248932

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

≥98%

• 동의어(들): (R)-(−)-1,1′-Binaphthalene-2,2′-diyl hydrogen phosphate, (R)-4-Hydroxydinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-oxide
• 실험식(Hill 표기법): C₂₀H₁₃O₄P
• CAS Number: 39648-67-4
• Molecular Weight: 348.29
• Beilstein: 4713363
• MDL number: MFCD00010045
• UNSPSC 코드: 12352005
• PubChem Substance ID: 24854961
• NACRES: NA.22

속성

• Quality Level: 100
• 분석: ≥98%
• 양식: solid
• 광학 활성: [α]20/D −605°, c = 1.35 in methanol
• 작용기: phosphate
• SMILES string: [P]1(=O)(Oc2c(c5c(cc2)cccc5)c3c4c(ccc3O1)cccc4)O
• 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)
• InChI key: JEHUZVBIUCAMRZ-UHFFFAOYSA-N

설명

애플리케이션

(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.

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H315
• 예방조치 성명서: P264 - P280 - P302 + P352 - P332 + P313 - P362 + P364
• Hazard Classifications: Skin Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• 개인 보호 장비: dust mask type N95 (US), Eyeshields, Gloves