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.
|Preferred IUPAC name
3D model (JSmol)
CompTox Dashboard (EPA)
|Melting point||23 to 25 °C (73 to 77 °F; 296 to 298 K)|
|Boiling point||203 °C (397 °F; 476 K)|
|H315, H319, H335|
|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
(what is ?)
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) leaving a three-member aziridine ring. Certain triazoles are relatively easy to cleave due to ring–chain tautomerism. One manifestation is found in the Dimroth rearrangement.
The 2H-1,2,3-triazole tautomer is the major form in aqueous solution.