1,2,3-1H-Triazole CAS 288-36-8
1,2,3-1H-Triazole Basic informationDescription
| Product Name: | 1,2,3-1H-Triazole |
| Synonyms: | LABOTEST-BB LT02056574;1H-1,2,3-TRIAZOLE;1,2,3-TRIAZOLE;1,2,3-1H-TRIAZOLE;TRIAZOLE(1,2,3-);1,2,3-Triazol;1H-1,2,3-Triazol;Osotriazole |
| CAS: | 288-36-8 |
| MF: | C2H3N3 |
| MW: | 69.07 |
| EINECS: | 608-262-3 |
| Product Categories: | Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;Heterocyclic Building Blocks;Triazoles;bc0001 |
| Mol File: | 288-36-8.mol |
1,2,3-1H-Triazole Chemical 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 | n |
| Fp | 225 °F |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Acetone, Chloroform, Methanol (Slightly) |
| pka | 1.17(at 20℃) |
| form | Liquid |
| color | Clear colorless to yellow |
| Specific Gravity | 1.192 |
| Water Solubility | soluble |
| FreezingPoint | 21.0 to 24.0 ℃ |
| BRN | 104766 |
| InChI | 1S/C2H3N3/c1-2-4-5-3-1/h1-2H,(H,3,4,5) |
| InChIKey | QWENRTYMTSOGBR-UHFFFAOYSA-N |
| SMILES | c1c[nH]nn1 |
| CAS DataBase Reference | 288-36-8(CAS DataBase Reference) |
| NIST Chemistry Reference | 1H-1,2,3-Triazole(288-36-8) |
Safety Information
| Hazard Codes | Xi,Xn |
| Risk Statements | 36/37/38-63-36-22 |
| Safety Statements | 37/39-26-36/37 |
| WGK Germany | 3 |
| Hazard Note | Irritant |
| HS Code | 29339900 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Description | 1,2,3-1H-Triazole is a kind of azole compound. It can effectively promote the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism. It is also a useful triazole for proteomics research1. It also find use in research as a bioisostere in medicinal chemistry as well as an building block for more complex chemical compounds, including pharmaceutical drugs such as mubritinib and tazobactam2. It is a main class of hetero-cycles because of its extensive range of biological properties such as antimicrobial, anticancer, anti-tubercular, anti-HIV, antimalarial, antibacterial, antifungal, antiviral and anti-diabetic property3. |
| Chemical Properties | clear colorless liquid |
| Uses | A basic 5-membered aromatic heterocycle used as a building block for more complex pharmaceutical compounds. There have been recent studies that showed antitumor, antiinflammatory, analgesic, antifungal, antibacterial and antiviral activities in bioactive triazoles. |
| Uses | It effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism. A useful triazole for proteomics research |
| Definition | ChEBI: 1H-1,2,3-triazole is a 1,2,3-triazole. It is a tautomer of a 2H-1,2,3-triazole and a 4H-1,2,3-triazole. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 62, p. 9177, 1997 DOI: 10.1021/jo971313o |
| General Description | 2H-1,2,3-triazole is tautomeric form of 1H-1,2,3-triazole. 1H-1,2,3-triazole effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism. |
| Synthesis | 4546-95-6 288-36-8 General procedure for the synthesis of 1,2,3-triazole from 1H-1,2,3-triazole-4,5-dicarboxylic acid: to a 2000 mL four-neck flask was added 1250 mL of pure water and 157.08 g (1.0 mol) of 1H-1,2,3-triazole-4,5-dicarboxylic acid, followed by the addition of 4.71 g (equivalent to 1H-1,2,3-triazole-4,5-dicarboxylic acid 3% by mass) of N,N-diisopropylethylamine. The reaction mixture was heated to 100~110°C under atmospheric pressure and refluxed until the reaction solution was clarified. Refluxing was continued for 1 h. The reaction was monitored by HPLC and terminated when the residue of 1H-1,2,3-triazole-4,5-dicarboxylic acid was less than 1%. After completion of the reaction, filtration was performed. A vacuum pump was used to remove most of the water from the filtrate, which was then replaced with a mechanical pump for high vacuum dehydration. The four-necked flask was mounted on a distillation apparatus and vacuum distillation was carried out, resulting in 66.48 g of 1H-1,2,3-triazole with a molar yield of 96.25% and a GC purity of 99.56%. |
| References | [1] Patent: CN106946803, 2017, A. Location in patent: Paragraph 0035; 0040; 0041; 0045; 0046; 0050; 0051 [2] Patent: CN105330607, 2016, A. Location in patent: Paragraph 0033; 0034 [3] Chemische Berichte, 1893, vol. 26, p. 2737 |
1,2,3-1H-Triazole Preparation Products And Raw materials
| Raw materials | 1,2,3-TRIAZOLE-4-CARBOXYLIC ACID-->1,2,3-TRIAZOLE-4,5-DICARBOXYLIC ACID-->N,N-Diisopropylethylamine |
| Preparation Products | 3H-Azirine-->3-(1H-1,2,4-TRIAZOL-1-YL)PROPANOIC ACID-->5-methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid-->2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid-->FLUCONAZOLE IMPURITY C-->4,5-DIBROMO-1H-1,2,3-TRIAZOLE-->1H-Isoindole-1,3(2H)-dione, 2-[2-(1H-1,2,3-triazol-1-yl)ethyl]- |
