Synthesis of 2-(3,5-Dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole

Abstract

The trinitromethyl group plays a crucial role in the energetic material industry due to its high oxygen balance and energetic properties. This study focuses on the synthesis of dinitrophenyl-substituted trinitromethyl-1,3,4-oxadiazole. The introduction of dinitrophenyl groups to trinitromethyl-1,3,4-oxadiazole aims to improve its stability against heat-induced decomposition, a critical factor in ensuring the safe and reliable performance of energetic materials. Consequently, 2-(3,5-dinitrophenyl)-5-(trinitromethyl)-1,3,4-oxadiazole (6) was designed and synthesized. Compound 6 exhibited a remarkable thermal decomposition temperature of 117 °C, surpassing that of all other 1,3,4-oxadiazoles bearing the trinitromethyl group. This research highlights the incorporation of the dinitrophenyl ring to elevate the thermal decomposition temperature of the trinitromethyl group attached to the 1,3,4-oxadiazole ring, thereby presenting novel strategies for enhancing the thermal stability of these compounds.