(S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol
(S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol (CAS: 137848-29-4) is a chiral organic compound with the molecular formula C20H15NO and a molecular weight of 285.34 g/mol. This BINOL derivative is primarily utilised as a crucial building block and ligand in asymmetric synthesis. Its unique structural features enable its application in the development of chiral catalysts for stereoselective reactions, contributing to the efficient production of enantiomerically pure compounds in pharmaceutical and fine chemical industries.
- IUPAC
- (S)-(−)-2-Amino-2′-hydroxy-1,1′-binaphthalene,(S)-NOBIN
- Synonyms
- (S)-(−)-2-Amino-2′-hydroxy-1,1′-binaphthalene,(S)-NOBIN
Chiral Ligand in Asymmetric Catalysis
(S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol serves as a valuable chiral ligand in various metal-catalyzed asymmetric reactions. Its structure allows for the creation of chiral environments, promoting high enantioselectivity in transformations such as asymmetric hydrogenation, alkylation, and cycloaddition reactions.
Precursor for Chiral Auxiliaries and Reagents
This compound acts as a starting material for the synthesis of more complex chiral auxiliaries and reagents. These derived molecules are instrumental in controlling stereochemistry during organic synthesis, leading to the production of enantiomerically enriched products.
Building Block in Organocatalysis
The amino-alcohol functionality of (S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol makes it suitable for developing chiral organocatalysts. These catalysts facilitate stereoselective transformations without the need for metal complexes, offering greener and often more efficient synthetic routes.
| Molecular weight | 285.34 |
|---|---|
| Empirical formula | C20H15NO |
| Assay | ≥96.5% (HPLC)97% |
| Optical purity | enantiomeric excess: ≥98.0% |
Hazard statements
- H318Causes serious eye damage
- H410Very toxic to aquatic life with long-lasting effects
Precautionary statements
- P273Avoid release to the environment
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P501Dispose of contents and container per local regulations
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Transport (UN / ADR) | UN 3077 9 / PGIII |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi,N |
| Risk statements (R) | 41-50/53 |
| Safety statements (S) | 26-39-60-61 |
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′-Amino-1,1′-binaphthalen-2-ol used for?
+
(S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol is primarily used as a chiral ligand and building block in asymmetric synthesis, particularly for developing chiral catalysts and auxiliaries for stereoselective organic transformations.
What is the CAS number and formula for (S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol?
+
The CAS number is 137848-29-4, and its molecular formula is C20H15NO.
What grade and purity does Tech Serve Solutions supply?
+
Tech Serve Solutions supplies (S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol with an assay of ≥96.5% (HPLC) or 97%, and an optical purity (enantiomeric excess) of ≥98.0%. We do not represent this product as meeting USP, BP, or EP pharmacopoeial standards.
How should (S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol be handled safely?
+
This compound is classified as Danger, causing serious eye damage (H318) and is toxic to aquatic life with long-lasting effects (H410). Handle with appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves. Ensure good ventilation and avoid release to the environment. Use P273, P280, P305 + P351 + P338, P501 precautions.
How is this chemical packed and shipped?
+
This chemical is shipped as UN 3077, Class 9, Packing Group III. Standard packaging is used, and TSS is experienced in exporting fine chemicals globally.
How can I request a quote or sample?
+
To request a quote or sample of (S)-(−)-2′-Amino-1,1′-binaphthalen-2-ol, please contact our sales team through the website or by phone, providing your specific requirements.
▶ Related products
1-(2-Fluorobenzyl)piperazine
C11H15FN2
Chemical Synthesis
1-(2-Fluorophenyl)biguanide hydrochloride
Chemical Synthesis
1-(2-Fluorophenyl)cyclopropanecarboxylic acid
C10H9FO2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine
C10H13FN2
Chemical Synthesis
1-(2-Fluorophenyl)piperazine monohydrochloride
C10H13FN2 · HCl
Chemical Synthesis
1-(2-Furoyl)-1H-benzotriazole
C11H7N3O2
Chemical Synthesis
1-(2-Furoyl)piperazine
C9H12N2O2
Chemical Synthesis
1-(2-Hydroxy-5-methylphenyl)-3-phenyl-1,3-propanedione
Chemical Synthesis
▶ Explore more
3-Methyl-1,5-di-p-tolyl-1,4-pentazadiene
Chemical Synthesis
3-Methyl-1,5-pentanediol
Chemical Synthesis
3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine
C11H13N3
Chemical Synthesis
3-Methyl-1-(3′-sulfoamidophenyl)-5-pyrazolone
C10H11N3O3S
Chemical Synthesis