Premium
N ‐Fluoromethylated (Amino)Tetrazoles: Manipulating Thermal and Energetic Properties
Author(s) -
Reichel Marco,
Wurzenberger Maximilian H. H.,
Lommel Marcus,
Kofen Moritz,
Krumm Burkhard,
Stierstorfer Jörg,
Karaghiosoff Konstantin
Publication year - 2021
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.202000341
Subject(s) - tetrazole , chemistry , perchlorate , copper , moiety , raman spectroscopy , medicinal chemistry , organic chemistry , ion , optics , physics
Fluoroiodomethane was allowed to react with the sodium salts of 5 H ‐tetrazole and 5‐aminotetrazole to give in each case the two corresponding isomers 1‐fluoromethyl‐5 H ‐tetrazole ( 1a ) and 2‐fluoromethyl‐5 H ‐tetrazole ( 1b ), as well as 1‐fluoromethyl‐5‐aminotetrazole ( 2a ) and 2‐fluoromethyl‐5‐aminotetrazole ( 2b ). The new tetrazoles were isolated and characterized by spectroscopic methods (IR, Raman, multinuclear NMR), mass spectrometry, and in the case of fluoromethyl‐5‐aminotetrazole the crystal structures of both isomers were obtained and discussed. Differential thermal analysis (DTA) gave insight in how a FCH 2 moiety attached to a tetrazole effects the thermal behavior compared to its CH 3 analog. In addition, the detonation parameters were calculated and compared to those of the corresponding methyltetrazoles. In addition, the preparation of energetic copper complexes of the new ligands was attempted. Complexes of copper(II) perchlorate and chlorate are crystallographically described and their energetic properties discussed.