(R)-(-)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate), CAS No. 126613-06-7

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126613-06-7

Catalog No. EBD19441

CAS 126613-06-7

Name (R)-(-)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate)

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Basic Information

Synonyms: TrifluoromethanesulfonicAcid2'-Trifluoromethanesulfonyloxy-[1,1']Binaphthalenyl-2-YlEster (R)-(-)-1,1'-Binaphthyl-2,2'-DiylBis(Trifluoromethanesulfonate) (R)-1,1'-Binaphthyl-2,2'-DiylBis(Trifluoromethane)Sulphonate (R)-(-)-1,1'-Bis(2-Naphthol)Ditriflate (R)-1,1'-Binaphthalene-2,2'-DiylBis(Trifluoromethanesulfonate) (R)-(-)-1,1'-Bi-2-NaphthylBis-Trifluoromethanesulfonate (R)-(-)-1,1'-Bi-2-NaphtholBis(Trifluoromethanesulfonate) 1,1'-Binaphthalene-2,2'-DiylBis(Trifluoromethanesulfonate) (R)-(-)-BINOL-TF2 (R)-(-)-1,1'-Binaphthol-2,2'-bis(trifluoromethanesulfonate) (R)-(-)-1,1'-

Molecular Formula: C22H12F6O6S2

Molecular Weight: 550.45

MDL Number: MFCD00274615

Categories: Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

Product Description:

(R)-(-)-1,1'-Bi-2-naphthol bis(trifluoromethanesulfonate), CAS 126613-06-7, is a chiral derivative of (R)-1,1'-Bi-2-naphthol (BINOL). It is a key synthetic intermediate and precursor for the preparation of various chiral ligands and catalysts. The introduction of the trifluoromethanesulfonate (triflate) groups significantly enhances the reactivity of the hydroxyl positions, making it a versatile electrophile for cross-coupling reactions and other transformations. Its primary application lies in materials science and asymmetric synthesis. It serves as a crucial building block for constructing sophisticated chiral ligands, such as BINAP derivatives and other phosphine ligands, which are indispensable in asymmetric catalysis for producing enantiomerically pure compounds. Furthermore, due to the inherent chirality and extended π-conjugated system of the BINOL scaffold, derivatives of this compound are also explored in the development of chiral organic electronic materials, including circularly polarized luminescence (CPL) materials and chiral sensors. The compound is typically handled under inert atmosphere due to the moisture-sensitive nature of the triflate groups. It is a valuable tool for researchers in organic chemistry, catalysis, and advanced materials development, enabling the synthesis of complex chiral architectures with high precision.

Physical Properties

Melting Point: 82-85 °C(lit.)

Boiling Point: 578.8 °C at 760 mmHg

Flash Point: 303.9 °C

Density: 1.591 g/cm3

Solubility: Insoluble

Safety Information

Packing Level: II

Hazard Category: 8

Transport Codes: 3261

Analytical Data

Appearance: white powder