1,2,4-Triazole

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1,2,4-Triazole
IUPAC name 1H-1,2,4-triazole
Other names 1,2,4-triazole pyrrodiazole
Identifiers
CAS number 288-88-0
PubChem 9257
SMILES C1 = NC = NN1
Properties
Molecular formula C2H3N3
Molar mass 69.0654
Appearance white solid
Melting point

120-121

Boiling point

260

Solubility in water very soluble
Acidity (pKa) 2.2
Basicity (pKb) 10.3
Hazards
Flash point 140
Related Compounds
Related compounds 1,2,3-triazole imidazole
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

1,2,4-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. 1,2,4-Triazole is a basic aromatic heterocycle.

1,2,4-Triazoles can be prepared synthetically using the Einhorn-Brunner reaction in which an imide is reacted with an alkyl hydrazine to form a mixture of isomeric 1,2,4-triazoles.

1,2,4-Triazole derivatives find use in a wide variety of applications, most notably as antifungals such as fluconazole and itraconazole.

References

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