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1,1'-Bi-2-naphthol
PRICE INQUIRYCatalog Number
ACM602095-2
Product Name
1,1'-Bi-2-naphthol
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/602-09-5.gif)
CAS
602-09-5
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
1
EC Number
606-050-5
Exact Mass
286.099g/mol
H-Bond Acceptor
2
H-Bond Donor
2
Heavy Atom Count
22
Monoisotopic Mass
286.099g/mol
NSC Number
27049
Rotatable Bond Count
1
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.
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