248932

(R)-(−)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate

≥98%

• Sinónimos: (R)-(−)-1,1′-Binaphthalene-2,2′-diyl hydrogen phosphate, (R)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide
• Fórmula empírica (notación de Hill): C₂₀H₁₃O₄P
• Número de CAS: 39648-67-4
• Peso molecular: 348.29
• Beilstein: 4713363
• Número MDL: MFCD00010045
• Código UNSPSC: 12352005
• ID de la sustancia en PubChem: 24854961
• NACRES: NA.22

Propiedades

• Análisis: ≥98%
• formulario: solid
• actividad óptica: [α]20/D −605°, c = 1.35 in methanol
• InChI: 1S/C20H13O4P/c21-25(22)23-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)24-25/h1-12H,(H,21,22)
• Clave InChI: JEHUZVBIUCAMRZ-UHFFFAOYSA-N

Descripción

Aplicación

(R)-(−)-1,1′-Binaphthyl-2,2′-diyl hydrogenphosphate is an organocatalyst that can be used:       

• To facilitates the controlled ring-opening homopolymerization and copolymerization of ε-caprolactone (cyclic ester).        
• As an additive along with a copper catalyst to achieve the highest catalytic activity in Sonogashira-type reactions.

A chiral ligand used in hydrocarboxylation reactions. Complexes with rhodium and mediates the asymmetric dipolar cycloaddition of diazo compounds. A number of racemic amines which have proven difficult to separate have been resolved with this chiral acid. Palladium derivatives have been used in asymmetric hydrocarboxylations, and rhodium derivatives have been used in dipolar cycloadditions.

Used in a chiral Bronsted acid catalyzed enantoselective Mannich reaction.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H315
• Consejos de prudencia: P264 - P280 - P302 + P352 - P332 + P313 - P362 + P364
• Clasificaciones de peligro: Skin Irrit. 2
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves