(R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol
(R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol (CAS: 137848-28-3, C20H15NO) is a chiral binaphthol derivative widely employed in asymmetric synthesis. With a molecular weight of 285.34 g/mol, this compound is a valuable building block and ligand in catalysis. Its unique chiral structure facilitates stereoselective transformations, making it indispensable in the production of enantiomerically pure compounds for pharmaceuticals and fine chemicals.
- IUPAC
- (R)-(+)-2-Amino-2′-hydroxy-1,1′-binaphthalene,(R)-NOBIN
- Synonyms
- (R)-NOBIN(R)-2-Amino-2'-hydroxy-1,1'-binaphthyl(R)-2-Amino-2'-hydroxy-1,1'-binaphthalene
Chiral Ligand in Asymmetric Catalysis
(R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol serves as a crucial chiral ligand in transition metal-catalyzed asymmetric reactions. Its structure enables high enantioselectivity in processes such as hydrogenations, oxidations, and C-C bond formations.
Precursor for Chiral Auxiliaries
This binaphthol derivative can be readily modified to generate chiral auxiliaries. These auxiliaries are instrumental in controlling stereochemistry during complex organic syntheses, particularly in the development of pharmaceutical intermediates.
Chiral Resolving Agent
The enantiopure nature of (R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol allows its application as a resolving agent for separating racemic mixtures of amines and other chiral compounds.
Research and Development
It is utilized in academic and industrial research laboratories for exploring new synthetic methodologies and developing novel catalytic systems that require chiral induction.
| 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 (R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol used for?
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(R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol is primarily used as a chiral ligand in asymmetric synthesis and catalysis, and as a precursor for chiral auxiliaries and resolving agents.
What are the CAS number and formula for (R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol?
+
The CAS number is 137848-28-3, and the empirical formula is C20H15NO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of ≥96.5% (HPLC) and 97%, and an optical purity of enantiomeric excess ≥98.0%. We do not represent this product as USP, BP, EP, or other pharmacopoeial grades.
How should (R)-(+)-2′-Amino-1,1′-binaphthalen-2-ol be handled?
+
Given the GHS hazards (H318-H410), handle with appropriate personal protective equipment including a dust mask type N95 (US), eyeshields, and gloves. Avoid release to the environment. In case of contact with eyes, rinse cautiously with water for several minutes.
How is this chemical packed and shipped?
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This chemical is shipped as UN 3077, Class 9, Packing Group III, adhering to international transport regulations for hazardous substances.
How can I request a sample or quote?
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Please contact our sales team via the website or direct email to request a quotation or a product sample.
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