Azotetrazole

Salts of azotetrazole (156) are energetic compounds, the guanidinium and methylammonium salts finding use as gas generators when mixed with inorganic oxidizers. Thiele ... 

Aminotetrazole (91) reacts with potassium permanganate in excess aqueous sodium hydroxide to yield the disodium salt of 5-azotetrazole (92). 5-Azotetrazole is unstable and attempts to isolate it by acidification yields 5-hydrazinotetrazole (93). Diazotization of 5-aminotetrazole (91) in the presence of excess sodium nitrite yields 5-nitrotetrazole (94), a powerful explosive whose mercury and silver salts are primary explosives. ... 

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)... 

The research in this direction commenced with the studies on materials from the class of azotetrazolates and tetrazines that can be relatively easily isolated [280-284]. The high potential of some nitrogen-rich compounds such as diamino azobistetrazine (DAATz) [Structure (2.65)] [280], 1,4-dihydrazino tetrazine (DHTz) [Structure (2.66)] [281] and azotetrazolate salts [Structure (2.67)] [282-284] has been reported in the literature. The structures of these compounds are shown in Figure 2.4. 

Diehlorophenyl-azotetrazole. See Bis(chloro-phenyl)-azotetrazole in Vol 2, p B139-L... 

Dimethy 1-5,5 -azotetrazole or Di(methyl-tetrazolyl) -diazene. See Bis(l-methyl-... 

Dimethyl-5,5 -azotetrazole and determined heat of combstn as 761.5 and heat of formation minus 180.3... 

SjS Diphenyl-l, l azotetrazole (Called 1.1 -Azo-S -diphenyl-tetrazol by Stolle),... 

Di[tetrazolyl-(5)]-diimide. Ger name for Azotetrazole described in Vol 1, pp A659 A660-L... 

Beil (Ref 1) this compd was not prepd in the free state but its prepn by Rathsburg (Ref 4) by oxidg amino tetr azole in ale sol ns with permanganate or persulfates is described in CA 17, 1147(1923). A diazotetrazole was prepd by diazotizing aminotetrazole The British abstract of the patent of Rathsburg (Ref 4) shows an azotetrazole with the structure ... 

Interest in mercury(II) tetrazolates, notably Hg(5-02N-tta)2, as detonators (12, 190) has prompted thermal decomposition studies on mercury salts of 5-nitrotetrazole (34) and 5,5 -azotetrazole (169). Cycloaddition of methyl isocyanide to Hg(N3)2(PPh3)2 under mild conditions yields the C-bonded tetrazolate complex Hg(l-Me-tta)2 (15). Mercury(II) adducts HgX2(l,5-pmtta) (X = Cl, Br, or CN) and Hg(N03)2(l,5-pmtta)2 have been described (174, 236). 

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