1-(1-Adamantyl)-3-(2,4,6-trimethylphenyl)imidazolinium chloride
1-(1-Adamantyl)-3-(2,4,6-trimethylphenyl)imidazolinium chloride (CAS: 639820-61-4) is a key N-heterocyclic carbene (NHC) precursor, vital in modern organometallic catalysis. With a molecular weight of 358.95 g/mol, this compound serves as a crucial ligand in the preparation of advanced catalysts for olefin metathesis. Its applications extend to ring-opening metathesis polymerization (ROMP) and ring-closing metathesis (RCM) reactions, contributing to the synthesis of complex molecules and materials.
- IUPAC
- 1-(1-Adamantyl)-3-(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride
- Synonyms
- 639820-61-4C22H31ClN21-(1-Adamantyl)-3-(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride
Olefin Metathesis Catalysis
This imidazolinium chloride is utilized in the synthesis of ruthenium and iridium-based catalysts for Z-selective olefin metathesis. These catalysts are essential for transformations in organic synthesis and polymer science.
Ring-Opening Metathesis Polymerization (ROMP)
It serves as a precursor for Grubbs-type catalysts employed in ROMP reactions. This enables the synthesis of polymers with tailored properties and architectures.
N-Heterocyclic Carbene (NHC) Ligand Precursor
The compound is a valuable precursor for generating adamantyl-substituted NHC ligands. These ligands play a critical role in the performance of second-generation metathesis catalysts.
| Molecular weight | 358.95 |
|---|---|
| Empirical formula | C22H31ClN2 |
| Application | Reactant for:• Preparation of chelated ruthenium alkoxybenzylidene imidazolidene carbene pivalate catalysts for Z-selective olefin metathesis1• Use in ring-opening metathesis polymerization and ring-closing metathesis reactions via Grubbs catalyst mediated reactions2• Preparation of adamantyl-substituted N-heterocyclic carbene ligands in second-generation Grubbs-type iridium metathesis catalysis3 |
| Melting point | 263-280 °C |
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 |
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-(1-Adamantyl)-3-(2,4,6-trimethylphenyl)imidazolinium chloride used for?
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This compound is used as a precursor for N-heterocyclic carbene (NHC) ligands, particularly in the preparation of catalysts for olefin metathesis, ring-opening metathesis polymerization, and ring-closing metathesis reactions.
What are the CAS number and formula for this compound?
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The CAS number is 639820-61-4 and the empirical formula is C22H31ClN2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical as a research-grade reagent. We do not represent it as USP, BP, or EP grade. Please refer to the product specifications for available purity details.
How should this chemical be handled safely?
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This compound is a Warning substance that can cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Always use with a dust mask (type N95), eyeshields, and gloves in a well-ventilated area. P261: Avoid breathing dust/fume/gas/mist/vapours/spray. P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
Is this product available for export?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals. We can arrange for the export of this product, adhering to all necessary regulations.
How can I request a sample or quote?
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To request a sample or a quotation, please contact our sales department through the website or by calling our main office. Please reference the product name and CAS number (639820-61-4).
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