3,6-Dinitropyrazolo[4,3-c]pyrazole-Based Multipurpose Energetic Materials through Versatile N-Functionalization Strategies

Ping Yin, Jiaheng Zhang, Lauren A. Mitchell, Damon A. Parrish, Jean'ne M. Shreeve

Research output: Contribution to journalArticlepeer-review

91 Scopus citations


A family of 3,6-dinitropyrazolo[4,3-c]pyrazole-based energetic compounds was synthesized by using versatile N-functionalization strategies. Subsequently, nine ionic derivatives of the N,N′-(3,6-dinitropyrazolo[4,3-c]pyrazole-1,4-diyl)dinitramidate anion were prepared by acid-base reactions and fully characterized by infrared, multinuclear NMR spectra, and elemental analysis. The structures of four of these compounds were further confirmed by single-crystal X-ray diffraction. Based on their different physical and detonation properties, these compounds exhibit promising potential as modern energetic materials and can be variously classified as green primary explosives, high-performance secondary explosives, fuel-rich propellants, and propellant oxidizers.

Original languageEnglish (US)
Pages (from-to)12895-12897
Number of pages3
JournalAngewandte Chemie - International Edition
Issue number41
StatePublished - Oct 4 2016

Bibliographical note

Funding Information:
Financial support of the Office of Naval Research (N00014-16-1-2089), the Defense Threat Reduction Agency (HDTRA 1-15-1-0028), the CFD Research Corporation, and the M. J. Murdock Charitable Trust (No. 2014120:MNL:11/20/2014) for funds supporting the purchase of a 500 MHz NMR spectrometer is greatly acknowledged. J. Zhang (ID No.P15349) acknowledges the Japan Society for the Promotion of Science (JSPS) for a JSPS research fellowship.

Publisher Copyright:
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim


  • N-functionalization
  • detonation
  • energetic materials
  • fused heterocycle
  • nitramines


Dive into the research topics of '3,6-Dinitropyrazolo[4,3-c]pyrazole-Based Multipurpose Energetic Materials through Versatile N-Functionalization Strategies'. Together they form a unique fingerprint.

Cite this