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CAS RN: 4568-71-2 | Product Number: B1224
3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium Chloride
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Purity: >98.0%(T)(HPLC)
Synonyms:
Product Documents:
| Size | Unit Price | Saitama (Kawaguchi) | Hyogo (Amagasaki) | Stock in other WH |
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|---|---|---|---|---|---|
| 25G |
¥8,600
|
19 | 17 | Contact Us |
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* The displayed price is the unit price and does not include consumption tax. The unit prices displayed are the latest and are subject to change without notice.
* To send your quote request for bulk quantities, please click on the "Request Bulk Quote" button. Please note that we cannot offer bulk quantities for some products.
*TCI frequently reviews storage conditions to optimize them. Please note that the latest information on the storage temperature for the products is described on our website.
| Product Number | B1224 |
| Purity / Analysis Method | >98.0%(T)(HPLC) |
| Molecular Formula / Molecular Weight | C__1__3H__1__6ClNOS = 269.79 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Hygroscopic |
| CAS RN | 4568-71-2 |
| Reaxys Registry Number | 3788921 |
| PubChem Substance ID | 87564160 |
| SDBS (AIST Spectral DB) | 18321 |
| MDL Number | MFCD00011959 |
Specifications
| Appearance | White to Light yellow powder to crystal |
| Purity(HPLC) | min. 98.0 area% |
| Purity(Nonaqueous Titration) | min. 98.0 % |
| Melting point | 142.0 to 145.0 °C |
Properties (reference)
| Melting Point | 143 °C |
GHS
| Pictogram |
|
| Signal Word | Warning |
| Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. |
| Precautionary Statements | P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. |
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Application
Acyloin Condensation of Aliphatic Aldehydes Using Thiazolinium Ion Catalyst
Typical procedure:
A 500 mL, three-necked round-bottomed flask is charged with 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium Chloride (13.4 g, 0.05 mol), butyraldehyde (72.1 g, 1.0 mol), triethylamine (30.3 g, 0.3 mol), and absolute ethanol (300 mL). The mixture is stirred and heated at 80°C. After 1.5 h the reaction mixture is cooled to room temperature and concentrated by rotary evaporation. The residual yellow liquid is poured into 500 mL of water and extracted with 150 mL of dichloromethane. The aqueous layer is extracted with a second 150 mL portion of dichloromethane. The combined organic phases are washed with 300 mL of saturated sodium bicarbonate and with 300 mL of water. The dichloromethane is removed by rotary evaporation. Distillation through a 20 cm Vigreux column gives 51–54 g (71–74%) of product as a colorless to light-yellow liquid.
A 500 mL, three-necked round-bottomed flask is charged with 3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium Chloride (13.4 g, 0.05 mol), butyraldehyde (72.1 g, 1.0 mol), triethylamine (30.3 g, 0.3 mol), and absolute ethanol (300 mL). The mixture is stirred and heated at 80°C. After 1.5 h the reaction mixture is cooled to room temperature and concentrated by rotary evaporation. The residual yellow liquid is poured into 500 mL of water and extracted with 150 mL of dichloromethane. The aqueous layer is extracted with a second 150 mL portion of dichloromethane. The combined organic phases are washed with 300 mL of saturated sodium bicarbonate and with 300 mL of water. The dichloromethane is removed by rotary evaporation. Distillation through a 20 cm Vigreux column gives 51–54 g (71–74%) of product as a colorless to light-yellow liquid.
References
Application
Useful N-Heterocyclic Carbene Precursor for Diastereoselective Cyclization Reaction
References
PubMed Literature
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