1,3-Bis(2,4,6-trimethylphenyl)imidazolium chloride , 95% , 141556-45-8

Synonym(s):
1,3-Bis(mesityl)imidazolium chloride;1,3-Dihydro-1,3-dimesityl-2H-imidazol-2-ylidene monohydrochloride;1,3-Dimesitylimidazolium chloride

CAS NO.：141556-45-8

Empirical Formula: C21H25ClN2

Molecular Weight: 340.89

MDL number: MFCD02684541

PRODUCT 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.
• InChI: InChI=1S/C21H25N2.ClH/c1-14-9-16(3)20(17(4)10-14)22-7-8-23(13-22)21-18(5)11-15(2)12-19(21)6;/h7-13H,1-6H3;1H/q+1;/p-1
• InChIKey: OTOSIXGMLYKKOW-UHFFFAOYSA-M
• SMILES: N1(C=C[N+](C2C(C)=CC(C)=CC=2C)=C1)C1C(C)=CC(C)=CC=1C.[Cl-]
• CAS DataBase Reference: 141556-45-8(CAS DataBase Reference)

Description and 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.

Safety

• 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