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1,2,3-Triazole

From Wikipedia, the free encyclopedia

1,2,3-Triazole
1,2,3-Triazole
General
Systematic name 1H-1,2,3-triazole
Other names 1,2,3-triazole
Molecular formula C2H3N3
SMILES C1=CN=NN1
Molar mass 69.07 g/mol
Appearance colorless liquid
CAS number [288-36-8]
Properties
Density and phase 1.192 g/cm³, liquid
Solubility in water very sol.
Melting point 23-25 °C (? K)
Boiling point 203 °C (? K)
Acidity (pKa) 1.2
Basicity (pKb) 9.4
Viscosity  ? cP at ? °C
Hazards
MSDS External MSDS
Main hazards  ?
NFPA 704
Flash point 107 °C
R/S statement R: ?
S: ?
RTECS number  ?
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.

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.

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