CAS 18531-94-7

(+)-BINOL

Description:

(+)-BINOL, or 1,1'-bi-2-naphthol, is a chiral organic compound characterized by its two naphthalene rings connected by a single bond with hydroxyl groups at the 1 and 1' positions. It is a colorless to pale yellow solid that is sparingly soluble in water but soluble in organic solvents such as ethanol and ether. The compound exhibits strong optical activity due to its chiral nature, making it an important building block in asymmetric synthesis and a key ligand in various catalytic processes. (+)-BINOL can participate in hydrogen bonding due to its hydroxyl groups, influencing its reactivity and interactions with other molecules. It is widely used in the synthesis of chiral catalysts and in the development of enantioselective reactions, particularly in the field of organic chemistry. Additionally, its derivatives can serve as precursors for more complex organic compounds, showcasing its versatility 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:

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

(R)-(+)-1,1'-Bi-2-naphthol

CAS: 18531-94-7

Formula: C₂₀H₁₄O₂

Purity: >98.0%(T)(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 286.33

Ref: 3B-B1142

(R)-(+)-1,1'-Bi(2-naphthol), 99%

CAS: 18531-94-7

It is used in biosynthetic preparation for enantioselective oxidation of naphthols to binaphthyldiols with horseradish peroxidase catalyst. A chiral auxiliary used in the catalytic asymmetric oxidation of sulfides to sulfoxides. Chiral lanthanide triflates formed from binaphthol serve as catalysts f

Formula: C₂₀H₁₄O₂

Purity: 99%

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

Molecular weight: 286.33

Ref: 02-L08305

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

CAS: 18531-94-7

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

Formula: HOC₁₀H₆C₁₀H₆OH

Purity: 99%

Color and Shape: white to off-white pwdr.

Molecular weight: 286.33

Ref: 08-08-1000

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

CAS: 18531-94-7

Formula: C₂₀H₁₄O₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 286.3240

Ref: IN-DA0032DW

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

CAS: 18531-94-7

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

Formula: C₂₀H₁₄O₂

Purity: 97%

Color and Shape: white powder

Molecular weight: 286.32g/mol

Ref: 54-OR6692

(R)-(+)-1,1''-Bi-2-naphthol

CAS: 18531-94-7

Formula: C₂₀H₁₄O₂

Purity: ≥ 99.0%

Color and Shape: White to off-white powder

Molecular weight: 286.33

Ref: 7W-GK0559

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

CAS: 18531-94-7

(R)-1,1'-Bi-2-Naphthol is an organic compound that is made from the hydrogenation of 2-naphthol. The sodium salts of this compound are chiral and can be used to synthesize racemic mixtures with a high degree of optical purity. The x-ray crystal structures of (R)-1,1'-Bi-2-Naphthol have been studied in detail and show that this molecule exhibits intermolecular hydrogen bonding interactions. It also has a steric interaction with the amine group which prevents rotation about the C3—C4 bond. Other interesting features include intramolecular hydrogen bonding interactions between the hydroxyl group and the alkanoic acid. This molecule also has a hydrophobic region consisting of three methyl groups that are connected to fatty acids.

Formula: C₂₀H₁₄O₂

Purity: Min. 98.5 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 286.32 g/mol

Ref: 3D-FB04526

R-(+)-1,1′-Bi-2-naphthol

CAS: 18531-94-7

Formula: C₂₀H₁₄O₂

Purity: 97%

Color and Shape: Solid, Crystalline Powder

Molecular weight: 286.33

Ref: 10-F023262

R-(+)-1,1'-Bi-2-Naphthol

Controlled Product

CAS: 18531-94-7

Applications R-(+)-1,1'-Bi-2-Naphthol is used in biosynthetic preparation for enantioselective oxidation of naphthols to binaphthyldiols with horseradish peroxidase catalyst.
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 Sridhar, M., et al.: Tetrahedron Lett., 38, 5695 (1997)

Formula: C₂₀H₁₄O₂

Color and Shape: Neat

Molecular weight: 286.32

Ref: TR-B387030