595721

(R)-(+)-3,3′-Dibromo-1,1′-bi-2-naphthol

97%

• Synonym(s): (R)-3,3′-Dibromo-1,1′-bi-2-naphthol, (R)-3,3′-Dibromo-[1,1′-Binaphthalene]-2,2′-diol, (R)-Dibromo-1,1′-Bi-2,2′-naphthol, (R)-Dibromo-1,1′-Binaphthalene-2,2′-diol, (R)-Dibromo-1,1-Binaphthol, (R)-Dibromo-BINOL, (R)-Dibromo-bi-2-naphthol
• Empirical Formula (Hill Notation): C₂₀H₁₂Br₂O₂
• CAS Number: 111795-43-8
• Molecular Weight: 444.12
• MDL number: MFCD03093629
• UNSPSC Code: 12352005
• PubChem Substance ID: 24881599
• NACRES: NA.22

Properties

• Assay: 97%
• form: solid
• mp: 256-260 °C
• functional group: bromo
• InChI: 1S/C20H12Br2O2/c21-15-9-11-5-1-3-7-13(11)17(19(15)23)18-14-8-4-2-6-12(14)10-16(22)20(18)24/h1-10,23-24H
• InChI key: BRTBEAXHUYEXSY-UHFFFAOYSA-N

Description

Application

(R)-(+)-3,3′-Dibromo-1,1′-bi-2-naphthol reacts with zirconium(IV) tert-butoxide to form a chiral zirconium complex, which can efficiently catalyze:

• anti-selective catalytic asymmetric aldol reactions of silyl enol ethers with aldehydes
• asymmetric intramolecular [3+2] cycloaddition of hydrazone/olefins

Safety Information

• Pictograms: GHS09
• Signal Word: Warning
• Hazard Statements: H410
• Precautionary Statements: P273 - P501
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves