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Combining Performance with Thermal Stability: Synthesis and Characterization of 5‐(3,5‐Dinitro‐1 H ‐pyrazol‐4‐yl)‐1 H ‐tetrazole and its Energetic Derivatives
Author(s) -
Benz Maximilian,
Klapötke Thomas M.,
Stierstorfer Jörg
Publication year - 2020
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.202000123
Subject(s) - tetrazole , chemistry , elemental analysis , cyanide , sodium azide , thermal stability , standard enthalpy of formation , cycloaddition , azide , detonation , differential thermal analysis , infrared spectroscopy , nuclear chemistry , inorganic chemistry , organic chemistry , diffraction , explosive material , physics , optics , catalysis
In this study, we present the synthesis of 5‐(3,5‐dinitro‐1 H ‐pyrazol‐4‐yl)‐1 H ‐tetrazole and its energetic derivatives starting from 4‐amino‐3,5‐dinitropyrazole, which was diazotized and cyanide substituted. A subsequent cycloaddition reaction with sodium azide led to 5‐(3,5‐dinitro‐1 H ‐pyrazol‐4‐yl)‐1 H ‐tetrazole ( 3 ). Several alkaline metal and nitrogen‐rich salts were prepared and characterized by low‐temperature X‐ray diffraction. Additionally, all compounds were analyzed by vibrational spectroscopy (IR), 1 H, 13 C and 14 N NMR spectroscopy, elemental analysis and differential thermal analysis (DTA). Additionally, the heats of formation for selected compounds were calculated using the atomization method based on CBS‐4M enthalpies as well as important detonation parameters by using the EXPLO5 code (V6.05). Furthermore, the sensitivities of 3 and all synthesized salts toward friction, impact and electrostatic discharge according to BAM ( Bundesamt für Materialforschung ) were determined and compared to RDX.