Fused Rings With N-oxide And –NH2: Good Combination For High ...

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Chemical Communications

Fused rings with N-oxide and –NH2: good combination for high density and low sensitivity energetic materials†

Check for updates Lu Hu,a Ping Yin,a Gregory H. Imler, ORCID logo b Damon A. Parrish,b Haixiang Gao ORCID logo *c and Jean’ne M. Shreeve ORCID logo *a Author affiliations

* Corresponding authors

a Department of Chemistry, University of Idaho, Moscow, Idaho 83844-2343, USA E-mail: [email protected]

b Naval Research Laboratory, 4555 Overlook Avenue, Washington, USA

c Department of Applied Chemistry, China Agricultural University, Beijing, China

Abstract

Oxidation reactions of 3,6-diamino-1,2,4-triazolo[4,3-b][1,2,4,5]tetrazine give four N-oxide compounds. Because of the presence of an amino group and the N-oxide moiety, these compounds are extensively hydrogen bonded. Resulting from π–π stacking interactions between the fused rings, compounds 1–3 are impact and friction insensitive, are thermally stable and have good density.

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Supplementary files

  • Supplementary information PDF (1604K)
  • Crystal structure data CIF (597K)

Article information

DOI https://doi.org/10.1039/C9CC04496E Article type Communication Submitted 12 Jun 2019 Accepted 04 Jul 2019 First published 04 Jul 2019

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Chem. Commun., 2019,55, 8979-8982 BibTex EndNote MEDLINE ProCite ReferenceManager RefWorks RIS

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Fused rings with N-oxide and –NH2: good combination for high density and low sensitivity energetic materials

L. Hu, P. Yin, G. H. Imler, D. A. Parrish, H. Gao and J. M. Shreeve, Chem. Commun., 2019, 55, 8979 DOI: 10.1039/C9CC04496E

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