1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene , 98% , 141556-42-5

Synonym(s):
1,3-Bis(2,4,6-trimethylphenyl)imidazol-2-ylidene

CAS NO.：141556-42-5

Empirical Formula: C21H24N2**

Molecular Weight: 304.429

MDL number: MFCD09265338

PRODUCT Properties

• Melting point: 140 °C
• storage temp.: -20°C
• form: Powder
• color: white to off-white
• Sensitive: air sensitive, moisture sensitive
• InChI: InChI=1S/C21H24N2/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/h7-12H,1-6H3
• InChIKey: JCYWCSGERIELPG-UHFFFAOYSA-N
• SMILES: N1(C=CN(C2C(C)=CC(C)=CC=2C)[C]1)C1=C(C)C=C(C)C=C1C |^3:13|

Description and Uses

1,3-Bis(2,4,6-trimethylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene (IMes) is a nucleophilic N-heterocyclic carbene (NHC) ligand.
It can be used to synthesize:

• IMes ligated-rhodium complex as a catalyst for the selective hydrogenation of substituted aryl and heteroaryl boronate esters to cis-substituted borylated cycloalkanes.
• IMes/ruthenium complex (Cp*Ru(IMes)Cl)(Cp* =η⁵-C₅Me₃) as a catalyst for olefin ring closing metathesis reaction.

IMes is also used as an ancillary ligand in Pd-catalyzed Suzuki-Miyaura cross-coupling reaction between aryl chlorides or aryl triflates and arylboronic acids.

Safety

• Symbol(GHS): GHS02,GHS07
• Signal word: Warning
• Hazard statements: H228-H315-H319-H335
• Precautionary statements: P210-P302+P352-P305+P351+P338
• Hazard Codes: Xi
• Risk Statements: 10-36/37/38
• Safety Statements: 26
• RIDADR: UN 1325 4.1/PG 3
• WGK Germany: 3
• HS Code: 2933.29.9000