Tetrazene

Not to be confused with Tetrazine, Tetracene, or Tetrazene explosive.

Tetrazene is a chemical compound with the molecular formula H₂NN=NNH₂. It is a colorless explosive material. An analogue is the organosilicon derivative (tms)₂NN=NN(tms)₂ where tms is trimethylsilyl.^[1] Isomeric with tetrazine is ammonium azide.

Tetrazene

Names
IUPAC name (2E)-2-Tetraazene
Other names (2E)-2-Tetraazen; Tetraaz-1-ene
Identifiers
CAS Number	54410-57-0 (2-tetrazene) N
3D model (JSmol)	Interactive image
ChemSpider	4576001 Y
PubChem CID	5463295 (2-tetrazene)
CompTox Dashboard (EPA)	DTXSID00969547
InChI InChI=1S/H4N4/c1-3-4-2/h(H2,1,4)(H2,2,3); Y Key: MAZKAODOCXYDCM-UHFFFAOYSA-N Y
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). N verify (what is YN ?) Infobox references

Tetrazene explosive, commonly known simply as tetrazene, is used for sensitization of priming compositions.

Properties

Tetrazene has eleven isomers.^[2] The most stable of these is the straight-chain 2-tetrazene (H₂N-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.^[2] Tautomerizations do occur between the isomers. The ionic compound ammonium azide is also a constitutional isomer of tetrazene.

Organometallic derivatives

A variety of coordination complexes are known for R₂N₄^2- (R = methyl, benzyl).^[3]