SYNTHESIS AND CHARACTERIZATION OF <i>N</i><sup>3</sup>-(2,2,2-TRINITROETHYL)-1,2,4-OXADIAZOLE-3,5-DIAMINE

Authors

  • David E. Chavez MS C920, Los Alamos National Laboratory, P. O. Box 1663, Los Alamos, NM 87545
  • Maxwell C. Schulze MS C920, Los Alamos National Laboratory, P. O. Box 1663, Los Alamos, NM 87545
  • Damon A. Parrish Code 6930, U. S. Naval Research Laboratory, P. O. Box 1663, Washington D. C. 20375

DOI:

https://doi.org/10.1007/3805

Keywords:

2-fluoro-2, 2-dinitroethanol, 1, 2, 4-oxadiazole, 2-trinitroethanol, energetic materials, Mannich reaction

Abstract

The reaction of 1,2,4-oxadiazole-3,5-diamine with 2-fluoro-2,2-dinitroethanol or 2,2,2-trinitroethanol was studied. Only the 3-amino group was found to be reactive and underwent efficient Mannich-type condensation with 2,2,2-trinitroethanol, while only trace amounts of product from condensation with 2-fluoro-2,2-dinitroethanol were formed. N3-(2,2,2-Trinitroethyl)-1,2,4-oxadiazole-3,5-diamine was fully characterized, and its crystal structure and explosive sensitivity properties were determined. Calculated performance properties show that the product is a promising RDX-like material with a higher oxidizing potential.

Downloads

Published

2017-06-20

Issue

Vol. 53 No. 6/7 (2017): Heterocycle-based energetic materials

Section

Original Papers