1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
- CAS No.
- 141556-45-8
- Chemical Name:
- 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride
- Synonyms
- IMes.HCl;IMESCL;1,3-DiMesityl-1H-iMidazol-3-iuM chloride;1,3-Bis(mesityl)imidazolium chloride;1,3-BIS(2,4,6-TRIMETHYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM CHLORIDE;1,3-Bisimidazolium chloride;1,3-DIMESITYLIMIDAZOLIUM CHLORIDE;1,3-DimesitylimidazoliumChloride>1,3-Dimesitylimidazoliumchloride,96%;1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLI&
- CBNumber:
- CB5707153
- Molecular Formula:
- C21H25ClN2
- Molecular Weight:
- 340.89
- MOL File:
- 141556-45-8.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/10/8 13:17:58
| Melting point | >300 °C (lit.) |
|---|---|
| Boiling point | 499.2°C (rough estimate) |
| Density | 1.0279 (rough estimate) |
| refractive index | 1.5940 (estimate) |
| storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C |
| form | Powder |
| color | Off-white to beige |
| Water Solubility | Slightly soluble in water. |
| InChIKey | OTOSIXGMLYKKOW-UHFFFAOYSA-M |
| CAS DataBase Reference | 141556-45-8(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| TSCA | No | |||||||||
| HS Code | 29332900 | |||||||||
| NFPA 704 |
|
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride price More Price(6)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | 574066 | 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride | 141556-45-8 | 1G | ₹7328.53 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 574066 | 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride | 141556-45-8 | 5G | ₹21390.2 | 2022-06-14 | Buy |
| ALFA India | ALF-H27535-06 | 1,3-Dimesitylimidazolium chloride, 96% | 141556-45-8 | 5g | ₹15397 | 2022-05-26 | Buy |
| TCI Chemicals (India) | D3446 | 1,3-Dimesitylimidazolium Chloride | 141556-45-8 | 1G | ₹5700 | 2022-05-26 | Buy |
| ALFA India | ALF-H27535-03 | 1,3-Dimesitylimidazolium chloride, 96% | 141556-45-8 | 1g | ₹5700 | 2022-05-26 | Buy |
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Chemical Properties,Uses,Production
Chemical Properties
off-white to beige powder
Uses
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride is used as a phosphine-free ligand in various metal-catalyzed coupling reactions, often with advantageous results in difficult cases. For use in the Pd-catalyzed cross-coupling of aryl Grignards with aryl chlorides (Kumada reaction). Many examples have been recorded of the use of NHC ligands in the Suzuki coupling reaction, for examples utilizing 1,3-dimesitylimidazol-2-ylidene, in the coupling of arylboronic acids with relatively unreactive aryl chlorides.
Preparation
In a flask, the imine(3 g, 10 mmol) was dissolved in tetrahydrofuran(25 ml), followed by dropwise addition of chloromethyl ethyl ether(1.04 g, 11 mmol). the mixture was stirred under N2 at 40 °C for 18 h, and then ethyl ether(25 ml) was added to separate white solid. The solid was filtered and washed with ethyl ether. Finally, the white solid was dried under vacuum affording 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride.
Reactions
Precursor to the nucleophilic carbene that serves as a bulky, electron-rich "phosphine mimic" for metal-catalyzed reactions.
(a) Palladium-catalyzed Suzuki cross-coupling of aryl chlorides.
(b) Palladium-catalyzed Kumada cross-coupling of aryl chlorides.
(c) Ruthenium-carbene catalysts for ring-closing metathesis.
(d) Suzuki coupling of aryltrimethylammonium salts.
(e) Sonogashira coupling of aryl bromides.
Precursor to a nucleophilic carbene that serves as catalyst.
Ligand for arylation of aldehydes.
Ligand for carbene catalyzed intermolecular arylation of C-H bonds.
Catalyst for boron conjugate additions to cyclic and acyclic α,β-unsaturated carbonyls.
Ligand for dehydrogenative cyclocondensation of aldehydes, alkynes, and dialkylsilanes.
Precursor for carbene for conjugate silylation of alpha, beta-unsaturated carbonyls.
1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Grr Fine Chem/Grr Exports | 91-79-40031771 | Gujarat, India | 405 | 58 | Inquiry |
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
| Reax Chemicals | 08048372701Ext 416 | Hyderabad, India | 4223 | 58 | Inquiry |
| Xilinglab Co., Ltd. | +8618381337976 | China | 86 | 58 | Inquiry |
| Capot Chemical Co.,Ltd. | 571-85586718 +8613336195806 | China | 29798 | 60 | Inquiry |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | China | 21676 | 55 | Inquiry |
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | China | 32760 | 60 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29901 | 58 | Inquiry |
| Supplier | Advantage |
|---|---|
| Grr Fine Chem/Grr Exports | 58 |
| A.J Chemicals | 58 |
| TCI Chemicals (India) Pvt. Ltd. | 58 |
| Alfa Aesar | 58 |
| Reax Chemicals | 58 |
| Xilinglab Co., Ltd. | 58 |
| Capot Chemical Co.,Ltd. | 60 |
| Henan Tianfu Chemical Co.,Ltd. | 55 |
| ATK CHEMICAL COMPANY LIMITED | 60 |
| career henan chemical co | 58 |
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