CAS 602-09-5 1,1'-Bi-2-naphthol - Catalysts / Alfa Chemistry

Synonyms

Q-103560; AB1003930; (S)-(-)-1,1'-Bi-2-naphthol; s-(-); bi-2-naphthol; (S)-(-)-1,1 inverted exclamation marka-Binaphthalene-2,2 inverted exclamation marka-diol; CHEMBL138718; (+)-2,2 inverted exclamation marka-Dihydroxy-1,1 inverted exclamation marka-dinaphthyl; s-binol; F0001-0669;

IUPAC Name

1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol;

Molecular Weight

286.33g/mol

Molecular Formula

C20H14O2;

Canonical SMILES

C1=CC=C2C(=C1)C=CC(=C2C3=C(C=CC4=CC=CC=C43)O)O;

InChI

InChI=1S/C20H14O2/c21-17-11-9-13-5-1-3-7-15(13)19(17)20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H;

InChI Key

PPTXVXKCQZKFBN-UHFFFAOYSA-N;

Melting Point

215.5°C;

Storage

2-8°C

Complexity

346

Covalently-Bonded Unit Count

EC Number

606-050-5

Exact Mass

286.099g/mol

H-Bond Acceptor

H-Bond Donor

Heavy Atom Count

Monoisotopic Mass

286.099g/mol

NSC Number

27049

Rotatable Bond Count

Topological Polar Surface Area

40.5A^2

UNII

M6IDZ128WT

Application

1,1'-Bi-2-naphthol is a versatile compound known for its role as a chiral ligand in several important chemical reactions, including alkynylation, the Diels-Alder reaction, and asymmetric Michael addition reactions. Typically appearing as a white to yellowish-gray crystalline powder, this compound is soluble in methanol and should be stored in a cool, dark place at ambient temperatures for optimal preservation. Beyond its use in catalysis, 1,1'-Bi-2-naphthol also serves as a chiral separation agent and finds applications in the development of chiral liquid crystals, pharmaceuticals, and fragrances. Its properties and applications make it a significant component in the field of asymmetric synthesis and chiral chemistry.

March 27, 2025

Exceptional Chiral Ligand for Asymmetric Reactions

Using 1,1'-Bi-2-naphthol as a chiral ligand improved our asymmetric Michael addition results significantly. The product dissolved easily in methanol, facilitating smooth reaction protocols. Ideal for achieving precise enantioselective transformations in research.