1,3-Dimesitylimidazolium chloride, 95%

Catalog No.	Quantity
AAH2753506	5 g
AAH2753503	1 g

Catalog No. AAH2753506 Supplier Thermo Scientific Chemicals Supplier No. H2753506

Description

CAS: 141556-45-8 | C21H25ClN2 | 340.90 g/mol

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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Slightly soluble in water.

Notes
Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Specifications

Chemical Identifiers

• CAS: 141556-45-8
• Molecular Formula: C21H25ClN2
• Molecular Weight (g/mol): 340.90
• MDL Number: MFCD02684541
• InChI Key: OTOSIXGMLYKKOW-UHFFFAOYSA-M
• Synonym: 1,3-bis 2,4,6-trimethylphenyl imidazolium chloride, 1,3-dimesityl-1h-imidazol-3-ium chloride, 1,3-dimesitylimidazolium chloride, 1,3-bis mesityl imidazolium chloride, imes.hcl, 1,3-bis 2,4,6-trimethylphenyl imidazoliumchloride, 1,3-2,4,6-trimethylphenyl imidazolium chloride, 1,3-bis-2,4,6-trimethylphenyl-1h-imidazolium chloride, 1,3-bis-2,4,6-trimethyl-phenyl-3h-imidazol-1-ium chloride, 1,3-dihydro-1,3-dimesityl-2h-imidazol-2-ylidene monohydrochloride
• PubChem CID: 2734211
• IUPAC Name: 1,3-bis(2,4,6-trimethylphenyl)imidazol-1-ium;chloride
• SMILES: [Cl-].CC1=CC(C)=C(N2C=C[N+](=C2)C2=C(C)C=C(C)C=C2C)C(C)=C1

• Melting Point: >300°C
• Quantity: 5 g
• Solubility Information: Slightly soluble in water.
• Formula Weight: 340.89
• Percent Purity: 96%
• Chemical Name or Material: 1,3-Dimesitylimidazolium chloride

Safety and Handling

Hazard Category	H315-H319-H335
Hazard Statement	GHS H Statement H315-H319-H335 Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statement	P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P362-P501c
TSCA	No
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only