1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

Product Name: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

CAS No.: 141556-42-5

EINECS No.: N/A

Molecular Formula: C21H24N2**

Molecular Weight: 304.42866

Appearance: White to off-white crystalline powder

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1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Detailed Description

Product Name: 1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE

Other Name: 1,3-bis(2,4,6-trimethylphenyl)-2h-imidazol-1-ium-2-ide; 1,3-Dimesitylimidazol-2-ylidene; IMes;

CAS No.: 141556-42-5

Chemical Structure:

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Application:

1,3-Bis(2,4,6-Trimethylphenyl)imidazol-2-ylidene, commonly known as IMes, is a stable and sterically hindered N-heterocyclic carbene (NHC) ligand widely used in advanced catalytic chemistry. Its structure features two bulky mesityl groups attached to the imidazole ring, providing both electronic and steric protection to the reactive carbene center. This unique balance enables IMes to form exceptionally robust metal–carbene complexes, making it a preferred choice for research institutes and industrial catalyst developers.

IMes exhibits strong σ-donor capacity and moderate π-acceptor characteristics, stabilizing transition metals such as palladium, ruthenium, nickel, and copper in various reaction environments. The ligand’s high thermal stability and resistance to oxidation allow it to operate under demanding industrial conditions, including high temperature and long reaction cycles. As a result, it plays a crucial role in the production of pharmaceuticals, fine chemicals, polymers, and specialty intermediates. Applications:

  1. Catalyst Ligand for Cross-Coupling Reactions
    IMes is extensively employed as a ligand for palladium and nickel catalysts in Suzuki–Miyaura, Heck, and Buchwald–Hartwig reactions. It enhances catalytic activity, increases metal stability, and enables efficient coupling of aryl halides under milder conditions, supporting large-scale production of pharmaceutical intermediates and specialty chemicals.

  2. Ligand for Olefin Metathesis and Polymer Chemistry
    Its strong σ-donation and steric bulk make IMes a valuable ligand in ruthenium-based metathesis catalysts. These catalysts are widely used in ring-closing metathesis (RCM) and ring-opening polymerization, allowing precise molecular control in polymer synthesis and materials engineering.

  3. Custom Catalyst Development and Scale-Up
    IMes serves as a modular component for designing new metal complexes. Research labs and catalyst manufacturers use it to create tailor-made systems optimized for specific industrial transformations, including hydrogenation, C–H activation, and fine-chemical synthesis, ensuring process scalability and high reproducibility.

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Packaging and Shipping:

Packaging: 10g/bag, 100g/ bag, 1kg/bag or as customer’s required.

Shipping : DHL/ FedEx/ Air shipping

1,3-BIS(2,4,6-TRIMETHYLPHENYL)IMIDAZOL-2-YLIDENE Storage:

Please store in a well ventilated, dry place at -20℃.

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