Triazane

Triazane
Names
	Systematic IUPAC name Triazane[1]
Identifiers
CAS Number	14451-01-5;
3D model (JSmol)	Interactive image;
ChemSpider	394177 ;
PubChem CID	446953;
CompTox Dashboard (EPA)	DTXSID60332238 ;
	InChI InChI=1S/H5N3/c1-3-2/h3H,1-2H2 Key: PYHOFAHZHOBVGV-UHFFFAOYSA-N;
	SMILES NNN;
Properties
Chemical formula	N; 3H; 5
Molar mass	47.0598 g·mol−1
Related compounds
Other anions	Triphosphane
Related Binary azanes	ammonia; diazane
Related compounds	Diazene; Triazene; Tetrazene
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Triazane is an inorganic compound with the chemical formula NH
₂NHNH
₂ or N
₃H
₅.[2] Triazane is the third simplest acyclic azane after ammonia and hydrazine. It can be synthesized from hydrazine but is unstable and cannot be isolated in the free base form, only as salt forms such as triazanium sulfate. Attempts to convert triazanium salts to the free base release only diazene and ammonia. [3] Triazane was first synthesized as a ligand of the silver complex ion: tris(μ²-triazane-κ²N¹,N³)disilver(2+). Triazane has also been synthesized in electron-irradiated ammonia ices and detected as a stable gas-phase product after sublimation.[4]

Compounds containing the triazane skeleton

Several compounds containing the triazane skeleton are known, including 1-methyl-1-nitrosohydrazine, produced from the solventless reaction of methylhydrazine and an alkyl nitrite:

CN
₂H
₆ + RNO
₂ → CN
₃H
₅O + RHO

1-Methyl-1-nitrosohydrazine is a colorless solid, sensitive to impact, but not to friction. It melts at 45°C and decomposes at 121°C.

References

"triazane - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology Information.
IUPAC Goldbook
Wiberg, Holleman & Wiberg. Inorganic Chemistry. p 627. ISBN 9780123526519
Forstel, Maksyutenko, Jones, Sun, Chen, Chang, & Kaiser. "Detection of the Elusive Triazane Molecule ([N
₃H
₅]) in the Gas Phase", ChemPhysChem, 2015, 16, 3139.

External links

1-methyl-1-nitrosohydrazine, shows structure of 1-methyl-1-nitrosohydrazine

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[1] "triazane - PubChem Public Chemical Database". The PubChem Project. USA: National Center for Biotechnology Information.

[2] IUPAC Goldbook

[3] Wiberg, Holleman & Wiberg. Inorganic Chemistry. p 627. ISBN 9780123526519

[4] Forstel, Maksyutenko, Jones, Sun, Chen, Chang, & Kaiser. "Detection of the Elusive Triazane Molecule ([N
₃H
₅]) in the Gas Phase", ChemPhysChem, 2015, 16, 3139.