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| | 1H-1,2,4-Triazole-3-thiol Basic information |
| Product Name: | 1H-1,2,4-Triazole-3-thiol | | Synonyms: | 1H-1,2,4-triazole-5-sulfonyl chloride;1H-1,2,4-Triazole-3-thiol intermediate;3-THIOL-1H-1,2,4-TRIAZOLE;4-triazole,3-mercapto-1h-2;4-triazole-3-thione,1,2-dihydro-3h-2;1,3,4-Triazole-2-thiol;2-Mercapto-1,3,5-triazole;5-Mercapto-1,3,4-triazole | | CAS: | 3179-31-5 | | MF: | C2H3N3S | | MW: | 101.13 | | EINECS: | 221-656-6 | | Product Categories: | 3179-31-5 | | Mol File: | 3179-31-5.mol |  |
| | 1H-1,2,4-Triazole-3-thiol Chemical Properties |
| Melting point | 221-224 °C(lit.) | | Boiling point | 132.6±23.0 °C(Predicted) | | density | 1.385 (estimate) | | vapor pressure | 1.707-1.71Pa at 25℃ | | refractive index | 1.5800 (estimate) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | H2O: soluble50g/L | | pka | 9.24±0.20(Predicted) | | form | solid | | color | White to Off-White | | PH | 4.0 (85g/l, H2O, 20℃) | | Water Solubility | Soluble in hot water. | | BRN | 107731 | | InChI | 1S/C2H3N3S/c6-2-3-1-4-5-2/h1H,(H2,3,4,5,6) | | InChIKey | AFBBKYQYNPNMAT-UHFFFAOYSA-N | | SMILES | Sc1nc[nH]n1 | | LogP | -0.398 at 21℃ and pH5 | | CAS DataBase Reference | 3179-31-5(CAS DataBase Reference) | | EPA Substance Registry System | 3-Mercapto-1,2,4-triazole (3179-31-5) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-36-36/37/38 | | Safety Statements | 26-33-39-7/8-37/39 | | WGK Germany | 1 | | RTECS | XZ5267500 | | F | 10-23 | | Hazard Note | Irritant | | TSCA | TSCA listed | | HS Code | 29339990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2 |
| | 1H-1,2,4-Triazole-3-thiol Usage And Synthesis |
| Chemical Properties | WHITE TO SLIGHTLY YELLOW FINE CRYSTALLINE POWDER | | Uses | 1H-1,2,4-Triazole-3-thiol was used in a study to design a surface enhanced Raman scattering based probe for fast and accurate detection of DNA markers. | | General Description | 1H-1,2,4-Triazole-3-thiol is a mercapto-substituted 1,2,4-triazole ligand and exhibits tautomerism in solution. 1H-1,2,4-Triazole-3-thiol forms novel luminescent polymers with cadmium(II) salts. 1H-1,2,4-Triazole-3-thiol undergoes regioselective S-alkylation to form a series of S-substituted derivatives. | | Synthesis | 1. In a 100 mL reaction flask, formic acid (24.2 g, 0.52 mol), water (25 mL) and aminothiourea (20 g, 0.22 mol) were added sequentially. The mixture was heated to 105 °C and the reaction was maintained for 30 min.
2. Upon completion of the reaction, the reaction solution was slowly cooled to room temperature and subsequently placed at -10°C for slow crystallization.
3. Upon completion of crystallization, the solid product was collected by filtration and dried to afford aldimine thiourea (22.3 g white solid, 85% yield).
4. To a 250 mL single-necked flask was added aldimine thiourea (12 g, 0.1 mol), water (130 mL) and sodium carbonate (21.2 g, 0.25 mol). The mixture was heated to 100 °C and the reaction was kept for 4 hours.
5. At the end of the reaction, the reaction solution was slowly cooled to room temperature and the pH was adjusted to 4-5 with dilute hydrochloric acid.
6. The reaction solution was placed at -10°C with slow stirring to induce slow precipitation of the product. 7.
7. The solid product was collected by filtration and dried to give 3-mercapto-1,2,4-triazole (5.6 g white solid, 55% yield). | | References | [1] Patent: CN108689951, 2018, A. Location in patent: Paragraph 0355; 0356; 0357; 0358 |
| | 1H-1,2,4-Triazole-3-thiol Preparation Products And Raw materials |
| Raw materials | 4,5-dihydro-3,4,4-trimethyloxazolium iodide-->1-formylthiosemicarbazide-->thiosemicarbazide-->Sodium carbonate-->Formic acid | | Preparation Products | 2,4,5-Triphenylimidazole-->(4H-[1,2,4]triazol-3-ylsulfanyl)-acetic acid Methyl ester-->1H-1,2,4-Triazole, 3-[(phenylmethyl)thio]--->3-[(4-nitrobenzyl)sulfanyl]-4H-1,2,4-triazole-->3-(2,4,6-trimethylphenyl)thio-1H-1,2,4-triazole |
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