137655-64-2Relevant academic research and scientific papers
Exploiting the energetic potential of 1,2,4-oxadiazole derivatives: Combining the benefits of a 1,2,4-oxadiazole framework with various energetic functionalities
Yan, Chao,Wang, Kangcai,Liu, Tianlin,Yang, Hongwei,Cheng, Guangbin,Zhang, Qinghua
, p. 14210 - 14218 (2017)
A series of 1,2,4-oxadiazole-derived energetic compounds were successfully synthesized using 1,2,4-oxadiazole-3-chloroxime as a versatile starting material. These energetic compounds were fully characterized by NMR spectroscopy, IR spectroscopy, and elemental analysis. The structures of compounds 5, 6a, 6c, 8 and 8a were determined by single crystal X-ray diffraction. The physicochemical and energetic properties of all the synthesized energetic compounds, including density, thermal stability and energetic performance (e.g., detonation velocities and detonation pressures) were investigated. Among these energetic compounds, hydrazinium salts 6b and 8b and hydroxylammonium salts 6c and 8c exhibit satisfactory calculated detonation performances, which outperform the commonly used high explosive RDX. Potassium salt 5 shows good detonation performance, high density as well as high sensitivity, making it a potential primary explosive. Compound 9 is a potential candidate for melt-cast explosives due to its remarkable liquid range between melting point (Tm = 98 °C) and decomposition temperature (Td = 208 °C).
REARRANGEMENT OF 1-OXA-2-AZOLES. 3. REARRANGEMENT OF 1,2,4-OXADIAZOLE-3-CARBOXYLIC ACID AMIDOXIMES
Andrianov, V. G.,Semenikhina, V. G.,Eremeev, A. V.
, p. 646 - 650 (1991)
The rearrangement of unsubstituted 1,2,4-oxadiazole-3-carboxylic acid amidoxime and its N-isopropyl derivative to an aminofurazan is catalyzed by ammonia, while in the case of the amidoxime containing a piperidino substituent the rearrangement is catalyzed by acids.In ammonium hydroxide the piperidino and imidazolyl derivatives are converted to cyano amidoximes as a result of opening of the oxadiazole ring.
Synthesis and Characterization of the Potential Melt-Castable Explosive 3-(1,2,4-Oxadiazolyl)-5-Nitratomethyl Isoxazole
Byrd, Edward F. C.,Johnson, Eric C.,Miller, Christopher W.,Orlicki, Joshua A.,Reid, Tristen A.,Sabatini, Jesse J.,Sausa, Rosario C.
, p. 875 - 878 (2021/07/22)
The synthesis of 3-(1,2,4-oxadiazolyl)-5-nitratomethyl isoxazole (C6H4N4O5), its physical properties, and its theoretical performances are described. This energetic material was found to have a melting point range of 76.6–79.2 °C, and a thermal onset decomposition temperature of 184.5 °C. These thermal features put this material into the standalone melt-castable explosive class. The material was found to have TNT performance, and was found to be insensitive to impact, friction, and electrostatic discharge, despite having a nitric ester functionality. A critical reaction in making this molecule was the desymmetrization of diaminoglyoxime. The optimization of this transformation is described. Previous reports of this desymmetrization were found to be inaccurate, as the desymmetrization reaction produces a co-crystal of mono- and bi-1,2,4-oxadiazole products.
