%0 Generic %A Göbel, Michael %A Karaghiosoff, Konstantin %A Klapötke, Thomas M. %A Piercey, Davin G. %A Stierstorfer, Jörg %D 2010 %T Nitrotetrazolate-2N-oxides and the Strategy of N-Oxide Introduction %U https://acs.figshare.com/articles/dataset/Nitrotetrazolate_2_i_N_i_oxides_and_the_Strategy_of_i_N_i_Oxide_Introduction/2706451 %R 10.1021/ja106892a.s006 %2 https://acs.figshare.com/ndownloader/files/4382398 %K EXPLO 5 computer code %K nitrotetrazole %K nitrotetrazolate %K CBS %X 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. %I ACS Publications