Azotetrazolate derivatives

Table 6 Densities and thermal characteristics of azotetrazolate derivatives ...

Azotetrazole was prepd by J. Thiele, and its expl salts were recommended by E. von Herz and by H. Rathsburg for use in detonators. Its derivatives were described by L.F. Aufrieth J.F. Currier in Umv of Illinois Kept, Derivatives of 5-Aminotetrazole , pp 22—23 (1954) (See Vol 1 of Encycl, pp A659 A660)... 

Sometimes called diazotetrazoles. Here, usually only 5-azotetrazole, its salts and derivatives are of ordn interest as primary or initiator expls. Two different molecular structures exist which are identified by this nomenclature ... 

Azotetrazoie (or Bis-5,5 -azotetrazole). See in Voi 1, A659-R to A660-L and the following Addnl Refs 1) H. Morisson, Chemistry of Tetrazole Explosives Derivatives , IntSymp on Utilisation Des Elements Pyrotechniques et Expiosifs Dans Les Systemes Spatiaux , Tarbes (Fr), Dunod (1968) translated by M. Blais, US Army ARRADCOM, Dover (1970) [The impact sensy of various bis-5-azotetrazole salts is presented in Table 7, below... 

The sodium salt of the pentazine derivative (31) can be obtained by treatment of the azotetrazole salt (30) with acid. This reaction has also been used to make some N analogues of (31) (Equation... 

Fig. 3 Salts of 5,5 -azotetrazolate dianions with hydrazinium derivative cations...

Heats of formation of hydrazinium [75], ammonium 5,5 -azotetrazola-tes [79], and guanidinium [24,80], were measured as AH =+ 858, + 443, and +410kjmol respectively. In order to compare these properties with azotetrazolates that contain heterocyclic cations, imidazolium, tria-zolium, and tetrazolium derivatives were synthesized and characterized (Scheme 18) [81]. Surprisingly, while most azotetrazolates exhibit melting points in excess of 160 °C, [bis(l-butyl-3-methyl-imidazolium)] 5,5 -azo-tetrazolate (68a) was a liquid at 25 °C with a melting point of 3 C, similar to its 3,5-dinitrotetrazolate analog [46]. 

Hiskey, M.A., Goldman, N., Stine, J.R. High-nitrogen energetic materials derived fiorn azotetrazolate. J. Energetic Mater. 16, 119-127 (1998)... 

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