(S)-BINAPINE
(S)-BINAPINE (CAS: 528854-26-4) is a chiral phosphine ligand with the empirical formula C52H48P2 and a molecular weight of 734.89 g/mol. It is primarily utilised in asymmetric synthesis, specifically for enhancing enantioselectivity and reactivity in the hydrogenation of certain acrylates. As a specialised reagent, (S)-BINAPINE plays a crucial role in the development of stereoselective chemical processes within research and industrial applications.
- IUPAC
- (3S,3’S,4S,4’S,11bS,11’bS)-(+)-4,4′-Di-t-butyl-4,4′,5,5′-tetrahydro-3,3′-bi-3H-dinaphtho[2,1-c:1′,2′-e]phosphepin
Asymmetric Hydrogenation
This ligand demonstrates excellent enantioselectivity and reactivity in the asymmetric hydrogenation of Z-β-aryl(β-acylamino)acrylates. It is instrumental in the synthesis of chiral molecules where precise stereochemistry is critical.
Chiral Catalyst Development
As a privileged chiral ligand, (S)-BINAPINE is employed in the development and optimisation of catalytic systems for asymmetric synthesis. Its specific structure facilitates highly stereoselective transformations.
Fine Chemical Synthesis
Used in chemical synthesis, this compound serves as a key reagent in producing complex organic molecules with high optical purity. Its application is valuable in pharmaceutical intermediate and fine chemical manufacturing.
| Molecular weight | 734.89 |
|---|---|
| Empirical formula | C52H48P2 |
| Storage temperature | 2-8°C |
| Application | Demonstates excellent enantioselectivity and reactivity for the asymmetric hydrogenation of Z-β-aryl(β-acylamino)acrylates.1 |
| Melting point | >300 °C (dec.)(lit.) |
| 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 (S)-BINAPINE used for?
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(S)-BINAPINE is primarily used as a chiral ligand in asymmetric synthesis, particularly for the asymmetric hydrogenation of Z-β-aryl(β-acylamino)acrylates, demonstrating excellent enantioselectivity and reactivity.
What are the CAS number and chemical formula for (S)-BINAPINE?
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The CAS number for (S)-BINAPINE is 528854-26-4, and its empirical formula is C52H48P2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-BINAPINE as a high-purity chemical for research and synthesis. Specific assay and purity details are available on the product's Certificate of Analysis. This product is not supplied as USP, BP, EP, or food grade.
How should (S)-BINAPINE be handled and stored?
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Handle (S)-BINAPINE with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. Store at 2-8°C.
What are the hazards associated with (S)-BINAPINE?
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(S)-BINAPINE is classified with a WGK Germany rating of 3, indicating it is hazardous. Specific hazards are detailed in the Safety Data Sheet, and handling requires appropriate safety precautions.
How can I request a quote or sample for (S)-BINAPINE?
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To request a quote or a sample of (S)-BINAPINE, please contact our sales team through the TSS website or by phone. Specify the quantity required and your shipping details.
Is (S)-BINAPINE a controlled substance?
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The provided data does not indicate that (S)-BINAPINE is a controlled substance. For definitive information, please consult your local regulatory guidelines.
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