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1,2,3-Triazole



1,2,3-Triazole
IUPAC name 1H-1,2,3-triazole
Other names 1,2,3-triazole
Identifiers
CAS number 288-36-8
SMILES C1 = CN = NN1
Properties
Molecular formula C2H3N3
Molar mass 69.0654
Appearance colorless liquid
Density 1.192
Melting point

23-25

Boiling point

203

Solubility in water very soluble
Acidity (pKa) 1.2
Basicity (pKb) 9.4
Related Compounds
Related compounds 1,2,4-triazole imidazole
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.

Additional recommended knowledge

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

     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "1,2,3-Triazole". A list of authors is available in Wikipedia.
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