Product name: 2-(HydroxyMethyl)thiazole
CAS Number: 14542-12-2
Molecular Weight: 115.15
Molecular Formula:C4H5NOS
EINECS Number:696-096-2
Chemical & Physical Properties
Melting Point | 62-64.5 |
Boiling Point | 76°C/0.2mmHg(lit.) |
Density | 1.339±0.06 g/cm3(Predicted) |
Storage conditions | under inert gas (nitrogen or Argon) at 2-8°C |
Acidity coefficient (pKa) | 12.87±0.10(Predicted) |
morphology | Powder crystals |
Color | White to orange and then green |
Uses & Synthesis:
use:
2-Hydroxymethylthiazole is an organic intermediate, which can be used as raw material to prepare thiazole-2-carboxaldehyde, and then reduce to obtain 2-hydroxymethylthiazole.
Preparation:
Step 1: Thiazole-2-carboxaldehyde
N-butyl lithium cyclohexane solution (60mL, 150mmol, 2.5mol/L) and anhydrous ether (100mL) were added to the reaction flask, and the resulting mixture was cooled to -78 °C under nitrogen protection, and then 2-bromothiazole (20g, 122mmol) was slowly added dropwise to the above reaction solution for 1h drop. After the drop, the mixture was heated to 70 °C for 30min, and then DMF (14.26g, 195mmol) was slowly added dropwise for 1h. The resulting mixture was cooled to -40 °C and stirred for 1h. The temperature was raised to 0 °C, HCl (4M) (100mL) was added, the solution was divided, the pH was adjusted to 7~8 with saturated potassium carbonate aqueous solution in the aqueous phase, the resulting mixture was extracted with ether (100mL×3), the merged organic phase was washed with saturated salt water (100mL), anhydrous sodium sulfate was dried, filtered, and the filtrate was concentrated under reduced pressure, and the title compound was brown-red liquid (7.0g, 51%). MS(ESI，pos.ion)m/z：114.1[M H] 。
Step 2: 2-Hydroxymethylthiazole
Thiazole-2-carboxaldehyde (7.00g, 61.9mmol) was dissolved in anhydrous methanol (140mL), the resulting mixture was cooled to 0 °C, sodium borohydride (4.70g, 124mmol) was added, and the reaction was stirred overnight at room temperature. Water (200mL) was added, the resulting mixture was extracted with ethyl acetate (100mL×3), the merged organic phase was washed with saturated saline (100mL), anhydrous sodium sulfate was dried, filtered, and the filtrate was concentrated under reduced pressure to obtain the title compound as brown liquid (5.80g, 81%). MS(ESI，pos.ion)m/z：116.2[M H] 。
Emergency Handling of Leakage:
Protective measures, protective equipment and emergency response procedures for workers:
Emergency responders are advised to wear air-carrying respirators, anti-static clothing, and rubber oil-resistant gloves.
Do not touch or cross the spill.
All equipment used for the job should be grounded.
Cut off the source of the leak as much as possible. Eliminate all ignition sources.
The warning area is demarcated according to the influence area of liquid flow, steam or dust diffusion, and unrelated personnel are evacuated to the safety zone from the crosswind and upwind direction.
Environmental protection measures: Contain spills to avoid polluting the environment. Prevent spills from entering sewers, surface water, and groundwater.
Methods of containment and removal of spilled chemicals and disposal materials used:
Small leaks: Collect the leaked liquid in a sealable container whenever possible. Absorb with sand, activated carbon or other inert materials and move to a safe place. It is forbidden to flush down the drain.
Massive leakage: Construct embankments or dig pits to contain them. Close the drain pipes. Cover with foam to inhibit evaporation. The explosion-proof pump is transferred to a tanker or a special collector for recycling or transported to a waste disposal site for disposal.
China
