Cas no 3594-94-3 ([1,1'-Binaphthalene]-2,2'-diyldimethanol)

[1,1'-Binaphthalene]-2,2'-diyldimethanol is a chiral diol derivative of 1,1'-binaphthyl, widely utilized in asymmetric synthesis and catalysis due to its rigid, axially chiral framework. The compound serves as a versatile building block for chiral ligands, auxiliaries, and polymers, offering high stereoselectivity in enantioselective transformations. Its two hydroxymethyl groups enable facile functionalization, while the binaphthyl core provides excellent stability and configurational rigidity. This makes it particularly valuable in the development of chiral catalysts for C–C bond-forming reactions, such as asymmetric hydrogenation and cross-coupling. The product’s well-defined stereochemistry and synthetic adaptability make it a preferred choice for applications in pharmaceuticals, materials science, and fine chemical synthesis.
[1,1'-Binaphthalene]-2,2'-diyldimethanol structure
3594-94-3 structure
Product Name:[1,1'-Binaphthalene]-2,2'-diyldimethanol
CAS No:3594-94-3
MF:C22H18O2
MW:314.377126216888
MDL:MFCD00185744
CID:3061938
PubChem ID:4374049
Update Time:2025-10-25

[1,1'-Binaphthalene]-2,2'-diyldimethanol Chemical and Physical Properties

Names and Identifiers

    • [1,1'-Binaphthalene]-2,2'-diyldimethanol
    • SCHEMBL8050013
    • G68322
    • MBKVMGGUKWIVDS-UHFFFAOYSA-N
    • 76373-22-3
    • (R)-[1,1'-Binaphthalene]-2,2'-diyldimethanol
    • 2,2'-Bis(hydroxymethyl)-1,1'-binaphthyl
    • 3594-94-3
    • AKOS024284870
    • [1-[2-(hydroxymethyl)naphthalen-1-yl]naphthalen-2-yl]methanol
    • 76373-23-4
    • 651-823-2
    • MFCD00185744
    • Naphthalene, 1-(2-hydroxymethylnaphthyl-1)-2-hydroxymethyl-
    • (S)-[1,1'-Binaphthalene]-2,2'-diyldimethanol
    • 1,1'-BINAPHTHYL-2,2'-DIMETHANOL
    • MDL： MFCD00185744
    • Inchi： 1S/C22H18O2/c23-13-17-11-9-15-5-1-3-7-19(15)21(17)22-18(14-24)12-10-16-6-2-4-8-20(16)22/h1-12,23-24H,13-14H2
    • InChI Key： MBKVMGGUKWIVDS-UHFFFAOYSA-N
    • SMILES： OCC1C=CC2C=CC=CC=2C=1C1=C(CO)C=CC2C=CC=CC1=2

Computed Properties

  • Exact Mass: 314.130679813Da
  • Monoisotopic Mass: 314.130679813Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 24
  • Rotatable Bond Count: 3
  • Complexity: 371
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.3
  • Topological Polar Surface Area: 40.5?2

[1,1'-Binaphthalene]-2,2'-diyldimethanol Pricemore >>

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[1,1'-Binaphthalene]-2,2'-diyldimethanol Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:3594-94-3)[1,1'-Binaphthalene]-2,2'-diyldimethanol
Order Number:A1157156
Stock Status:in Stock
Quantity:50mg
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 23:37
Price ($):160.0

[1,1'-Binaphthalene]-2,2'-diyldimethanol Related Literature

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Additional information on [1,1'-Binaphthalene]-2,2'-diyldimethanol

Comprehensive Overview of [1,1'-Binaphthalene]-2,2'-diyldimethanol (CAS No. 3594-94-3)

[1,1'-Binaphthalene]-2,2'-diyldimethanol (CAS No. 3594-94-3) is a highly versatile organic compound widely used in asymmetric synthesis, chiral catalysis, and advanced material science. This binaphthyl-based diol derivative is renowned for its unique structural properties, which enable it to serve as a critical building block in pharmaceuticals, agrochemicals, and functional materials. Researchers and industries are increasingly focusing on this compound due to its chiral recognition capabilities and its role in enantioselective reactions, making it a hot topic in modern organic chemistry.

The compound's rigid binaphthyl backbone provides exceptional stereochemical control, which is essential for designing chiral ligands and catalysts. Recent studies highlight its applications in asymmetric hydrogenation and C-C bond formation, addressing the growing demand for enantiopure compounds in drug development. With the rise of green chemistry trends, [1,1'-Binaphthalene]-2,2'-diyldimethanol is also being explored for eco-friendly catalytic systems, aligning with global sustainability goals.

In material science, this compound contributes to the development of chiral polymers and liquid crystals, which are pivotal for optoelectronic devices and display technologies. Its ability to form stable supramolecular assemblies has sparked interest in nanotechnology and sensor applications. As industries seek high-performance materials, the demand for CAS No. 3594-94-3 continues to grow, driven by innovations in organic electronics and photonics.

From a synthetic perspective, the preparation of [1,1'-Binaphthalene]-2,2'-diyldimethanol involves selective oxidation and reduction steps, often employing transition metal catalysts. Recent advancements in flow chemistry have optimized its production, reducing costs and improving yields. This progress is particularly relevant to pharmaceutical manufacturers aiming to scale up chiral intermediate synthesis efficiently.

The compound's structural analogs, such as BINOL and BINAP, are well-known in academia and industry, but [1,1'-Binaphthalene]-2,2'-diyldimethanol offers distinct advantages in certain stereospecific transformations. Its dual hydroxyl groups provide additional functionalization sites, enabling tailored modifications for specific applications. This flexibility has made it a subject of numerous patents and research publications, reflecting its commercial and scientific significance.

In summary, [1,1'-Binaphthalene]-2,2'-diyldimethanol (CAS No. 3594-94-3) is a cornerstone of modern chiral chemistry and material innovation. Its multifaceted applications, coupled with ongoing research into sustainable synthesis and advanced functionalities, ensure its continued relevance in cutting-edge scientific and industrial endeavors.

3594-94-3 ([1,1'-Binaphthalene]-2,2'-diyldimethanol) Related Products

Recommended suppliers
Amadis Chemical Company Limited
(CAS:3594-94-3)[1,1'-Binaphthalene]-2,2'-diyldimethanol
A1157156
Purity:99%
Quantity:50mg
Price ($):160.0
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