1,2,4-Triazole

1,2,4-Triazole

IUPAC name 1H-1,2,4-triazole
Other names 1,2,4-triazole pyrrodiazole
Identifiers
CAS number	288-88-0^Y
PubChem	9257
ChemSpider	8900^Y
ChEBI	CHEBI:46077^Y
ChEMBL	CHEMBL15571^Y
Jmol-3D images	Image 1
SMILES n1cnnc1
InChI InChI=1S/C2H3N3/c1-3-2-5-4-1/h1-2H,(H,3,4,5)^Y Key: NSPMIYGKQJPBQR-UHFFFAOYSA-N^Y InChI=1/C2H3N3/c1-3-2-5-4-1/h1-2H,(H,3,4,5) Key: NSPMIYGKQJPBQR-UHFFFAOYAZ
Properties
Molecular formula	C₂H₃N₃
Molar mass	69.0654
Appearance	white solid
Melting point	120-121
Boiling point	260
Solubility in water	very soluble
Acidity (pK_a)	2.2
Basicity (pK_b)	10.3
Hazards
Flash point	140
Related compounds
Related compounds	1,2,3-triazole imidazole
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox 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-Triazole derivatives find use in a wide variety of applications, most notably as antifungals such as fluconazole and itraconazole.

1,2,4-Triazoles can be prepared using the Einhorn-Brunner reaction or the Pellizzari reaction.^[1]

The ring structure appears in certain N-heterocyclic carbenes.

References

^ Potts K. T. (1961). "The Chemistry of 1,2,4-Triazoles.". Chemical Reviews 61 (2): 87–127. doi:10.1021/cr60210a001.