Tetrazene

Tetrazene
Names
	IUPAC name (2E)-2-Tetraazene
	Other names (2E)-2-Tetraazen; Tetraaz-1-ene
Identifiers
CAS Number	54410-57-0 (2-tetrazene) ;
3D model (JSmol)	Interactive image;
ChemSpider	4576001 ;
PubChem CID	5463295 (2-tetrazene);
CompTox Dashboard (EPA)	DTXSID00969547 ;
	InChI InChI=1S/H4N4/c1-3-4-2/h(H2,1,4)(H2,2,3); Key: MAZKAODOCXYDCM-UHFFFAOYSA-N ;
	SMILES N/N=N/N;
Properties
Chemical formula	H4N4
Molar mass	60.060 g·mol−1
Related compounds
Related binary azanes	Ammonia; Hydrazine; Triazane
Related compounds	Diazene; Triazene
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Tetrazene is a chemical compound with the molecular formula N₄H₄. In IUPAC nomenclature, derivatives of this compound are known collectively as tetrazenes. The most common of such derivatives is tetrazene explosive (commonly known simply as tetrazene), which is used for sensitization of priming compositions.

Not to be confused with tetrazine or tetracene or tetrazene explosive

Properties

Tetrazene has been reported to have eleven isomers.[1] The most stable of these is the straight-chain 2-tetrazene (NH₂-N=N-NH₂), having a standard heat of formation at 301.3 kJ/mol. The eleven isomers can be arranged into three groups: straight-chain tetrazenes, four-membered cyclotetrazane, and three-membered cyclotriazanes. Each straight-chain tetrazene isomer possesses one N=N double bond and two N-N single bonds.[1] Tautomerizations do occur between the isomers. The ionic compound ammonium azide is also a constitutional isomer of tetrazene.

References

Li, L.-C.; Shang, J.; Liu, J.-L.; Wang, X.; Wong, N.-B. (2007). "A G3B3 study of N₄H₄ isomers". Journal of Molecular Structure. 807 (1–3): 207–10. doi:10.1016/j.theochem.2006.12.009.

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[Li-1] Li, L.-C.; Shang, J.; Liu, J.-L.; Wang, X.; Wong, N.-B. (2007). "A G3B3 study of N₄H₄ isomers". Journal of Molecular Structure. 807 (1–3): 207–10. doi:10.1016/j.theochem.2006.12.009.