1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene
1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene (CAS 244187-81-3) is a stable N-heterocyclic carbene (NHC) ligand with a molecular weight of 388.59 g/mol. It is widely utilised in organometallic chemistry and catalysis, particularly with palladium complexes. This compound is instrumental in facilitating various carbon-carbon and carbon-nitrogen bond-forming reactions, making it a key reagent in modern organic synthesis.
- IUPAC
- 1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene,Ipr
- Synonyms
- 3-dihydro-2H-imidazol-2-ylidene244187-81-3C27H36N21,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylideneIpr
Catalysis in Palladium Complexes
Serves as a highly effective ligand for palladium catalysts, significantly enhancing their activity in amination reactions of aryl halides. Its robust structure contributes to catalyst stability and turnover.
C-C Bond Formation Reactions
Crucial for promoting diverse C-C coupling reactions, including the Kumada-Tamao-Corriu, Suzuki, and Stille couplings. These reactions are fundamental in the synthesis of complex organic molecules.
NHC Ligand in Organometallic Chemistry
As a prominent N-heterocyclic carbene, it acts as a strong sigma-donating ligand, stabilising various metal centres and enabling novel catalytic transformations.
| Molecular weight | 388.59 |
|---|---|
| Empirical formula | C27H36N2 |
| Assay | 97% |
| Storage temperature | −20°C |
| Application | Ligand for Pd complexes for amination reaction of aryl halides; used as C-C bond formation reaction, e.g. Kumada-Tamao-Corriu reaction, Suzuki coupling, and Stille coupling. |
| Melting point | 213-217 °C |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene used for?
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This compound is primarily used as a ligand for palladium complexes in amination reactions and for C-C bond formation reactions such as Kumada-Tamao-Corriu, Suzuki, and Stille couplings.
What is the CAS number and molecular formula for this product?
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The CAS number is 244187-81-3, and the empirical formula is C27H36N2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with an assay of 97%. We do not represent this product as USP, BP, or EP grade; it is suitable for research and technical applications.
How should 1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene be handled and stored?
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Handling requires appropriate personal protective equipment including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Store at -20°C to maintain its integrity.
Is this chemical a controlled substance?
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The provided data does not indicate that this chemical is a controlled substance.
How is this chemical packed, shipped, and exported?
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We ensure secure and compliant packaging for all shipments. Tech Serve Solutions is a global supplier and exporter of fine chemicals, experienced in international logistics.
How can I request a sample or quote?
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Please contact our sales team directly through our website or by phone to request a sample or a personalised quote for this product.
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