Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

440590

Sigma-Aldrich

(R)-(−)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate)

97%

Synonym(s):

(R)-1,1′-Bi(2-naphthol) bis(trifluoromethanesulfonate), (R)-1,1′-Binaphthalene-2,2′-diyl bis(trifluoromethanesulfonate)

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
(CF3SO3C10H6-)2
CAS Number:
126613-06-7
Molecular Weight:
550.45
Beilstein:
4282753
MDL number:
MFCD00274615
UNSPSC Code:
12352005
PubChem Substance ID:
24867612
NACRES:
NA.22

Assay

97%

optical activity

[α]23/D −146°, c = 1 in chloroform

mp

82-85 °C (lit.)

SMILES string

FC(F)(F)S(=O)(=O)Oc1ccc2ccccc2c1-c3c(OS(=O)(=O)C(F)(F)F)ccc4ccccc34

InChI

1S/C22H12F6O6S2/c23-21(24,25)35(29,30)33-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)34-36(31,32)22(26,27)28/h1-12H

InChI key

OYJLCOSEYYZULE-UHFFFAOYSA-N

Application

(R)-(−)-1,1′-Bi-2-naphthol bis(trifluoromethanesulfonate) can be used:
  • In the synthesis of heterobidentate ligands for asymmetric catalysis.
  • To prepare 2-(diphenylphosphino)-2′-alkoxy-1,1′-binaphthyls by reacting with bis(aryl) phosphonic acids.
  • As a starting material for the synthesis of binaphthyl based rhodium catalysts used in the hydrogenation of styrene.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
16413ER
07906BQ
00411TI

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Palladium-catalysed asymmetric allylic alkylation in the presence of a chiral `light fluorous? phosphine ligand
Cavazzini M, et al.
Chemical Communications (Cambridge, England), 13, 1220-1221 (2001)
New perfluorinated rhodium-BINAP catalysts and hydrogenation of styrene in supercritical CO2
Altinel H, et al.
Journal of Supercritical Fluids, 51(2), 202-208 (2009)
Synthesis of chiral 2, 2′-bis (diphenylphosphino)-1, 1′-binaphthyl (BINAP) via a novel nickel-catalyzed phosphine insertion
Cai D, et al.
The Journal of Organic Chemistry, 59(23), 7180-7181 (1994)
Novel heterobidentate ligands for asymmetric catalysis: Synthesis and rhodium-catalysed reactions of S-alkyl (R)-2-diphenylphosphino-1, 1′-binaphthyl-2′-thiol
Gladiali S, et al.
Tetrahedron Asymmetry, 5(7), 1143-1146 (1994)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service