Energetic compounds consisting of 1,2,5- and 1,3,4-oxadiazole rings

Yongxing Tang, Chunlin He, Lauren A. Mitchell, Damon A. Parrish, Jean'Ne M. Shreeve

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75 Scopus citations


3-Nitroamino-4-(5-amino-1,3,4-oxadiazol-2-yl)furazan monohydrate (2·H2O), which is a combination of the nitroaminofurazan and 1,3,4-oxadiazole rings, was obtained by the nitration of 3-amino-4-(5-amino-1,3,4-oxadiazol-2-yl)furazan (1) with 100% nitric acid. Several energetic derivatives of 2 were prepared and fully characterized by multinuclear NMR, and IR spectroscopy, as well as elemental analysis. X-ray analyses for 1, 2·H2O and 5·H2O give insight into structural characteristics showing the presence of extensive hydrogen-bonding interactions. Most of these new materials exhibit good thermal stabilities and acceptable sensitivity values. Detonation performance numbers were obtained based on the calculated heats of formation and measured densities indicating that some of these bonded nitroaminofurazan/oxadiazole materials are comparable to RDX.

Original languageEnglish (US)
Pages (from-to)23143-23148
Number of pages6
JournalJournal of Materials Chemistry A
Issue number46
StatePublished - 2015


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