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

作者：Goebel Michael; Karaghiosoff Konstantin; Klapoetke Thomas M; Piercey Davin G; Stierstorfer Joerg

来源：Journal of the American Chemical Society, 2010, 132(48): 17216-17226.

DOI：10.1021/ja106892a

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.

• 出版日期2010-12-8