(R)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol
(R)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol (CAS 756491-54-0), a chiral BINOL derivative with the molecular formula C36H18F12O2, is a crucial ligand in asymmetric synthesis. Its unique structure facilitates the development of advanced catalytic systems for enantioselective transformations. This compound serves as a precursor for powerful chiral Bronsted acids and forms complexes with rare earth metals, enabling sophisticated organic reactions such as intramolecular hydroamination and aza Diels-Alder reactions.
- Synonyms
- 1′-bi-2-naphthol,756491-54-0, C36H18F12O2
Chiral Bronsted Acid Precursor
This bi-naphthol derivative is a key precursor for synthesizing chiral Bronsted acids, which are instrumental in catalysing enantioselective aza Diels-Alder reactions to produce bicyclic lactams.
Ligand for Rare Earth Metal Catalysis
Complexes formed between this chiral ligand and rare earth metals are effective catalysts for the intramolecular hydroamination of amino olefins, leading to the formation of chiral pyrrolidines.
Asymmetric Synthesis
As a prominent BINOL derivative, it plays a significant role in asymmetric synthesis, enabling the creation of stereochemically pure compounds through enantioselective processes.
| Molecular weight | 710.51 |
|---|---|
| Empirical formula | C36H18F12O2 |
| Assay | 95% |
| Optical activity | [α]22/D 45°, c = 1 in chloroform |
| Application | Precursor to a chiral Bronsted acid (680184) used to catalyze an enantioselective aza Diels-Alder reaction providing bicyclic lactams.1 Rare earth metal complexes of this chiral binapthol catalyze an intramolecular hydroamination of amino olefins leading to chiral pyrrolidines.2 |
| Melting point | 216-220 °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 |
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)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol used for?
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(R)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol is primarily used as a precursor for chiral Bronsted acids and as a ligand in catalytic asymmetric synthesis, particularly for enantioselective aza Diels-Alder reactions and intramolecular hydroamination of amino olefins.
What is the CAS number and formula for this compound?
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The CAS number is 756491-54-0, and its empirical formula is C36H18F12O2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound at a minimum purity of 95%. It is supplied for research and chemical synthesis purposes and is not represented as USP, BP, or EP grade.
What are the safety and handling recommendations for this chemical?
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This compound is classified as a Warning. It may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). It is advised to use a dust mask type N95 (US), wear eyeshields, and gloves. Ensure good ventilation and avoid breathing dust. In case of eye contact, rinse cautiously with water for several minutes (P305 + P351 + P338).
How is this product packed, shipped, and exported?
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Tech Serve Solutions professionally packs and exports chemicals globally, adhering to all relevant shipping regulations for hazardous materials to ensure safe and compliant delivery.
How can I request a sample or a quote?
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You can request a sample or a quote by contacting our sales team through the website or by calling us directly. Please specify the product name and CAS number.
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