The nitrogen-rich energetic compound 4-carboxamide-5-(1H-tetrazol-5-yl)-1H-1,2,3-triazole and its 1D sodium complex: synthesis and properties

Abstract

The new nitrogen-rich energetic compound 4-carboxamide-5-(1H-tetrazol-5-yl)-1H-1,2,3-triazole (2) and its sodium complex (3) have been synthesized using diaminomaleodinitrile as the starting material in a three step synthesis. Both of the compounds were comprehensively characterized using Fourier transform-infrared spectroscopy (FT-IR), mass spectrometry (MS) and elemental analysis (EA). The sodium complex of 4-carboxamide-5-(1H-tetrazol-5-yl)-1H-1,2,3-triazole was confirmed using single-crystal X-ray diffraction for the first time. The thermal stability of the two compounds has been measured using differential scanning calorimetry (DSC), which indicated that the decomposition peak temperatures were 332.6 °C (2) and 374.1 °C (3). The density and enthalpy of formation of 2 were calculated with Gaussian 09 and the detonation pressure (21.9 GPa) and the detonation velocity (7182 m s⁻¹) were predicted by Kamlet–Jacobs equations. Compound 2 was not sensitive to impact (>40 J) or friction (>360 N).