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- Title
An Energetic N-Oxide and N-Amino Heterocycle and its Transformation to 1,2,3,4-Tetrazine-1-oxide.
- Authors
Piercey, Davin G.; Chavez, David E.; Heimsch, Stefanie; Kirst, Christin; Klapötke, Thomas M.; Stierstorfer, Jörg
- Abstract
This study reports the preparation of 1-amino-1,2,3-triazole-3-oxide (DPX2) and its transformation to 1,2,3,4-tetrazine-1-oxide. DPX-2 provides insight into a novel N-oxide/ N-amino high-nitrogen system, being the first energetic material in this class. The ability of this material to undergo a nitrene insertion forming 1,2,3,4-tetrazine-1-oxide was also studied, and evidence for this material, the first non-benzoannulated 1,2,3,4-tetrazine-1-oxide, is presented. The existence of both of these materials opens new strategies in energetic materials design. DPX2 was characterized chemically (Infrared, Raman, NMR, X-ray) and as a high explosive in terms of energetic performances (detonation velocity, pressure, etc.) and sensitivities (impact, friction, electrostatic). DPX-2 was found to possess good thermal stability and moderate sensitivities, indicating the viability of N-amino N-oxides as a strategy for the preparation of new energetic materials.
- Subjects
EXPLOSIVES; AMINE oxides; HETEROCYCLIC compounds; TRIAZOLES; TETRAZINE
- Publication
Propellants, Explosives, Pyrotechnics, 2015, Vol 40, Issue 4, p491
- ISSN
0721-3115
- Publication type
Article
- DOI
10.1002/prep.201400224