Triazane

Triazane
Names
	Systematic IUPAC name Triazane
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	N3H5
Molar mass	47.061 g·mol−1
Related compounds
Related compounds	Ammonia; Hydrazine; Diazene; Triazene; Tetrazene; Pentazole; Hexazine; Phosphine; Diphosphane; Triphosphane; Diphosphene; Hexaphosphabenzene; Arsine; Diarsane; Triarsane; Stibine; Bismuthine;
	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 NH₂NHNH₂ or N₃H₅.^[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+).^{[clarification needed]} 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 (NH₂−N(CH₃)−N=O), produced from the solventless reaction of methylhydrazine (CH₃NHNH₂) and an alkyl nitrite (R−O−N=O):

CH₃NHNH₂ + RONO → NH₂N(CH₃)NO + ROH

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

[2]

[3]

[4]

[1]

Names

Systematic IUPAC name Triazane^[1]
Identifiers
CAS Number	14451-01-5
3D model (JSmol)	Interactive image
ChemSpider	394177^Y
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	N₃H₅
Molar mass	47.061 g·mol⁻¹
Related compounds
Related compounds	Ammonia Hydrazine Diazene Triazene Tetrazene Pentazole Hexazine Phosphine Diphosphane Triphosphane Diphosphene Hexaphosphabenzene Arsine Diarsane Triarsane Stibine Bismuthine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references