1,3-Thiazol-2-ylmethanol
1,3-Thiazol-2-ylmethanol
CAS: 14542-12-2
Molecular Formula: C4H5NOS
1,3-Thiazol-2-ylmethanol - Names and Identifiers
| Name | 1,3-Thiazol-2-ylmethanol |
| Synonyms | 2-THIAZOLEMETHANOL RARECHEM AL BD 0750 thiazol-2-ylmethanol THIAZOL-2-YL-METHANOL 2-HYDROXYMETHYLTHIAZOLE 1,3-THIAZOL-2-YLMETHANOL 1,3-Thiazol-2-ylmethanol 2-(Hydroxylmethyl)thiazole 2-(Hydroxymethyl)-1,3-thiazole |
| CAS | 14542-12-2 |
| EINECS | 696-096-2 |
| InChI | InChI=1/C4H5NOS/c6-3-4-5-1-2-7-4/h1-2,6H,3H2 |
1,3-Thiazol-2-ylmethanol - Physico-chemical Properties
| Molecular Formula | C4H5NOS |
| Molar Mass | 115.15 |
| Density | 1.339±0.06 g/cm3(Predicted) |
| Melting Point | 62-64.5 |
| Boling Point | 76°C/0.2mmHg(lit.) |
| Flash Point | 82.061°C |
| Vapor Presure | 0.105mmHg at 25°C |
| Appearance | Solid |
| Color | White to Orange to Green |
| pKa | 12.87±0.10(Predicted) |
| Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
| Refractive Index | 1.594 |
| MDL | MFCD06200855 |
1,3-Thiazol-2-ylmethanol - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| Hazard Note | Harmful |
1,3-Thiazol-2-ylmethanol - Reference Information
| Application | 2-hydroxymethylthiazole is an organic intermediate, which can be used as a raw material to prepare thiazol-2-formaldehyde, and then Reduce to obtain 2-hydroxymethylthiazole. |
| preparation | step 1) thiazole -2-formaldehyde add n-butyllithium cyclohexane solution (60mL,150mmol,2.5mol/L) and anhydrous ether (100mL) to the reaction bottle, the obtained mixture is cooled to -78 ℃ under the protection of nitrogen, and then 2-bromothiazole (20g,122mmol) is slowly added dropwise to the above reaction solution, 1h drip. After dropping, the mixture was heated to 70 ℃ for 30min, then DMF(14.26g,195mmol) was slowly added and dropped for 1h. The resulting mixture was cooled to -40°C and stirred for 1h. Raise the temperature to 0 ℃, add HCl(4M)(100mL), separate the liquid, adjust the pH of the aqueous phase to 7-8 with saturated potassium carbonate aqueous solution, extract the obtained mixture with diethyl ether (100mL × 3), wash the combined organic phase with saturated salt water (100mL), dry anhydrous sodium sulfate, filter, concentrate the filtrate under reduced pressure, and obtain the title compound as brown-red liquid (7.0g,51%). MS(ESI,pos.ion)m/z:114.1[M H]. Step 2) 2-hydroxymethylthiazole dissolves thiazol-2-formaldehyde (7.00g,61.9mmol) in anhydrous methanol (140mL), the resulting mixture is cooled to 0 degrees C, then sodium borohydride (4.70g,124mmol) is added and heated to room temperature and stirred overnight. Water (200mL) was added, the resulting mixture was extracted with ethyl acetate (100mL × 3), the combined organic phase was washed with saturated saline (100mL), anhydrous sodium sulfate was dried, filtered, and the filtrate was concentrated under reduced pressure to give the title compound a brown liquid (5.80g,81%). MS(ESI,pos.ion)m/z:116.2[M H]. |
Last Update：2024-04-09 02:00:07
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