Chemistry:Tetraazidomethane

Tetraazidomethane

Names
Preferred IUPAC name Tetraazidomethane
Identifiers
CAS Number	869384-16-7 N
3D model (JSmol)	Interactive image
ChemSpider	17219283 Y
PubChem CID	16059578
InChI InChI=1S/CN12/c2-10-6-1(7-11-3,8-12-4)9-13-5 Y Key: PGNZIEKVQCKOBT-UHFFFAOYSA-N Y InChI=1/CN12/c2-10-6-1(7-11-3,8-12-4)9-13-5 Key: PGNZIEKVQCKOBT-UHFFFAOYAX
SMILES [N-]=[N+]=N\C(\N=[N+]=[N-])(\N=[N+]=[N-])\N=[N+]=[N-]
Properties
Chemical formula	C(N 3) 4
Molar mass	180.095 g·mol−1
Appearance	Colorless liquid
Boiling point	~165 °C (estimate)
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

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Tetraazidomethane, C(N
3)
4, is a colorless, highly explosive liquid. Its chemical structure consists of a carbon atom covalently bonded to four azide functional groups.

Synthesis

It was first prepared by Klaus Banert in 2006 by reaction of trichloroacetonitrile with sodium azide.

Uses

As with other polyazides, tetraazidomethane has interest as a high-energy-density material with potential uses in explosives, propellants, or fireworks. Silicon tetraazide is also a known compound.

Reactions

Banert has reported that tetraazidomethane participates in a number of reactions including hydrolysis, cycloaddition reactions with alkenes and alkynes, and reaction with phosphines to form phosphazenes.