1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride
1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride (CAS 250285-32-6) is a white to off-white crystalline solid with a molecular weight of 425.05 g/mol. This N-heterocyclic carbene precursor is a valuable ligand in organometallic chemistry. It is primarily employed in catalysis, particularly in conjunction with palladium, for sophisticated cross-coupling reactions, facilitating the synthesis of complex organic molecules in research and development.
- IUPAC
- 1,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene,1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazolium chloride,2,5-Bis(2,6-diisopropylphenyl)imidazolium chloride
- Synonyms
- 250285-32-6C27H37ClN21,3-Bis(2,6-diisopropylphenyl)-1,3-dihydro-2H-imidazol-2-ylidene,1,3-Bis[2,6-bis(1-methylethyl)phenyl]-1H-imidazolium chloride2,5-Bis(2,6-diisopropylphenyl)imidazolium chloride
N-Heterocyclic Carbene (NHC) Catalysis
This compound serves as a precursor to N-heterocyclic carbene ligands. When used with palladium acetate, it generates an effective NHC catalyst for carbonylative cross-coupling reactions.
Cross-Coupling Reactions
The generated NHC-palladium catalyst is instrumental in the cross-coupling of pyridyl halides with aryl boronic acids, enabling the formation of new carbon-carbon bonds.
Organic Synthesis
Its application in catalytic cross-coupling makes it a key reagent for synthetic chemists engaged in the development of novel organic compounds and pharmaceutical intermediates.
| Molecular weight | 425.05 |
|---|---|
| Empirical formula | C27H37ClN2 |
| Assay | 97% |
| Application | Used with palladium acetate to generate an N-heterocyclic carbene catalyst for carbonylative cross-coupling of pyridyl halides with aryl boronic acids.1 |
| Melting point | 278 °C (dec.)(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-36 |
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)imidazolium chloride used for?
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1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is used as a precursor for N-heterocyclic carbene (NHC) catalysts in organometallic chemistry, particularly for palladium-catalyzed carbonylative cross-coupling reactions.
What is the CAS number and molecular formula for 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride?
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The CAS number is 250285-32-6 and the empirical formula is C27H37ClN2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride with an assay of 97%. This is a research-grade chemical and is not represented as USP, BP, EP, or any other pharmacopoeia standard.
How should 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride be handled safely?
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This compound is classified as an irritant (H315, H319, H335). Appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves, should be worn. Handle in a well-ventilated area and avoid dust formation. Refer to the Safety Data Sheet for comprehensive handling information.
How is this chemical packed, shipped, and exported?
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This chemical is carefully packed to ensure stability during transit and is available for export globally by Tech Serve Solutions. Specific packaging details are available upon request.
How can I request a sample or a quote for 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride?
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To request a sample or obtain a quote, please contact our sales team directly through our website or by phone, providing the product name and CAS number.
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