Synthesis and structure of 4-[(4-Nitro-1,2,5-oxadiazol-3-yl)-NNO-azoxyl]-1, 2,5-oxadiazol-3-amine

1H, 13C and 15N Nuclear Magnetic Resonance Analysis of 3,3’,4,4’-Diaminoazoxyfurazan Obtained by Oxidation of 3,4-Diaminofurazan with Peroxyformic Acid

“…This property may be exploited e.g. for the selective oxidation of one amino group during the synthesis of 3-amino-4-nitroazoxyfurazan [2]. In 3,4-diaminofurazan (DAF) the proton peak occurs at 5.8 ppm which means that in DAAF all protons are more deshielded than in DAF.…”

“…diaminofurazan (mp. 180 °C [5]), 3-nitroso-4-aminofurazan (79 °C [8]), 3-nitro-4-aminofurazan (125 °C [2]). Francois et.…”

“…Although, that was over 30 years ago, this compound is still of great interest and much research work has sought new methods for its synthesis. In DAAF, high detonation parameters (7.93 km/s, P CJ 30.6 GPa) are combined with low sensitivity to mechanical stimuli (friction 360 N, impact >15 J) and a low critical diameter of detonation (< 3.0 mm) [2]. Detailed studies of the detonation parameters were conducted by the Chavez group [3].…”

“…The DAAF obtained by the Solodyk method [1] contains 3-6% impurities, such as its precursor DAF, 3-amino-4-nitrofurazan and 3-amino-4-nitrosofurazan [1]. In the Zelenin method [2] the byproduct is 3,3'-dinitro-4,4'-azoxyfurazan, which is sensitive to friction and impact. The last method, described by the Francois group [4], enables DAAF to be obtained in high yield (84%).…”

“…The structure of the DAAF molecule was confirmed by using 1 H and 13 C NMR spectroscopy [2,4] All chemicals were of analytical grade and were obtained from commercial sources (Avantor, Sigma-Aldrich). DAF was synthesized at the Military University of Technology by the Coburn method [5].…”