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(S)-(-)-1,1'-Bi-2-naphthol
PRICE INQUIRYCatalog Number
ACM18531992-2
Product Name
(S)-(-)-1,1'-Bi-2-naphthol
Structure
![{[CurrentData.Name]}](https://resource.alfachemic.com/structure/18531-99-2.gif)
CAS
18531-99-2
Synonyms
-binaphthyl; (+)-2,2'-Dihydroxy-1,1'-dinaphthyl; (+)-Bi-2-naphthol; [1,1']-binaphthalenyl-2,2'-diol; [1,1'-Binaphthalene]-2,2'-diol, (1S)-; DB-002116; SC-01966; (-)-2,2 inverted exclamation marka-Dihydroxy-1,1 inverted exclamation marka-dinaphthyl; PubChem14767; HOC10H6C10H6OH;
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
The purpose of (S)-(-)-1,1'-Bi-2-naphthol, a chiral ligand that appears as a white to light yellow crystal powder, is to serve as an effective component in the formation of chiral catalysts. When combined with titanium(IV) isopropoxide, it forms the (S)-(-)-BINOL-Ti complex, which is instrumental in catalyzing several asymmetric chemical reactions. These include the asymmetric addition of alkynylzinc to unactivated ketones, the enantioselective ring-opening of meso-stilbene oxide and cyclohexene oxide using anilines, and the asymmetric aryl transfers from triaryl(tetrahydrofuran)aluminum reagents to various ketones. Additionally, it can interact with a zirconium(IV) isopropoxide isopropanol complex to create a chiral Lewis acid catalyst, facilitating the enantioselective allylation of aldehydes with allyltributyltin.
April 8, 2025
Essential Chiral Ligand for Advanced Research
As a researcher, Alfa Chemistry's (S)-(-)-1,1'-Bi-2-naphthol is indispensable for chiral catalysis. The product's crystal powder form performed remarkably in asymmetric ketone reactions and meso-stilbene oxide ring openings. Exceptional results and reliable quality!
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