(R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol
(R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol (CAS: 247123-09-7) is a complex chiral BINOL derivative with the molecular formula C50H58O2. Its unique steric and electronic properties make it a valuable ligand in asymmetric synthesis. This compound is primarily employed as a chiral auxiliary and catalyst in various stereoselective organic transformations, enabling the synthesis of enantiomerically enriched products.
- IUPAC
- (1R)-3,3′-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1′-binaphthalene-2,2′-diol
- Synonyms
- (1R)-3,3′-Bis[2,4,6-tris(1-methylethyl)phenyl]-1,1′-binaphthalene-2,2′-diol6-triisopropylphenyl)-1,1′-bi-2-naphthol
Asymmetric Catalysis
This BINOL derivative serves as a privileged chiral ligand in metal-catalyzed asymmetric reactions. It facilitates high enantioselectivity in transformations such as hydrogenations, cycloadditions, and Michael additions.
Chiral Auxiliaries
In organic synthesis, it functions as a chiral auxiliary to induce stereoselectivity in reactions. Its bulky substituents control the stereochemical outcome of reactions, leading to desired enantiomers.
Ligand Design
The compound's structure is fundamental for designing sophisticated chiral catalysts. It is integral to developing new catalytic systems for challenging asymmetric transformations in pharmaceutical and fine chemical synthesis.
| Molecular weight | 690.99 |
|---|---|
| Empirical formula | C50H58O2 |
| Assay | ≥95.5% (HPLC)96% |
| Optical purity | ee: ≥98.0% |
| 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 (R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol used for?
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It is primarily used as a chiral ligand and auxiliary in asymmetric synthesis, facilitating stereoselective organic transformations for the preparation of enantiomerically enriched compounds.
What are the CAS number and formula for this compound?
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The CAS number is 247123-09-7, and the empirical formula is C50H58O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound with an assay of ≥95.5% (HPLC) and an optical purity (ee) of ≥98.0%. It is supplied as a research-grade chemical and is not represented as USP/BP/EP.
What safety precautions should be taken when handling this chemical?
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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 for respiratory protection due to its hazardous nature (WGK Germany: 3).
How is (R)-3,3′-Bis(2,4,6-triisopropylphenyl)-1,1′-bi-2-naphthol packed and shipped?
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This chemical is carefully packed to maintain its integrity during transport and is exported globally by Tech Serve Solutions.
How can I request a sample or quote for this chemical?
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To request a sample or a detailed quotation, please contact our sales department via the website or by phone, providing the product name and CAS number (247123-09-7).
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