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The Reagent‐depending Nitration of 1,3‐Dihydroxyacetone Dimer
Author(s) -
Hermann Tobias S.,
Klapötke Thomas M.,
Krumm Burkhard,
Stierstorfer Jörg
Publication year - 2017
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/zaac.201600397
Subject(s) - dimer , dihydroxyacetone , nitration , chemistry , raman spectroscopy , stoichiometry , nitric acid , reagent , elemental analysis , single crystal , infrared spectroscopy , nuclear magnetic resonance spectroscopy , crystallography , inorganic chemistry , nuclear chemistry , organic chemistry , glycerol , physics , optics
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.