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Fischer, Niko; Hüll, Katharina; Klapötke, Thomas M.; Stierstorfer, Jörg

Synthesis and Characterization of the New Heterocycle 5‐(4‐Amino‐1,2,4‐triazol‐3‐on‐5′‐yl)‐1H‐tetrazole and Some Ionic Nitrogen‐Rich Derivatives

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  • Media type: E-Article
  • Title: Synthesis and Characterization of the New Heterocycle 5‐(4‐Amino‐1,2,4‐triazol‐3‐on‐5′‐yl)‐1H‐tetrazole and Some Ionic Nitrogen‐Rich Derivatives
  • Contributor: Fischer, Niko; Hüll, Katharina; Klapötke, Thomas M.; Stierstorfer, Jörg
  • Published: Wiley, 2014
  • Published in: Journal of Heterocyclic Chemistry, 51 (2014) 1, Seite 85-95
  • Language: English
  • DOI: 10.1002/jhet.1877
  • ISSN: 0022-152X; 1943-5193
  • Keywords: Organic Chemistry
  • Origination:
  • Footnote:
  • Description: A new heterocycle consisting of a tetrazole ring attached to an amino‐triazolone ring, namely 5‐(4‐amino‐1,2,4‐triazol‐3‐on‐5′‐yl)‐1H‐tetrazole (3) as well as its ammonium (2), hydroxylammonium (3), and sodium salt (4), is introduced. Its ammonium salt (2) is formed starting from tetrazole‐5‐carboxamide oxime (1), which is reacted with diaminourea (carbonyldihydrazide) in aqueous media. All compounds 2, 3, 4, 5 were structurally characterized by single crystal X‐ray diffraction. The thermal behavior was investigated using differential scanning calorimetry, and the sensitivities towards impact, friction, and electrostatic discharge were determined. Furthermore, several detonation parameters were calculated with the program EXPLO5 to determine the potential use of these compounds as highly energetic materials.