Nitrotetrazolate-2N-oxides and the strategy of N-oxide introduction.
The first anionic tetrazole-2N-oxide has been prepared by mild aqueous oxidation of easily prepared 5-nitrotetrazole with commercially available oxone in high yields. The result of protonating 5-nitrotetrazolate-2N-oxide has been identified as a hydroxytetrazole, and the nitrogen-rich salts including ammonium, hydroxylammonium, guanidinium, aminoguanidinum, diaminoguanidinium, and triaminoguanidinium have been prepared and characterized. When compared to the nitrogen-rich salts of nitrotetrazole, the nitrogen-rich salts of nitrotetrazole-2N-oxide show superior energetic performance as calculated by the EXPLO5 computer code, using heats of formation calculated using the CBS-4M level of quantum mechanical theory. The impact, friction, and electrical spark sensitivities of the nitrogen-rich nitrotetrazolate-2N-oxides were measured and cover the whole range from sensitive to insensitive energetic materials.
Department of Chemistry and Biochemistry, Energetic Materials Research, Ludwig-Maximilian University of Munich, Butenandtstr. 5-13, D-81377 Munich, Germany.
Michael
M
Göbel
Konstantin
K
Karaghiosoff
Thomas M
TM
Klapötke
Davin G
DG
Piercey
Jörg
J
Stierstorfer