4-Chloro-3,5-dinitropyrazole: a precursor for promising insensitive energetic compounds

A series of 3,5-dinitropyrazole derivatives was prepared from 4-chloro-3,5-dinitropyrazole in good yields and characterized by IR, 1H, and 13C NMR (some cases 15N NMR) spectroscopy, elemental analysis, and DSC. The structures of 7 and 13 were confirmed by single crystal X-ray diffraction. The impact sensitivity was determined using a standard BAM method, and detonation properties were obtained using experimental densities and calculated heats of formation.