(S)-(−)-1,1′-Bi(2-naphthylamine)
(S)-(−)-1,1′-Bi(2-naphthylamine) (CAS: 18531-95-8) is a chiral diamine with a molecular weight of 284.35 g/mol. This compound, appearing as a slightly beige solid, is primarily utilised in asymmetric synthesis as a chiral ligand or building block. Its enantiomeric purity is critical for applications requiring high stereoselectivity, making it valuable in the development of advanced catalysts and complex organic molecules.
- IUPAC
- (S)-(−)-1,1′-Binaphthalene-2,2′-diamine,(S)-(−)-2,2′-Diamino-1,1′-binaphthalene,(S)-(−)-DABN
- Synonyms
- (S)-(−)-1,1′-Binaphthalene-2,2′-diamine(S)-(−)-2,2′-Diamino-1,1′-binaphthalene(S)-(−)-DABN
Chiral Ligand in Asymmetric Catalysis
(S)-(−)-1,1′-Bi(2-naphthylamine) serves as a precursor for synthesizing chiral ligands. These ligands are crucial for directing the stereochemical outcome of catalytic reactions, enabling the enantioselective formation of desired products.
Building Block for Chiral Auxiliaries
The molecule's defined stereochemistry makes it an effective component in the construction of chiral auxiliaries. These auxiliaries can be temporarily attached to substrates to control stereoselective transformations.
Resolution of Racemic Mixtures
As a chiral resolving agent, (S)-(−)-1,1′-Bi(2-naphthylamine) can be used to separate enantiomers from racemic mixtures through the formation of diastereomeric salts.
| Molecular weight | 284.35 |
|---|---|
| Empirical formula | C20H16N2 |
| Assay | ≥99.5% (sum of enantiomers, HPLC) |
| Grade | for chiral derivatization |
| Colour | slightly beige |
| Optical activity | [α]20/D −156±2°, c = 1% in pyridine |
| Optical purity | enantiomeric ratio: ≥99.5:0.5 (HPLC) |
| Melting point | 240-242 °C |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- 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) | 36/37/38 |
| 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)-(−)-1,1′-Bi(2-naphthylamine) used for?
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(S)-(−)-1,1′-Bi(2-naphthylamine) is used in asymmetric synthesis, primarily as a chiral ligand or building block for chiral auxiliaries and catalysts, and for resolving racemic mixtures.
What are the CAS number and formula for (S)-(−)-1,1′-Bi(2-naphthylamine)?
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The CAS number is 18531-95-8 and the empirical formula is C20H16N2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound with an assay of ≥99.5% (sum of enantiomers, HPLC) and a grade specified as 'for chiral derivatization'. We do not represent this product as USP, EP, or other pharmacopoeial grades.
How should (S)-(−)-1,1′-Bi(2-naphthylamine) be handled?
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Based on GHS information, this compound is a warning hazard and may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Appropriate personal protective equipment includes a dust mask type N95 (US), eyeshields, and gloves. Handle in a well-ventilated area.
Is (S)-(−)-1,1′-Bi(2-naphthylamine) suitable for export?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and can export (S)-(−)-1,1′-Bi(2-naphthylamine).
How can I request a sample or quote for (S)-(−)-1,1′-Bi(2-naphthylamine)?
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Please use the contact form on our website or call our sales department to request a sample or a formal quotation for (S)-(−)-1,1′-Bi(2-naphthylamine).
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