Azido and Tetrazolo 1,2,4,5-Tetrazine N-Oxides

David E. Chavez, Damon A. Parrish, Lauren Mitchell, Greg H. Imler

Research output: Contribution to journalArticlepeer-review

54 Scopus citations


This study presents the synthesis and characterization of the oxidation products of 3,6-diazido-1,2,4,5-tetrazine (1) and 6-amino-[1,5-b]tetrazolo-1,2,4,5-tetrazine (2). 3,6-Diazido-1,2,4,5-tetrazine-1,4-dioxide was produced from oxidation with peroxytrifluoroacetic acid, and more effectively using hypofluorous acid, and 2 can be oxidized to two different products, 6-amino-[1,5-b]tetrazolo-1,2,4,5-tetrazine mono-N-oxide and di-N-oxide. These N-oxide compounds display promising performance properties as energetic materials.

Original languageEnglish (US)
Pages (from-to)3575-3578
Number of pages4
JournalAngewandte Chemie - International Edition
Issue number13
StatePublished - 2017


  • 1,2,4,5-tetrazine
  • N-oxides
  • azides
  • energetic materials
  • tetrazole

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