Binol丨CAS 18531-99-2

Binol丨CAS 18531-99-2
Product Introduction:
Catalog No.: SS119186
CAS No.: 18531-99-2
Purity(HPLC): 99.0%min Chiral Purity: 99.0%ee min
Product Name: Binol
Molecular Formula: C20H14O2
Molecular Weight: 286.33
Synonym(s): (S)-(−)-1,1′-Bi(2-naphthol)
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Technical Parameters
Description

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Specifications

 

Appearance White to light yellow crystalline powder
Purity (HPLC) 99.0% min
Chiral Purity 99.0% ee min
Melting Point 208–211 ℃
Specific Rotation [α]22/D (C=1 in THF) -34° ± 0.5°

 

 

 

Applications

 

Binol (1,1'-Bi-2-naphthol, CAS 18531-99-2) is a versatile chiral diol widely used in asymmetric synthesis, catalysis, and materials science. In organic chemistry, it serves as a key ligand for metal-catalyzed asymmetric reactions, including enantioselective reductions, additions, and cross-coupling reactions, enabling the production of chiral molecules with high optical purity. Binol is also used to prepare chiral phosphoric acids, BINOL-derived catalysts, and other chiral auxiliaries for stereoselective transformations. Beyond catalysis, it finds applications in the synthesis of optically active ligands for coordination chemistry, as a precursor for functional materials, and in the development of nonlinear optical compounds due to its rigid, planar, and conjugated structure. Its chirality and structural rigidity make it highly valuable in pharmaceutical synthesis, agrochemical development, and fine chemical research.

 

Benefits

 

The benefits of Binol arise from its high optical purity, rigid chiral structure, and versatility as a ligand or building block. Its two naphthol units provide strong binding to metal centers, enabling precise control over stereochemistry in asymmetric catalysis. Binol's chemical stability and solubility in organic solvents facilitate its use under various reaction conditions, including high temperature and strong acids or bases. Its modular structure allows derivatization to produce phosphoric acids, sulfonamides, and other functional ligands for tailored catalytic performance. These characteristics enable efficient, high-yielding, and highly enantioselective reactions, making Binol a preferred chiral auxiliary in academic research and industrial synthesis of optically active compounds.

 

Conclusion

 

Binol (CAS 18531-99-2) is a highly valuable chiral diol used in asymmetric catalysis, ligand development, and materials research. Its rigid, planar, and optically pure structure allows precise stereochemical control, supporting the synthesis of enantiomerically enriched molecules. By enabling efficient, selective, and versatile transformations, Binol remains a cornerstone in modern organic synthesis, pharmaceutical research, and fine chemical development.

 

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