Nitrotetrazolate-2<i>N</i>-oxides and the Strategy of <i>N</i>-Oxide Introduction Michael Göbel Konstantin Karaghiosoff Thomas M. Klapötke Davin G. Piercey Jörg Stierstorfer 10.1021/ja106892a.s004 https://acs.figshare.com/articles/dataset/Nitrotetrazolate_2_i_N_i_oxides_and_the_Strategy_of_i_N_i_Oxide_Introduction/2706496 The first anionic tetrazole-2<i>N</i>-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-2<i>N</i>-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-2<i>N</i>-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-2<i>N</i>-oxides were measured and cover the whole range from sensitive to insensitive energetic materials. 2010-12-08 00:00:00 EXPLO 5 computer code nitrotetrazole nitrotetrazolate CBS