1,2,3-Triazole

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Template:Chembox E numberTemplate:Chembox SolubilityInWater
1,2,3-Triazole
IUPAC name 1H-1,2,3-triazole
Other names 1,2,3-triazole
Identifiers
3D model (JSmol)
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Properties
C2H3N3
Molar mass 69.0654
Appearance colorless liquid
Density 1.192
Melting point
Boiling point
Acidity (pKa) 1.2
Basicity (pKb) 9.4
Related compounds
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

1,2,3-Triazole is one of a pair of isomeric chemical compounds with molecular formula C2H3N3, called triazoles, which have a five-membered ring of two carbon atoms and three nitrogen atoms. 1,2,3-Triazole is a basic aromatic heterocycle. It is a surprisingly stable structure compared to other organic compounds with three adjacent nitrogen atoms. However, flash vacuum pyrolysis at 500 °C leads to loss of molecular nitrogen (N2) to produce aziridine.

Substituted 1,2,3-triazoles can be produced using the Azide alkyne Huisgen cycloaddition in which an azide and an alkyne undergo a 1,3-dipolar cycloaddition reaction.

1,2,3-Triazole finds use in research as a building block for more complex chemical compounds, such as pharmaceutical drugs like tazobactam.

References



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