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| | 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Basic information |
| Product Name: | 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride | | Synonyms: | 1,3-DIMESITYLIMIDAZOLIUM CHLORIDE;1,3-BIS(2,4,6-TRIMETHYLPHENYL)-4,5-DIHYDROIMIDAZOLIUM CHLORIDE;1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE;1,3-(2,4,6-TRIMETHYLPHENYL)IMIDAZOLIUM CHLORIDE;N,N'-(2,4,6-TRIMETHYLPHENYL)DIHYDROIMADAZOLIUM CHLORIDE;1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOLI&;1,3-Bis(2,4,6-trimethylphenyl)imidazoliumchloride,min.95%;1,3-BIS-(2,4,6-TRIMETHYLPHENYL)-1H-IMIDAZOLIUM CHLORIDE | | CAS: | 141556-45-8 | | MF: | C21H25ClN2 | | MW: | 340.89 | | EINECS: | | | Product Categories: | organic amine;Imidazolium Compounds;Ligands;N-Heterocyclic Carbene Ligands;Synthetic Organic Chemistry;Catalysis and Inorganic Chemistry;API intermediates;Chemical Synthesis;NHC Compounds;Achiral Nitrogen;NHC | | Mol File: | 141556-45-8.mol |  |
| | 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Chemical Properties |
| 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) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | TSCA | No | | HS Code | 29332900 |
| | 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Usage And Synthesis |
| 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. | | 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.
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| | 1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride Preparation Products And Raw materials |
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