246948

(R)-(+)-1,1′-Bi(2-naphthol)

99%

• Synonym(e): (R)-(+)-1,1′-Binaphthalin-2,2′-diol, (R)-(+)-2,2′-Dihydroxy-1,1′-binaphthalin, (R)-BINOL
• Lineare Formel: HOC₁₀H₆C₁₀H₆OH
• CAS-Nummer: 18531-94-7
• Molekulargewicht: 286.32
• Beilstein: 3616837
• MDL-Nummer: MFCD00004068
• UNSPSC-Code: 12352104
• PubChem Substanz-ID: 24854837
• EG-Index-Nummer: 606-048-4
• NACRES: NA.22

Eigenschaften

• Assay: 99%
• Form: solid
• Optische Aktivität: [α]21/D +34°, c = 1 in THF
• Optische Reinheit: ee: 99% (HPLC)
• mp (Schmelzpunkt): 208-210 °C (lit.)
• SMILES String: Oc1ccc2ccccc2c1-c3c(O)ccc4ccccc34
• InChI: 1S/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H
• InChIKey: PPTXVXKCQZKFBN-UHFFFAOYSA-N

Beschreibung

Anwendung

A chiral auxiliary used in the catalytic asymmetric oxidation of sulfides to sulfoxides. Chiral lanthanide triflates formed from binaphthol serve as catalysts for asymmetric Diels-Alder reactions. Derivatives of binaphthol have recently found use in asymmetric Claisen rearrangements and asymmetric epoxidations. The lithium aluminum hydride derivative of these diols (BINAP-H) has been used extensively for the reduction of ketones.

Chiral binapthol imminium salt precursor. Salts were used for an asymmetric epoxidation of olefins.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319
• P-Sätze: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges