(S)-VANOL
(S)-VANOL, CAS 147702-14-5, is a chiral ligand with the molecular formula C32H22O2 and a molecular weight of 438.52. This compound is recognised for its utility in asymmetric synthesis, serving as a valuable tool for creating enantiomerically enriched products. It is particularly effective in catalysing important organic transformations, contributing to the synthesis of complex molecules.
- IUPAC
- (S)-3,3′-Diphenyl-2,2′-bi(1-naphthalol),(S)-3,3′-Diphenyl-2,2′-bi-(1-naphthol)
- Synonyms
- (S)-3,3′-Diphenyl-2,2′-bi(1-naphthalol),(S)-3,3′-Diphenyl-2,2′-bi-(1-naphthol)
Catalysis in Asymmetric Synthesis
(S)-VANOL functions as a key ligand in various catalytic asymmetric reactions. Its chiral structure facilitates the selective formation of one enantiomer over the other, which is critical in pharmaceutical and fine chemical synthesis.
Diels-Alder Reactions
This compound has demonstrated excellent performance as a ligand in catalytic asymmetric Diels-Alder reactions, enabling the stereoselective construction of cyclic systems.
Imine Aldol Reactions
As a chiral auxiliary, (S)-VANOL is employed in asymmetric imine aldol reactions, promoting high enantioselectivity in the formation of new carbon-carbon bonds.
Aziridination Reactions
The ligand proves effective in catalytic asymmetric aziridination reactions, a process vital for the synthesis of nitrogen-containing heterocycles.
| Molecular weight | 438.52 |
|---|---|
| Empirical formula | C32H22O2 |
| Assay | 97% |
| Optical activity | [α]20/D -314°, c = 1 in chloroform |
| Application | VANOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.1,2,3 |
| Melting point | 199-203 °C |
Hazard statements
- H315Causes skin irritation
- H318Causes serious eye damage
- H335May cause respiratory irritation
- H413May cause long-lasting harmful effects to aquatic life
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P280Wear protective gloves, clothing and eye/face protection
- 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) | 37/38-41 |
| Safety statements (S) | 26-36/37/39 |
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)-VANOL primarily used for?
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(S)-VANOL is primarily used as a chiral ligand in asymmetric synthesis, particularly in Diels-Alder, imine aldol, and aziridination reactions to produce enantiomerically enriched products.
What is the CAS number and chemical formula for (S)-VANOL?
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The CAS number for (S)-VANOL is 147702-14-5, and its empirical formula is C32H22O2.
What grade and purity does Tech Serve Solutions supply for (S)-VANOL?
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Tech Serve Solutions supplies (S)-VANOL with a minimum purity of 97%. This product is intended for research and chemical synthesis purposes and is not represented as USP, BP, or EP grade.
How should (S)-VANOL be handled safely?
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Handle (S)-VANOL with appropriate personal protective equipment, including a dust mask (type N95 US recommended), eyeshields, and gloves. Ensure good ventilation. It is classified as a danger with hazards including skin irritation (H315), serious eye damage (H318), and respiratory irritation (H335).
Does Tech Serve Solutions export (S)-VANOL?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including (S)-VANOL, serving customers worldwide.
How can I request a quote or sample of (S)-VANOL?
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To request a quote or a sample of (S)-VANOL, please contact our sales team through the website or by phone, providing your specific requirements.
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