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Energetic 1,2,5‐Oxadiazolo‐Pyridazine and its N‐Oxide
Author(s) -
Tang Yongxing,
He Chunlin,
Imler Gregory H.,
Parrish Damon A.,
Shreeve Jean'ne M.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201703930
Subject(s) - pyridazine , chemistry , stereochemistry
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.