The Reagent‐depending Nitration of 1,3‐Dihydroxyacetone Dimer

Abstract

Two highly energetic nitric acid esters were synthesized from the dimer of dihydroxyacetone. 1,3‐Dinitratoacetone (1) and its dimer 2,5‐bis(nitratomethyl‐2,5‐nitrato)‐1,4‐dioxane (2) were characterized by single‐crystal X‐ray diffraction, vibrational spectroscopy (IR and Raman), multinuclear NMR spectroscopy, and elemental analysis. The thermal behavior was investigated with DTA measurements. Although showing the same atomic stoichiometry, dimer 2 shows significantly higher sensitivities measured by BAM methods (drophammer and friction tester). Due to the high oxygen content of 62.2 %, 1 and 2 were evaluated as potential high energy dense oxidizers.

Document Details

Document Type
Pub Defense Publication
Publication Date
Nov 29, 2016
Source ID
10.1002/zaac.201600397

Entities

People

  • Burkhard Krumm
  • Jörg Stierstorfer
  • Thomas M. Klapötke
  • Tobias S. Hermann

Organizations

  • Ludwig-Maximilians-Universität München
  • Office of Naval Research

Tags

Readers

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  • Organic Chemistry
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