Basic information Reactions Safety Supplier Related

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

Basic information Reactions Safety Supplier Related

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

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
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(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
form 
powder to crystal
pka
7.78±0.50(Predicted)
color 
White to Light yellow to Light orange
optical activity
[α]20/D +49°, c = 1.8 in THF
CAS DataBase Reference
80655-81-8(CAS DataBase Reference)
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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

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(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 Properties

white 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-naphtholSupplier

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