CAS 18531-99-2

(-)-Binol

Description:

(-)-Binol, also known as 1,1'-bi-2-naphthol, is a chiral organic compound characterized by its two naphthalene rings connected by a single bond, with hydroxyl groups (-OH) positioned at the 1 and 1' positions. This compound is notable for its ability to act as a chiral ligand in asymmetric synthesis, making it valuable in various chemical reactions, particularly in catalysis. (-)-Binol exhibits strong optical activity due to its chiral nature, allowing it to rotate plane-polarized light. It is typically a white to off-white crystalline solid and is soluble in organic solvents such as ethanol and acetone, but less soluble in water. The compound's stereochemistry plays a crucial role in its reactivity and interactions, making it a key player in the development of enantioselective processes in organic chemistry. Additionally, (-)-Binol can undergo various transformations, including oxidation and esterification, further expanding its utility in synthetic applications.

Formula: C₂₀H₁₄O₂

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: InChIKey=PPTXVXKCQZKFBN-UHFFFAOYSA-N

SMILES: OC1=C(C2=C(C=C1)C=CC=C2)C=3C4=C(C=CC3O)C=CC=C4

Synonyms:

• (-)-(1S)-[1,1'-Binaphthalene]-2,2'-diol
• (-)-1,1'-Bi-2-naphthol
• (-)-1,1'-Binaphthyl-2,2'-diol
• (-)-1,1′-Bis(2-naphthol)
• (-)-2,2'-Dihydroxy-1,1'-binaphthalene
• (-)-2,2'-Dihydroxy-1,1'-dinaphthyl
• (-)-2,2′-Binaphthol
• (-)-2,2′-Dihydroxydinaphthyl
• (-)-Bi-β-naphthol
• (-)-Binol
• (-)-S-1,1'-Binaphthyl-2,2'-diol
• (R)-(+)-1,1'-Bi(2,2'-Naphthol)
• (R)-(+)-1,1'-Binaphthyl-2,2'-Diol
• (R)-(+)-1,1'-Bis(2-Naphthol)
• (R)-(+)-2,2'-Dihydroxy-1,1'-binaphthyl
• (R)-[1,1]-Binaphthalenyl-2,2'-Diol
• (S)-(-)-1,1'-Bi-2-Nanphthol
• (S)-(-)-1,1'-Bi-2-naphthol
• (S)-(-)-1,1'-Binaphthalene-2,2'-Diol
• (S)-(-)-2,2'-Dihydroxy-1,1'-binaphthalene
• (S)-(-)-Bi-2-naphthol
• (S)-(-)-Binol
• (S)-1,1'-Bi-2,2'-naphthol
• (S)-1,1'-Binaphthol
• (S)-1,1'-Bis-2-naphthol
• (S)-Binaphth-2-ol
• (S)-Binaphthol
• Bis-1,1'-Naphth-2-Ol, (S)-(-)-
• R(+)-1,1'-Binaphthalene-2,2'-Diol
• S-(-)-2,2'-Dihydroxy-1,1'-binaphthyl
• [1,1'-Binaphthalene]-2,2'-diol, (1S)-

(S)-(-)-1,1'-Bi-2-naphthol

CAS: 18531-99-2

Formula: C₂₀H₁₄O₂

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 286.33

Ref: 3B-B1100

(S)-(-)-1,1'-Bi(2-naphthol), 99%

CAS: 18531-99-2

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₂₀H₁₄O₂

Purity: 99%

Color and Shape: Crystals or powder or crystalline powder, White to pale cream to pale brown

Molecular weight: 286.33

Ref: 02-L08423

S-(-)-1,1'-Bi-2-naphthol, 99% (S)-BINOL

CAS: 18531-99-2

S-(-)-1,1'-Bi-2-naphthol, 99% (S)-BINOL

Formula: HOC₁₀H₆C₁₀H₆OH

Purity: 99%

Color and Shape: white to off-white pwdr.

Molecular weight: 286.33

Ref: 08-08-1001

(S)-Binol (1-(2-Hydroxynaphthalen-1-yl)naphthalene-2-ol)

CAS: 18531-99-2

Polyphenols, nesoi

Formula: C₂₀H₁₄O₂

Color and Shape: White Powder

Molecular weight: 286.09938

Ref: 45-1A07040

[1,1'-Binaphthalene]-2,2'-diol, (1S)-

CAS: 18531-99-2

Formula: C₂₀H₁₄O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 286.3240

Ref: IN-DA00I1JO

(S)-(-)-1,1''-Bi-2-naphthol

CAS: 18531-99-2

Formula: C₂₀H₁₄O₂

Molecular weight: 286.33

Ref: 7W-GK8743

(S)-2,2'-Dihydroxy-[1,1']-binaphthyl

CAS: 18531-99-2

(S)-2,2'-Dihydroxy-[1,1']-binaphthyl

Formula: C₂₀H₁₄O₂

Purity: 98%

Color and Shape: white powder

Molecular weight: 286.32g/mol

Ref: 54-OR6693

S-(-)-1,1′-Bi-2-naphthol

CAS: 18531-99-2

Formula: C₂₀H₁₄O₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 286.33

Ref: 10-F023263

(S)-1,1'-Bi-2-Naphthol

CAS: 18531-99-2

The chemical structure of 1,1'-bi-2-naphthol is an alkanoic acid with a hydroxyl group. It has been shown to react in the presence of amines and sodium salts to form hydrogen bonding interactions. The x-ray crystal structures of magnesium salt and hydrogen bonding interactions were found to have a steric interaction with the fatty acids. The reaction mechanism for 1,1'-bi-2-naphthol is similar to that of other alkanoic acids: it reacts with a nucleophilic compound, such as water or ammonia, to produce an alcohol (hydroxyl group). When these reactions occur intramolecularly, the hydrogen bonds are formed between adjacent molecules.

Formula: C₂₀H₁₄O₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 286.32 g/mol

Ref: 3D-FB01811

(1S)-[1,1'-Binaphthalene]-2,2'-diol

Controlled Product

CAS: 18531-99-2

Applications (1S)-[1,1'-Binaphthalene]-2,2'-diol is used in the stereoselective synthesis of Peloruside A. Also used in the synthesis of BINAP-based aminophosphines.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Raghavan, S. et al.: Tetrahedron, 69, 4835 (2013); Anstiss, C. et al.: Mol., 18, 2788 (2013);

Formula: C₂₀H₁₄O₂

Color and Shape: Neat

Molecular weight: 286.32

Ref: TR-B387020