(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol

(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol
  • CAS No.:80655-81-8
Other grades of this product :
(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Basic information
Reactions
Product Name:(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol
Synonyms:6'-DIBROMO-1,1'-BI-2-NAPHTHOL;(+/-)-6,6'-DIBROMO-2,2'-DIHYDROXY-1,1'-BINAPHTHYL;(+/-)-6,6'-DIBROMO-1,1'-BI-2-NAPHTHOL;6,6'-DIBROMO-1,1'-BI-2-NAPHTHOL;AURORA KA-7214;(R)-(-)-6,6'-DIBROMO-2,2'-DIHYDROXY-1,1'-BINAPHTHYL;(R)-(-)-6,6'-DIBROMO-1,1'-BI-NAPHTHOL;(R)-(-)-6,6'-DIBROMO 1,1'-BL-2-NAPHTHOL
CAS:80655-81-8
MF:C20H12Br2O2
MW:444.12
EINECS:632-860-3
Product Categories:BINOL Series;Chiral Oxygen;blocks;chiral;Asymmetric Synthesis;Synthetic Organic Chemistry;Bromides;Privileged Ligands and Complexes;BINOLs;Chiral Catalysts, Ligands, and Reagents
Mol File:80655-81-8.mol
(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Chemical Properties
Melting point 195-199 °C(lit.)
Boiling point 546.2±45.0 °C(Predicted)
density 1.5428 (rough estimate)
refractive index 1.4947 (estimate)
storage temp. Inert atmosphere,Room Temperature
solubility slightly sol. in Tetrahydrofuran
pka7.78±0.50(Predicted)
form powder to crystal
color White to Light yellow to Light orange
optical activity[α]20/D +49°, c = 1.8 in THF
CAS DataBase Reference80655-81-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-22
Safety Statements 26-36-37/39
WGK Germany 3
HS Code 29081990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Usage And Synthesis
Reactions
  • Ligand used to prepare a chiral zirconium catalyst useful in asymmetric Strecker reactions.
  • Ligand used in the zinc-catalyzed enantioselective Hetero Diels-Alder reaction.
  • Ligand used in asymmetric Friedel-Crafts reactions of pyrroles with glyoxylates. 
Chemical Propertieswhite to light yellow crystal powde
Uses(S)-(+)-6,6′-Dibromo-1,1′-bi-2-naphthol may be used in the synthesis of (2R,3S)-3-phenylisoserine hydrochloride. It may also be used in the synthesis of BINOL-derived chiral ligands with aryl substituents in the 6,6-positions. [BINOL=1,1′-bi-2-naphthol]
General Description(S)-(+)-6,6′-Dibromo-1,1′-bi-2-naphthol is an aromatic chiral Bronsted acid.
(S)-(-)-6,6'-Dibromo-1,1'-bi-2-naphthol Preparation Products And Raw materials

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