(S)-(−)-1,1′-Bi(2-naphthol)
(S)-(−)-1,1′-Bi(2-naphthol) (CAS: 18531-99-2) is a crucial chiral building block with a molecular weight of 286.32 g/mol. This enantiomerically pure compound is highly valued for its role in asymmetric synthesis, particularly as a precursor to sophisticated phosphoramidite catalysts. It is instrumental in the stereoselective conversion of allylic alcohols to allylic amines, enabling the production of enantiomerically enriched products essential in pharmaceutical and fine chemical manufacturing.
- IUPAC
- (−)-2,2′-Dihydroxy-1,1′-dinaphthyl,(S)-(−)-1,1′-Binaphthalene-2,2′-diol,(S)-BINOL
- Synonyms
- (S)-BINOL(S)-(-)-1,1'-Binaphthyl-2,2'-diol(S)-2,2'-Dihydroxy-1,1'-binaphthylHOC10H6C10H6OH
Precursor for Catalysts in Asymmetric Synthesis
Serves as a key precursor for developing phosphoramidite catalysts. These catalysts are vital for achieving high enantioselectivity in organic transformations.
Chiral Auxiliary in Organic Reactions
Its chiral nature makes it a valuable auxiliary in stereoselective reactions, facilitating the synthesis of enantiomerically pure compounds.
Ligand in Organometallic Chemistry
Used as a chiral ligand in various organometallic complexes, influencing the stereochemical outcome of catalytic processes.
Synthesis of Chiral Amines
Specifically employed in the conversion of allylic alcohols to allylic amines with excellent stereochemical control.
| Molecular weight | 286.32 |
|---|---|
| Linear formula | HOC10H6C10H6OH |
| Assay | 99% |
| Optical activity | [α]22/D −34°, c = 1 in THF |
| Optical purity | ee: 99% (HPLC) |
| Application | Precursor to phosphoramidite catalyst employed in a conversion of allylic alcohols to allylic amines.1 |
| Melting point | 208-210 °C(lit.) |
Hazard statements
- H301Toxic if swallowed
- H319Causes serious eye irritation
Precautionary statements
- P301IF SWALLOWED
- P305IF IN EYES
| Protective equipment | Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges |
|---|---|
| Transport (UN / ADR) | UN 2811 6.1 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | T |
| Risk statements (R) | 25-36 |
| Safety statements (S) | 26-45 |
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)-(−)-1,1′-Bi(2-naphthol) used for?
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(S)-(−)-1,1′-Bi(2-naphthol) is primarily used as a precursor for phosphoramidite catalysts in asymmetric synthesis, enabling the stereoselective conversion of allylic alcohols to allylic amines.
What is the CAS number and formula for (S)-(−)-1,1′-Bi(2-naphthol)?
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The CAS number is 18531-99-2, and the linear formula is HOC10H6C10H6OH.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-1,1′-Bi(2-naphthol) with an assay of 99% and optical purity of ee: 99% (HPLC). TSS does not represent this product as USP, BP, or EP grade.
How should (S)-(−)-1,1′-Bi(2-naphthol) be handled safely?
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This compound is toxic if swallowed and causes serious eye irritation (H301-H319). Handle with appropriate personal protective equipment, including eyeshields, faceshields, gloves, and P2 respirator cartridges. Follow precautionary statements P301 + P310 and P305 + P351 + P338.
Is (S)-(−)-1,1′-Bi(2-naphthol) a controlled substance?
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The provided data does not indicate that (S)-(−)-1,1′-Bi(2-naphthol) is a controlled substance.
How is this chemical packed, shipped, and exported?
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This chemical is shipped as UN 2811, Class 6.1, Packing Group III, according to ADR regulations. Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals.
How can I request a sample or quote for (S)-(−)-1,1′-Bi(2-naphthol)?
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To request a sample or quote, please contact our sales team through the website or by phone. Our experts will assist you promptly.
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