(S)-(−)-2,2′-Dimethoxy-1,1′-binaphthalene
(S)-(−)-2,2′-Dimethoxy-1,1′-binaphthalene (CAS: 75640-87-8) is a chiral organic compound with a molecular weight of 314.38 g/mol. As a derivative of BINOL, it serves as a valuable building block and ligand in asymmetric synthesis. Its specific stereochemistry and structural features make it particularly useful for developing chiral catalysts and reagents for enantioselective transformations in organic chemistry and pharmaceutical research.
- IUPAC
- (S)-(−)-2,2′-Dimethoxy-1,1′-binaphthyl,(S)-1,1′-Bi-2-naphthyl dimethyl ether
- Synonyms
- 75640-87-8C22H18O2(S)-1,1′-Bi-2-naphthyl dimethyl ether
Chiral Ligand in Asymmetric Catalysis
This compound functions as a chiral ligand in metal-catalyzed asymmetric reactions, enabling the synthesis of enantiomerically enriched products. It is instrumental in achieving high levels of stereocontrol in various transformations.
Synthesis of Chiral Auxiliaries
It can be employed as a precursor for the synthesis of specialized chiral auxiliaries. These auxiliaries are crucial for directing stereoselective reactions in complex molecule synthesis.
Research in Stereoselective Synthesis
As a well-defined chiral molecule, it is widely used in academic and industrial research settings to explore novel catalytic systems and asymmetric methodologies. Its properties aid in understanding reaction mechanisms.
Pharmaceutical Intermediate Development
The enantiopurity and specific structure make it relevant in the development of intermediates for pharmaceutical active ingredients, where precise stereochemistry is critical.
| Molecular weight | 314.38 |
|---|---|
| Empirical formula | C22H18O2 |
| Assay | ≥98.5% (HPLC)99% |
| Optical activity | [α]20/D -52°, c = 1% in chloroform |
| Optical purity | enantiomeric excess: ≥98.5% |
| Melting point | 227-231 °C(lit.) |
Hazard statements
- H318Causes serious eye damage
- H413May cause long-lasting harmful effects to aquatic life
Precautionary statements
- 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) | 41 |
| Safety statements (S) | 26-36 |
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)-(−)-2,2′-Dimethoxy-1,1′-binaphthalene used for?
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(S)-(−)-2,2′-Dimethoxy-1,1′-binaphthalene is primarily used as a chiral ligand in asymmetric synthesis and catalysis, as well as a building block for chiral auxiliaries and in pharmaceutical intermediate development.
What are the CAS number and molecular formula?
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The CAS number is 75640-87-8, and the empirical formula (Hill Notation) is C22H18O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-2,2′-Dimethoxy-1,1′-binaphthalene with an assay of ≥98.5% (HPLC) and 99% purity, with an enantiomeric excess of ≥98.5%. We do not represent this product as USP, BP, or EP grade.
How should (S)-(−)-2,2′-Dimethoxy-1,1′-binaphthalene be handled safely?
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This compound is classified as a Danger with hazard statements H318 (Causes serious eye damage) and H413 (May cause long lasting harmful effects to aquatic life). Appropriate personal protective equipment, including a dust mask (NIOSH N95 equivalent), eyeshields, and gloves, should be used. Handle in a well-ventilated area and avoid release into the environment.
Is this compound a controlled substance?
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The provided data does not indicate that (S)-(−)-2,2′-Dimethoxy-1,1′-binaphthalene is a controlled substance.
How is this chemical packed and exported?
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Tech Serve Solutions exports fine chemicals globally. Please contact us for specific packing and shipping details pertinent to your location and order quantity.
How can I request a quote or sample?
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To request a quote or a sample of (S)-(−)-2,2′-Dimethoxy-1,1′-binaphthalene, please use the contact form on our website or email our sales department directly.
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