Bis(3-(trinitromethyl)-1H-1,2,4-triazol-5-yl)methanone: A mildly acidic high-performing energetic material

High performance, acceptable thermostability, and low mechanical sensitivity are high-demand properties in the design of competitive materials. Nitrogen-rich compounds are an alternative source of green molecules. Two simple, efficient synthetic routes to a novel material, bis (3-(trinitromethyl) - 1H-1,2,4-triazol-5-yl) methanone, 5, by using inexpensive starting compounds are described. Compound 5 has interesting chemical reactivity with water in the presence of organic solvents to form a gem diol of bis (3-(trinitromethyl) -1H-1,2,4-triazol-5-yl) methanediol, 5a. All new molecules are well characterized by advanced spectroscopic techniques. The structures of 5 & BULL;Et2O, 5a & BULL;3H(2)O, and salt 6 are confirmed by single-crystal X-ray analysis. The densities of the solid powder compound 5, and the crystals of 5a & BULL;3H(2)O were measured by a gas pycnometer. The theoretical densities and Explo5 calculations of solvent-free molecules, 5 and 5a, suggest that expanding the functionality of carbonyl-bridged compounds may be an alternative way to achieve high-performing materials.

Automated summary

This study presents two simple and efficient synthetic routes to a novel material, bis (3-(trinitromethyl) - 1H-1,2,4-triazol-5-yl) methanone, with high performance, acceptable thermostability, and low mechanical sensitivity, which are desirable properties in competitive material design. The material exhibits interesting chemical reactivity and has been well characterized using advanced spectroscopic techniques. The findings suggest that expanding the functionality of carbonyl-bridged compounds may offer an alternative approach to achieve high-performing materials.