Synthesis of 5,6-Di(2-fluoro-2,2-dinitro ethoxy)-2,3-Dicyanopyrazine by One–step Nucleophilic Substitution and Its Energetic Properties

Qing Ma, Hao Gu, Huanchang Lu, Longyu Liao, Jinglun Huang, Guijuan Fan*, Jinshan Li, Dabin Liu

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

5,6-di(2-fluoro-2,2,–dinitroethoxy)-2,3-dicyanopyrazine was synthesized in a one-pot process starting from 5,6-dichloro-2,3-dicyanopyrazine. Its structure was fully characterized by 1H, 13C, 15N and 19F NMR, mass spectroscopy, infrared spectrum as well as elementary analysis. Low-temperature X-ray diffraction was employed for analyzing its crystal structure. It exhibits excellent thermal stability (onset m.p. 203 oC, onset dec. 222 oC) which is comparable to those of 1,3,5-trinitroperhydro-1,3,5-triazine (RDX). Different from RDX, it shows good safety properties (IS>60 J, FS=160 N). Its detonation performance exceed those of 2,4,6-trinitrotoluene (TNT). The above-mentioned energetic performance show that it is insensitive and worth further potential applications.

Original languageEnglish
Pages (from-to)4567-4571
Number of pages5
JournalChemistrySelect
Volume2
Issue number16
DOIs
StatePublished - 31 May 2017
Externally publishedYes

Keywords

  • energetic material
  • fluorodinitroethyl ester
  • heterocyclic compounds
  • inorganic chemistry
  • pyrazine

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