An Energetic Triazolo‐1,2,4‐Triazine and its N‐Oxide |
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Authors: | Dr. Davin G. Piercey Dr. David E. Chavez Dr. Brian L. Scott Dr. Greg H. Imler Dr. Damon A. Parrish |
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Affiliation: | 1. Nalas Engineering, Inc., Centerbrook, CT, USA;2. M Division, Los Alamos National Laboratory, Los Alamos, NM, USA;3. C Division, Los Alamos National Laboratory, Los Alamos, NM, USA;4. Naval Research Laboratory, Washington, DC, USA |
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Abstract: | The reaction of 3‐amino‐5‐nitro‐1,2,4‐triazole with nitrous acid produces the corresponding diazonium salt. When the diazonium salt is treated with nitroacetonitrile, a subsequent condensation and cyclization reaction occurres to produced 4‐amino‐3,7‐dinitrotriazolo‐[5,1‐c][1,2,4] triazine (DPX‐26). X‐ray crystallographic analysis shows that the DPX‐26 has a density of 1.86 g cm?3, while it is calculated to have a heat of formation of 398.3 kJ mol?1. DPX‐26 is predicted to approach the explosive performance of RDX but displays significantly better safety properties. Oxidation of DPX‐26 using hypofluorous acid produces 4‐amino‐3,7‐dinitrotriazolo‐[5,1‐c][1,2,4] triazine 4‐oxide (DPX‐27), which is also predicted to be a high‐performance material with enhanced safety properties. |
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Keywords: | 1,2,4-triazines 1,2,4-triazoles bicyclic compounds energetic materials nitroacetonitriles |
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