tetrazene
{{distinguish|Tetrazine|Tetracene|Tetrazene explosive}}
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 470605218
| ImageFile = 2-Tetrazene.svg
| ImageSize =
| ImageClass = skin-invert
| IUPACName = (2E)-2-Tetraazene
| OtherNames = (2E)-2-Tetraazen; Tetraaz-1-ene
| Section1 = {{Chembox Identifiers
| InChI =
| InChIKey =
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/H4N4/c1-3-4-2/h(H2,1,4)(H2,2,3);
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MAZKAODOCXYDCM-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|changed|??}}
| CASNo=54410-57-0
| CASNo_Comment = (2-tetrazene)
| PubChem=5463295
| PubChem_Comment = (2-tetrazene)
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4576001
| SMILES =N/N=N/N
}}
| Section2 = {{Chembox Properties
| H=4|N=4
| Appearance=
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| Section3 = {{Chembox Hazards
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| Section9 = {{Chembox Related
| OtherFunction_label = binary azanes
| OtherFunction = Ammonia
Hydrazine
Triazane
| OtherCompounds = Diazene
Triazene
}}
}}
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.{{Greenwood&Earnshaw2nd}} Isomeric with tetrazine is ammonium azide.
Tetrazene explosive, commonly known simply as tetrazene, is used for sensitization of priming compositions.
Properties
Tetrazene has eleven isomers.{{cite journal |author1=Li, L.-C. |author2=Shang, J. |author3=Liu, J.-L. |author4=Wang, X. |author5=Wong, N.-B. | title = A G3B3 study of N4H4 isomers | journal = Journal of Molecular Structure | year = 2007 | volume = 807 | issue = 1–3 | pages = 207–10 | doi = 10.1016/j.theochem.2006.12.009 }} 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. 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 R2N42- (R = methyl, benzyl).{{cite journal |doi=10.1021/acs.inorgchem.8b00140|title=Synthesis and Electronic Structure Diversity of Pyridine(diimine)iron Tetrazene Complexes|year=2018|last1=Bowman|first1=Amanda C.|last2=Tondreau|first2=Aaron M.|last3=Lobkovsky|first3=Emil|last4=Margulieux|first4=Grant W.|last5=Chirik|first5=Paul J.|journal=Inorganic Chemistry|volume=57|issue=16|pages=9634–9643|pmid=29620870}}