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  • 674591 - (R)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol

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674591 Sigma-Aldrich

(R)-(+)-3,3′-Bis(3,5-bis(trifluoromethyl)phenyl)-1,1′-bi-2-naphthol

95%

  • CAS Number 756491-54-0

  • Empirical Formula (Hill Notation) C36H18F12O2

  • Molecular Weight 710.51

  •  MDL number MFCD08689862

  •  PubChem Substance ID 24885224

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, BINOLs, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, Privileged Ligands and Complexes More...
assay   95%
optical activity   [α]22/D 45°, c = 1 in chloroform
mp   216-220 °C
InChI   1S/C36H18F12O2/c37-33(38,39)21-9-19(10-22(15-21)34(40,41)42)27-13-17-5-1-3-7-25(17)29(31(27)49)30-26-8-4-2-6-18(26)14-28(32(30)50)20-11-23(35(43,44)45)16-24(12-20)36(46,47)48/h1-16,49-50H
InChI key   PGXMYJSTCAQJBY-UHFFFAOYSA-N

Description

Packaging

100 mg in clear glass bottle

Application

Precursor to a chiral Bronsted acid (680184) used to catalyze an enantioselective aza Diels-Alder reaction providing bicyclic lactams. Rare earth metal complexes of this chiral binapthol catalyze an intramolecular hydroamination of amino olefins leading to chiral pyrrolidines.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Protocols & Articles

Articles

BINOL and Derivatives

BINOL and its derivatives are one of the mostly widely used classes of ligands in asymmetric synthesis; being utilized in a broad array of reactions including: Diels–Alder, carbonyl addition and redu...
William Sommer and Daniel Weibel
Aldrich ChemFiles 2008, 8.2, 56.
Keywords: Addition reactions, Alkylations, Amidations, Asymmetric synthesis, Building blocks, Catalysis, Cycloadditions, Diels-Alder reaction, Ligands, Methods, Organic synthesis, Reductions

Peer-Reviewed Papers
15

References

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