4.4 Article

Synthesis and Characterization of the Energetic 3-Azido-5-amino-6-nitro-1,2,4-triazine

Journal

PROPELLANTS EXPLOSIVES PYROTECHNICS
Volume 46, Issue 2, Pages 214-221

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/prep.202000136

Keywords

Diazotetrazole; Triazine; 5-amino tetrazole; Energetic materials; Nitrogen heterocycles

Funding

  1. Office of Naval Research [N00014-19-1-2089]
  2. Purdue University
  3. Army Research Office (ARO)
  4. National Science Foundation [CHE 1625543]

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The reaction of diazotetrazole with nitroacetonitrile resulted in the synthesis of 3-azido-5-amino-6-nitro-1,2,4-triazine, which was chemically characterized and tested for energetic sensitivities. It exhibited sensitivity and ability to form N-oxides.
The reaction of diazotetrazole with nitroacetonitrile led to the isolation of the simple 1,2,4-triazine-based energetic 3-azido-5-amino-6-nitro-1,2,4-triazine. It and related compounds were chemically characterized by NMR, IR, and single-crystal X-ray crystallography. Their energetic sensitivities (impact, friction) were experimentally determined and energetic performances calculated. The ability of 3-azido-5-amino-6-nitro-1,2,4-triazine to form N-oxides was also studied.

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