Tailoring the Energetic Properties of Pyrazole Hybrids through Functionalization with Dinitromethyl and <i>N</i>-Hydroxytetrazole
Vikranth Thaltiri, Richard J. Staples, Jean’ne M. Shreeve
Abstract
The functionalization of pyrazole-based compounds with dinitromethyl and N -hydroxytetrazole groups resulted in enhanced energetic properties. Two key compounds, 5-(dinitromethyl)-3,4-dinitro-1 H -pyrazole ( 5 ) and 5-(3,4-dinitro-1 H -pyrazol-5-yl)-1 H -tetrazol-1-ol ( 7 ), along with their salts, were synthesized and evaluated for their energetic properties. Notably, the bishydroxylammonium salts 5b ( D v: 8778 m·s –1; P: 33.1 GPa) and 7b ( D v: 8988 m·s –1; P: 34.6 GPa) demonstrated an optimal balance between high detonation performance, good thermal stability, and low sensitivity, outperforming RDX, and positioning them as promising candidates for advanced secondary energetic materials.