382426

(R)-(+)-1,1′-Bi-(2-naphthylamin)

99%

• Synonym(e): (R)-(+)-1,1′-Binaphthalin-2,2′-diamin, (R)-(+)-1,1′-Binaphthyl-2,2′-diamin, (R)-(+)-2,2′-Diamino-1,1′-binaphthalin, (R)-(+)-DABN
• Lineare Formel: H₂NC₁₀H₆C₁₀H₆NH₂
• CAS-Nummer: 18741-85-0
• Molekulargewicht: 284.35
• Beilstein: 5279621
• MDL-Nummer: MFCD00145204
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 24863894
• NACRES: NA.22

Eigenschaften

• Assay: 99%
• Optische Aktivität: [α]20/D +157°, c = 1 in pyridine
• Optische Reinheit: ee: 99% (HPLC)
• mp (Schmelzpunkt): 242-244 °C (lit.)
• SMILES String: Nc1ccc2ccccc2c1-c3c(N)ccc4ccccc34
• InChI: 1S/C20H16N2/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/h1-12H,21-22H2
• InChIKey: DDAPSNKEOHDLKB-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

(R)-(+)-1,1′-Binaphthyl-2,2′-diamine is an axially dissymmetric binaphthyl ligand mainly used in enantioselective catalysis.

Anwendung

1,1′-Binaphthyl-2,2′-diamine derivatives have been used for asymmetric hydrogenations, cyclopropanations, and formation of chiral lactones.

1,1′-Binaphthyl-2,2′-diamine derivatives have been used for asymmetric hydrogenations, cyclopropanations, and formation of chiral lactones. Its chiral sulphonamide, chiral diphenylphosphoramide and chiral diphenylthiophosphoramide derivatives are useful ligands for asymmetric addition reaction of diethylzinc to aldehydes in the presence of titanium(IV) alkoxide.

Vorsicht

May darken in storage.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H315,H319,H335
• P-Sätze: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves