American Chemical Society
Browse
ja106892a_si_005.cif (13.19 kB)

Nitrotetrazolate-2N-oxides and the Strategy of N-Oxide Introduction

Download (13.19 kB)
dataset
posted on 2010-12-08, 00:00 authored by Michael Göbel, Konstantin Karaghiosoff, Thomas M. Klapötke, Davin G. Piercey, Jörg Stierstorfer
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.

History