Energetic furazan-triazole hybrid with dinitromethyl and nitramino groups: decreasing sensitivity via the formation of a planar anion

Energetic salts (4, 5 and 7-11) of 3-(3-dinitromethanide-1H-1,2,4-triazol-5-yl)-4-nitraminofurazanate and the azo compound (15) as well as its ammonium (14), hydrazinium (16) and hydroxylammonium (17) salts were synthesized and fully characterized. The structures of 5 and 15 were confirmed by single crystal X-ray diffraction analysis. The hydroxylammonium salt (5) has a high measured density (1.85 g cm(-3)) and shows promising properties as a replacement for the traditional explosive (RDX). The anion is planar which suggests that a combination of two heterocyclic five-membered rings with nitramino and dinitromethyl groups could open a new avenue to advanced energetic materials with high detonation performance and good sensitivities.