(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate
(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate (CAS 791616-62-1) is a chiral phosphoric acid with the empirical formula C36H17F12O4P and a molecular weight of 772.47. This BINOL-derived cyclic phosphoric acid is recognised for its efficacy as a chiral Bronsted acid catalyst. It finds primary application in asymmetric synthesis, particularly in catalysing reactions such as the hydrophosphonylation of aldimines. Tech Serve Solutions supplies this compound for research and chemical synthesis purposes.
- IUPAC
- (11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxydinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide,(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-bi-2-naphthol cyclic monophosphate
- Synonyms
- (11bR)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxydinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-bi-2-naphthol cyclic monophosphate1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate
![(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate (C36H17F12O4P) — chemical structure, CAS 791616-62-1; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F791616-62-1.png&w=3840&q=75)
Asymmetric Catalysis
This chiral phosphoric acid serves as an effective catalyst in asymmetric synthesis. Its structure enables it to catalyse stereoselective reactions, promoting the formation of chiral products.
Hydrophosphonylation Reactions
It is specifically noted for its catalytic activity in the hydrophosphonylation of aldimines. This reaction proceeds efficiently at room temperature, making it a valuable tool for organic synthesis.
Chiral Synthesis
As a chiral reagent, it is instrumental in constructing complex chiral molecules. Its use is integral to synthetic routes requiring precise stereochemical control.
| Molecular weight | 772.47 |
|---|---|
| Empirical formula | C36H17F12O4P |
| Assay | 95% |
| Optical activity | [α]20/D -220°, c = 1 in chloroform (typical) |
| Application | As a chiral Bronsted acid, BINOL- derived cyclic phosphoric acid (such as Akiyama chiral Bronsted acid) was also shown to be an efficient catalyst for the hydrophosphonylation of aldimines at room temperature.1 |
| Melting point | 162-175 °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′-binaphthyl-2,2′-diyl hydrogenphosphate used for?
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(R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate is primarily used as a chiral Bronsted acid catalyst in asymmetric synthesis, notably for the hydrophosphonylation of aldimines.
What is the CAS number and formula for this chemical?
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The CAS number is 791616-62-1, and the empirical formula is C36H17F12O4P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 95%. We do not represent this product as USP, BP, EP, or pharmacopoeia grade.
How should (R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate be handled?
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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). Appropriate personal protective equipment, including a dust mask (type N95), eyeshields, and gloves, should be worn. Ensure adequate ventilation and avoid breathing dust. In case of contact, rinse cautiously with water for several minutes (P261, P305 + P351 + P338).
Is this chemical suitable for export?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and laboratory reagents, and we can export this product worldwide.
How can I request a quote or sample?
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To request a quote or a sample of (R)-3,3′-Bis[3,5-bis(trifluoromethyl)phenyl]-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate, please contact our sales team via the website or directly by phone.
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