ US Patent 6312538 - Chemical compound suitable for use as an explosive, intermediate and method for preparing the compound<
Further reading
- Sorescu, Dan C.; Boatz, Jerry A.; Thompson, Donald L. (2001). "Classical and Quantum-Mechanical Studies of Crystalline FOX-7 (1,1-Diamino-2,2-dinitroethylene)". The Journal of Physical Chemistry A. 105 (20): 5010. doi:10.1021/jp010289m.
- Evers, Jürgen; Klapötke, Thomas M.; Mayer, Peter; Oehlinger, Gilbert; Welch, Jan (2006). "Α- and β-FOX-7, Polymorphs of a High Energy Density Material, Studied by X-ray Single Crystal and Powder Investigations in the Temperature Range from 200 to 423 K". Inorganic Chemistry. 45 (13): 4996–5007. doi:10.1021/ic052150m. PMID 16780321.