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1,2,3-Triazole
| 1,2,3-Triazole |
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| 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
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| Boiling point |
203
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| 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.
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
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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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