Tetrazolyl Triazolotriazine: A New Insensitive High Explosive
A triazolotriazine carbonitrile ( 1 ) was formed by diazotization of 3–amino–5–cyano–1,2,4–triazole followed by treatment with nitroacetonitrile. Cyclization of the C≡N bond with sodium azide results in a tetrazolyl triazolotriazine ( 2 ). Formation of the sodium salt of 2 , followed by metathesis with [PPN][Cl] resulted in the organic salt 3 . Compounds 1 , 2 , and 3 were characterized by elemental analysis and infrared, 1 H, and 13 C{ 1 H} NMR spectroscopy and 1 and 3 were characterized by single–crystal X–ray diffraction. Compound 2 has a density of 1.819 g cm –1 , is thermally stable up to 305 °C, and is insensitive to impact, friction, and electrical discharge. The detonation pressure and velocity of 2 are calculated to be 27.04 GPa and 8.312 km s –1 , respectively, making this a 1,3,5–triamino–2,4,6–trinitrobenzene (TATB) replacement candidate.