246956

(S)-(−)-1,1′-Bi(2-naphthol)

99%

• Sinônimo(s): (−)-2,2′-Dihydroxy-1,1′-dinaphthyl, (S)-(−)-1,1′-Binaphthalene-2,2′-diol, (S)-BINOL
• Fórmula linear: HOC₁₀H₆C₁₀H₆OH
• Número CAS: 18531-99-2
• Peso molecular: 286.32
• Beilstein: 4296068
• Número MDL: MFCD00004068
• Código UNSPSC: 12352005
• ID de substância PubChem: 24854838
• NACRES: NA.22

Propriedades

• Nível de qualidade: 100
• Ensaio: 99%
• atividade óptica: [α]22/D −34°, c = 1 in THF
• pureza óptica: ee: 99% (HPLC)
• pf: 208-210 °C (lit.)
• cadeia de caracteres SMILES: 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
• chave InChI: PPTXVXKCQZKFBN-UHFFFAOYSA-N

Descrição

Aplicação

(S)-BINOL ligand in combination with titanium(IV) isopropoxide, forms (S)-(-)-BINOL-Ti complex, which is an effective chiral catalyst for:

• asymmetric addition of alkynylzinc to unactivated ketones
• enantioselective ring-opening reaction of meso-stilbene oxide and cyclohexene oxide with anilines
• asymmetric aryl transfers from triaryl(tetrahydrofuran)aluminum reagents to a wide variety of ketones

It can also react with zirconium(IV) isopropoxide isopropanol complex to form a chiral Lewis acid catalyst for the facile enantioselective allylation of aldehydes by allyltributyltin.

Precursor to phosphoramidite catalyst employed in a conversion of allylic alcohols to allylic amines.

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H315,H319
• Declarações de precaução: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Classificações de perigo: Eye Irrit. 2 - Skin Irrit. 2
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges