Synthesis and Characterization of Isoxazole‐Based Energetic Plasticizer Candidates EEIN and IDN

Abstract

This study presents the synthesis of ethyl 5‐[(nitrooxy)methyl]isoxazole‐3‐carboxylate (EEIN) and isoxazole‐3,5‐diylbis(methylene) dinitrate (IDN). These compounds, each derived from 5‐(hydroxymethyl)isoxazole‐3‐carboxylate, were fully characterized and their explosive sensitivity properties were determined. EEIN was isolated as a solid material with a relatively low melting temperature and IDN was isolated as a liquid with excellent energetic performance properties. In addition, we report the molecular structure of ethyl 5‐[(nitrooxy)methyl]isoxazole‐3‐carboxylate as determined by single‐crystal X‐ray diffractometry. These compounds possess promising properties as plasticizing ingredients in propellant formulations.

Document Details

Document Type
Pub Defense Publication
Publication Date
Nov 28, 2018
Source ID
10.1002/ejoc.201801285

Entities

People

  • Jesse J Sabatini
  • Leah A. Wingard
  • Pablo E. Guzmán
  • Rosario C. Sausa
  • Rose A. Pesce‐rodriguez

Organizations

  • United States Army

Tags

Readers

  • Organic Chemistry
  • Polymer Science and Engineering.
  • Rocket Propulsion.