Energetic Compounds Based on 3,4‐Bis(4‐nitramino‐ 1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (BNAFF)

Abstract

3,4‐Bis(4‐amino‐1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (BAFF, 1) was nitrated in 100 % HNO3 at −10 °C and then reacted with KOH to give the corresponding energetic dipotassium salt of 3,4‐bis(4‐nitramino‐1,2,5‐oxadiazol‐3‐yl)‐1,2,5‐furoxan (2, K2BNAFF). The neutral nitramino‐furoxan compound (3, H2BNAFF) is unstable at room temperature and can be obtained from K2BNAFF with 2 m HCl and ether as H2BNAFF ⋅ 0.5 Et2O. Several nitrogen‐rich salts (e. g. ammonium, guanidinium, aminoguanidinium, hydrazinium and hydroxylammonium) were prepared from K2BNAFF. The potassium, guanidinium, aminoguanidinium, hydroxylammonium and silver salts of BNAFF were characterized by low‐temperature X‐ray diffraction. In addition, all compounds were analyzed by vibrational spectroscopy (IR and Raman), multinuclear (1H, 13C, 14N) NMR spectroscopy, differential thermal analysis (DTA) and elemental analysis. The heats of formation for the anhydrous compounds were calculated using the atomization method based on CBS‐4 M enthalpies. Several detonation parameters were predicted by using the EXPLO5 code (V6.03). In addition, the sensitivities of all BNAFF salts toward friction, impact and electrostatic discharge were determined.

Safer and Convenient Synthesis of 3,4-Dicyanofuroxan

“…deviation = 0.019 Å ( 1 ) and 0.025 Å ( 1A )], with the largest deviation resulting from the C1/C1A atoms [distances of C1/C1A atoms to their respective plane = −0.030 (2) and −0.044 (2) Å]. Their bond lengths and angles are in the usual ranges of typical furoxan derivatives, ,− and they are in excellent agreement with those reported by Pasinszki et al The molecular planes subtend a dihedral angle of 65.43 (4)° and exhibit a plane centroid-to-plane centroid distance of 5.358 (1) Å. A superimposition of the two structures yields a r.m.s.…”

Tetrazole Azasydnone (C2N7O2H) And Its Salts: High‐Performing Zwitterionic Energetic Materials Containing A Unique Explosophore

“…This has the advantage of increasing oxygen balance and setting up polarized bonds allowing high densities. While this strategy has been very welle xplored in the 2-carbon5 -membered heterocycles with oxadiazole-based energetic materials, [31][32][33][34] introducing an oxygen to a5 -membered 1-carbon heterocycle is less explored as an energetic backbone. ( Figure 2)…”

Synthesis, Biological Activity and Applications of 1,2,5-Oxadiazol: A Brief Review

“…In 2008, Yusupova et al [86] described that the benzofuroxan derivatives presented fungicidal activity and that antifungal actions have not been investigated. Finally, other relevant applications of 1,2,5-oxadiazós are described in the literature [87][88][89][90][91][92][93][94][95][96][97][98].…”