(S)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate
(S)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate (CAS 878111-17-2) is a chiral phosphoric acid derivative with the molecular formula C36H17F12O4P and a molecular weight of 772.47 g/mol. This compound is primarily utilised as a catalyst and ligand in asymmetric synthesis. Its specific stereochemistry makes it valuable for controlling enantioselectivity in various chemical transformations, enabling the production of chiral molecules.
- IUPAC
- (11bS)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxy-dinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide,(S)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol cyclic monophosphate
- Synonyms
- 1′-binaphthyl-2,2′-diyl hydrogenphosphate,878111-17-2, C36H17F12O4P,(11bS)-2,6-Bis[3,5-bis(trifluoromethyl)phenyl]-4-hydroxy-dinaphtho[2,1-d:1′,2′-f]-1,3,2-dioxaphosphepin 4-oxide,(S)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol cyclic monophosphate
Chiral Catalyst in Asymmetric Synthesis
This binaphthyl-derived phosphoric acid serves as an effective chiral Brønsted acid catalyst. It facilitates enantioselective reactions such as cycloadditions, Mannich reactions, and Diels-Alder reactions, crucial for synthesising enantiopure compounds.
Ligand for Metal-Catalysed Reactions
The compound can also function as a chiral ligand in conjunction with metal catalysts. This combination allows for the development of highly enantioselective catalytic systems for a range of organic transformations.
Organocatalysis
As a powerful chiral phosphoric acid, it is employed in organocatalytic processes. Its acidic nature and defined chiral environment enable it to activate substrates and direct stereochemical outcomes without the need for metal co-catalysts.
| Molecular weight | 772.47 |
|---|---|
| Empirical formula | C36H17F12O4P |
| Assay | 95% |
| Melting point | 171-177 °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 (S)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-binaphthyl-2,2′-diyl hydrogenphosphate used for?
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This compound is primarily used as a chiral catalyst and ligand in asymmetric synthesis and organocatalysis to control enantioselectivity in chemical reactions.
What is the CAS number and chemical formula for this compound?
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The CAS number is 878111-17-2 and the empirical formula (Hill notation) is C36H17F12O4P.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product with an assay of 95%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
How should this chemical be handled safely?
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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). Recommended personal protective equipment includes a dust mask type N95 (US), eyeshields, and gloves. Ensure good ventilation and avoid breathing dust.
Is this product available for export?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals and laboratory reagents.
How can I request a quote or sample?
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Please contact our sales team via the website or your dedicated account manager to request a quote or sample.
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