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Synthesis, Structure, Chemical and Energetic Characterization of 1,3‐Dinitramino‐2‐nitroxy‐propane
Author(s) -
Klapötke Thomas M.,
Penger Alexander,
Scheutzow Susanne,
Vejs Lukáš
Publication year - 2008
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.200800342
Subject(s) - orthorhombic crystal system , propane , raman spectroscopy , detonation , detonation velocity , yield (engineering) , chemistry , analytical chemistry (journal) , crystal structure , single crystal , crystallography , materials science , organic chemistry , explosive material , physics , optics , metallurgy
The title compound, 1,3‐dinitramino‐2‐nitroxy‐propane ( 1 ) was prepared in high yield (85 %) and characterized by multinuclear NMR ( 1 H, 13 C, 14 N) and vibrational (IR, Raman) spectroscopy. The molecular structure in the solid state was elucidated by single crystal X‐ray diffraction. 1 crystallizes in the orthorhombic space group P nma with a crystal density of ρ = 1.798 g cm −3 . Compound 1 melts at 166 °C and decomposes at 168 °C. The impact (7 J), friction (96 N) and electrostatic discharge sensitivities (0.6 J) were determined experimentally. The detonation parameters of 1 were calculated using a combined quantum chemical (CBS‐4M) calculation and a chemical equilibrium calculation based on the steady‐state model of detonation: Q = −5998 kJ kg −1 , P = 339 kbar, D = 8895 m s −1 . The experimentally determined detonation velocity (fiber optic method) agrees well with the calculated values. In comparison with picric acid (PA) and nitropenta (PETN), compound 1 shows superior detonation characteristics when detonated in a confined space.