1,2,3-Triazole Basic Information, Physicochemical Properties, etc.
| Basic Information |
| Name |
1H-1,2,3-Triazole |
| Synonyms |
1,2,3-TRIAZOLE;1,2,3-1H-TRIAZOLE;TRIAZOLE(1,2,3-);1,2,3-Triazol;Osotriazole |
| CAS Number |
288-36-8 |
| Molecular Formula |
C2H3N3 |
| Molecular Weight |
69.07 |
| EINECS Number |
608-262-3 |
| Structural Formula |
 |
| Physicochemical Properties |
| Melting Point |
23-25 °C(lit.) |
| Boiling Point |
203 °C752 mm Hg(lit.) |
| Density |
1.192 g/mL at 25 °C(lit.) |
| Refractive Index |
n20/D 1.498(lit.) |
| Solubility |
Soluble in acetone, chloroform, methanol (a small amount) |
| Water Solubility |
Soluble |
| Form |
Liquid |
| Color |
Colorless |
| Freezing Point |
21.0 to 24.0 ℃ |
| Acidity Coefficient (pKa) |
1.17(at 20℃) |
| Safety and Regulatory Information |
| Merck |
|
| BRN |
104766 |
| NIST Chemical Substance Information |
1H-1,2,3-Triazole (CAS: 288-36-8) |
| EPA Chemical Substance Information |
|
| Other Information |
| Detection Methods |
|
1H-1,2,3-Triazole Application, Use, Usage, Synthesis Method, etc.
Uses
Drug synthesis: 1,2,3-triazole is an important intermediate of the drugs tazobactam and tazobactam, and is used to synthesize the side chain of semi-synthetic β-lactam antibiotics.
Bioisostere: 1,2,3-triazole can be regarded as a very useful connecting chain module and is widely used to connect various functional molecular fragments.
In medicinal chemistry research, 1,2,3-triazole not only appears as a connecting chain in various active molecules, but also has an important role, that is, it can be used as a bioisostere.
For example,
- As an isostere of amide bonds
- As an isostere of carboxylic acid esters or carboxylic acids
- As an isostere of rigid structures
- As an isostere of heterocycles
Click Chemistry: 1,2,3-triazole has important applications in “Click Chemistry”. Through 1,3-dipolar cycloaddition reactions, 1,2,3-triazole compounds can be synthesized regionally and selectively.
This method has the advantages of simplicity, reliability, high yield, high selectivity, and easy separation, and is widely used in materials science, biomedicine, and other fields.
Synthesis method
Method 1
It can be prepared by reacting vinyl compounds with azide compounds; it can also be prepared by reacting acyl (or sulfonyl hydrazine) with dialdehyde and ammonia.
Method 2
Using benzyl chloride, sodium azide and acetylene gas as raw materials, cycloaddition under copper catalysis is the key reaction to prepare 1-benzyl-1,2,3-triazole intermediate, which is synthesized under palladium/carbon catalytic hydrogenation to 1H-1,2,3-triazole with a total yield of 70%.
Method 3
Using benzotriazole as raw material, potassium permanganate as oxidant, water as solvent, oxidation at 105℃, 1,2,3-triazole-4,5-dicarboxylic acid is prepared with a yield of 66.7%, and then microwave decarboxylation is performed to obtain 1H-1,2,3-triazole with a total yield of 64.7%.
Method 4
Use hydrazine hydrate, hydroxylamine hydrochloride and glyoxal as raw materials, and prepare them through oximation, hydrazone, deacetylation and other reactions.
Method 5
Use p-toluenesulfonyl hydrazide as raw material, and prepare 1H-1,2,3-triazole through a cyclization reaction in one step.
For more synthesis methods, please check this article
1,2,3-1H-Triazole Packaging, Storage, Delivery, Transportation, etc.
Packing: 200kg /drum or Customer specified packaging
Storage: It should be placed in a cool and dry.
Delivery: delivery within 3- 5 working days
Transportation: According to your needs
FAQ About 1H-1,2,3-Triazole
Where can I buy 1H-1,2,3-triazole? How much does it cost?
You can buy high-quality, low-priced 1H-1,2,3-triazole from ORIENTRED. Contact ORIENTRED at any time to get the latest quote.
What should I pay attention to when using 1,2,3-1H-Triazole?
Wear protective equipment when in contact to avoid irritation to the skin, eyes, and respiratory system. If contact occurs, rinse immediately and seek medical attention.
