Energetic 1,2,5-Oxadiazolo-Pyridazine and its N-Oxide

Abstract

Achieving an energetic compound, which exhibits high performance and insensitivity, is important in the field of energetic materials and remains a major challenge. Herein, we found that oxidation of 4,7-diaminopyridazino[4,5-c]furoxan (5) with a mixture of 50 % hydrogen peroxide and trifluoroacetic anhydride gave 6-amino-7-nitro-[1,2,5]oxadiazolo[3,4-c]pyridazine (7) and its N-oxide derivative (8). The oxidation of 5 with hypofluorous acid (HOF) was also studied. Compound 8 displayed an energetic performance compared to triaminotrinitrobenzene (TATB) and insensitive properties (impact sensitivity (IS) 36 J and friction sensitivity (FS)>360 N). Such excellent properties make 8 attractive for high-performance applications, in which insensitivity is important.