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1-Trinitromethyl-3,5-dinitro-4-nitroaminopyrazole: Intramolecular Full Nitration and Strong Intermolecular H-Bonds toward Highly Dense Energetic Materials

Ning Ding, Qi Sun, Xudong Xu, Wenjin Zhang, Chaofeng Zhao, Shenghua Li, Siping Pang

2024The Journal of Organic Chemistry24 citationsDOI

Abstract

Full nitration is one of the most effective strategies used in synthesizing high-density energetic materials, but this strategy has reached its limit because the resultant compounds cannot be further functionalized. To overcome this limitation, we present the synergistic action of full nitration and strong intermolecular H-bonding in designing and synthesizing 1-trinitromethyl-3,5-dinitro-4-nitroaminopyrazole (DNTP) with a density that exceeds those of the reported monocyclic CHON compounds. The detonation velocity and specific impulse of DNTP exceed those of 1-trinitromethyl-3,4,5-trinitropyrazole (TTP), HMX, and ADN.

Topics & Concepts

ChemistryNitrationIntramolecular forceIntermolecular forcePhotochemistryComputational chemistryOrganic chemistryMoleculeEnergetic Materials and CombustionChemical Reactions and MechanismsChemical Reaction Mechanisms
1-Trinitromethyl-3,5-dinitro-4-nitroaminopyrazole: Intramolecular Full Nitration and Strong Intermolecular H-Bonds toward Highly Dense Energetic Materials | Litcius