skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Azido and tetrazolo 1,2,4,5-tetrazine N-oxides

Abstract

This paper 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.

Authors:
ORCiD logo [1];  [2];  [3];  [2]
  1. Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
  2. Naval Research Lab., Washington, D.C. (United States)
  3. Univ. of Minnesota, Minneapolis, MN (United States)
Publication Date:
Research Org.:
Los Alamos National Lab. (LANL), Los Alamos, NM (United States)
Sponsoring Org.:
USDOE Laboratory Directed Research and Development (LDRD) Program
OSTI Identifier:
1353024
Report Number(s):
LA-UR-16-29593
Journal ID: ISSN 1433-7851
Grant/Contract Number:  
AC52-06NA25396
Resource Type:
Journal Article: Accepted Manuscript
Journal Name:
Angewandte Chemie (International Edition)
Additional Journal Information:
Journal Name: Angewandte Chemie (International Edition); Journal Volume: 56; Journal Issue: 13; Journal ID: ISSN 1433-7851
Publisher:
Wiley
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 1,2,4,5-tetrazine; azides; energetic materials; N-oxides; tetrazole

Citation Formats

Chavez, David E., Parrish, Damon A., Mitchell, Lauren, and Imler, Greg H. Azido and tetrazolo 1,2,4,5-tetrazine N-oxides. United States: N. p., 2017. Web. doi:10.1002/anie.201612496.
Chavez, David E., Parrish, Damon A., Mitchell, Lauren, & Imler, Greg H. Azido and tetrazolo 1,2,4,5-tetrazine N-oxides. United States. doi:10.1002/anie.201612496.
Chavez, David E., Parrish, Damon A., Mitchell, Lauren, and Imler, Greg H. Thu . "Azido and tetrazolo 1,2,4,5-tetrazine N-oxides". United States. doi:10.1002/anie.201612496. https://www.osti.gov/servlets/purl/1353024.
@article{osti_1353024,
title = {Azido and tetrazolo 1,2,4,5-tetrazine N-oxides},
author = {Chavez, David E. and Parrish, Damon A. and Mitchell, Lauren and Imler, Greg H.},
abstractNote = {This paper 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.},
doi = {10.1002/anie.201612496},
journal = {Angewandte Chemie (International Edition)},
number = 13,
volume = 56,
place = {United States},
year = {Thu Feb 23 00:00:00 EST 2017},
month = {Thu Feb 23 00:00:00 EST 2017}
}

Journal Article:
Free Publicly Available Full Text
Publisher's Version of Record

Save / Share: