(S)-VAPOL
(S)-VAPOL (CAS: 147702-15-6; C40H26O2) is a chiral ligand with a molecular weight of 538.63 g/mol. It is a BINOL derivative renowned for its efficacy in asymmetric synthesis. (S)-VAPOL serves as a privileged ligand, particularly effective in catalysing key reactions such as asymmetric Diels-Alder, imine aldol reactions, and aziridinations, contributing to the enantioselective synthesis of complex molecules.
- IUPAC
- (S)-2,2′-Diphenyl-(4-biphenanthrol)
Asymmetric Diels-Alder Reactions
(S)-VAPOL acts as a highly effective chiral ligand in catalytic asymmetric Diels-Alder reactions. It promotes high enantioselectivity in the formation of cyclic adducts, crucial for building complex molecular architectures.
Imine Aldol Reactions
This BINOL derivative is a valuable ligand for asymmetric imine aldol reactions. It facilitates the stereoselective addition of nucleophiles to imines, enabling the synthesis of chiral amines and related compounds.
Aziridination Reactions
The compound finds application as a ligand in asymmetric aziridination reactions. It aids in the enantioselective synthesis of aziridines, which are versatile intermediates in organic synthesis.
Chiral Catalyst Development
(S)-VAPOL is recognised as a privileged ligand and is employed in the development of novel chiral catalysts. Its unique structure allows for precise control over stereochemistry in various catalytic transformations.
| Molecular weight | 538.63 |
|---|---|
| Empirical formula | C40H26O2 |
| Assay | 97% |
| Optical activity | [α]20/D 128°, c = 1 in chloroform |
| Application | VAPOL has proven to be an excellent ligand in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions.1,2,3 |
| Melting point | 185-191 °C |
Hazard statements
- H351Suspected of causing cancer
Precautionary statements
- P281Use personal protective equipment as required
| Water hazard class (WGK, DE) | 3 |
|---|---|
| Hazard codes (EU) | Xn |
| Risk statements (R) | 40 |
| Safety statements (S) | 23-24/25-36/37 |
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)-VAPOL used for?
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(S)-VAPOL is used as a chiral ligand in asymmetric synthesis, particularly in catalytic asymmetric Diels-Alder, imine aldol, and aziridination reactions. It is also employed in the development of privileged chiral catalysts.
What is the CAS number and formula for (S)-VAPOL?
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The CAS number for (S)-VAPOL is 147702-15-6 and its empirical formula is C40H26O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-VAPOL with an assay of 97%. We do not represent this product as USP, BP, or EP grade.
How should (S)-VAPOL be handled safely?
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(S)-VAPOL is suspected of causing cancer (H351). Handle with appropriate personal protective equipment (P281) in a well-ventilated area. Avoid exposure and inhalation (P260).
Is (S)-VAPOL available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals like (S)-VAPOL.
How can I request a sample or quote for (S)-VAPOL?
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Please contact our sales team via the website or direct email to request a sample or a quotation for (S)-VAPOL.
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