title: An Energetic Triazolo-1,2,4-Triazine and its N-Oxide.
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.
authors.affiliation: Nalas Engineering, Inc., Centerbrook, CT, 06409, USA.
authors.forename: Davin G
authors.initials: DG
authors.lastname: Piercey
authors.affiliation: M Division, Los Alamos National Laboratory, Los Alamos, NM, 87545, USA.
authors.forename: David E
authors.initials: DE
authors.lastname: Chavez
authors.affiliation: C Division, Los Alamos National Laboratory, Los Alamos, NM, 87545, USA.
authors.forename: Brian L
authors.initials: BL
authors.lastname: Scott
authors.affiliation: Naval Research Laboratory, Washington, DC, 20375, USA.
authors.forename: Greg H
authors.initials: GH
authors.lastname: Imler
authors.affiliation: Naval Research Laboratory, Washington, DC, 20375, USA.
authors.forename: Damon A
authors.initials: DA
authors.lastname: Parrish
keywords: 1,2,4-triazines; 1,2,4-triazoles; bicyclic compounds; energetic materials; nitroacetonitriles