(S)-BINOL

(S)-(-)-1,1'-Bi-2-naphthol
CAS Number
18531-99-2
PubChem
Molecular Formula
C20H14O2
Molecular Weight
286.32 g/mol
Chiral Ligands Catalysts
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(S)-BINOL is one of the most versatile chiral ligands in asymmetric catalysis, serving as the precursor for chiral phosphoric acids, BINAP, BINAL-H, and numerous metal complexes. Its axial chirality enables high enantioselectivity in diverse transformations.

Applications

  • Asymmetric Diels-Alder reactions (Al-BINOL)
  • Enantioselective alkylation of aldehydes (Ti-BINOL)
  • Chiral phosphoric acid organocatalysis
  • Asymmetric cyanosilylation and aldol reactions

Specifications

Property Value
CAS 18531-99-2
Molecular Formula C20H14O2
Molecular Weight 286.32 g/mol
Purity >99.5%
Optical Rotation [α]D -34° (c 1, THF)

Features

  • Foundational scaffold for chiral ligand design
  • Easy derivatization at 3,3’-positions
  • High chemical and optical stability
  • Cost-effective at production scale

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