Cas no 32587-64-7 ((S)-2,2'-Dimethyl-1,1'-binaphthyl)

(S)-2,2'-Dimethyl-1,1'-binaphthyl is a chiral binaphthyl derivative widely employed as a ligand or building block in asymmetric synthesis and catalysis. Its rigid, axially chiral structure imparts high stereoselectivity in reactions such as hydrogenation, coupling, and oxidation. The methyl substituents at the 2- and 2'-positions enhance steric hindrance, improving enantioselectivity in catalytic systems. This compound is particularly valued for its stability and compatibility with transition metals, making it useful in designing chiral catalysts for pharmaceutical and fine chemical applications. Its high purity and well-defined configuration ensure reproducible performance in stereocontrolled transformations.
(S)-2,2'-Dimethyl-1,1'-binaphthyl structure
32587-64-7 structure
Product Name:(S)-2,2'-Dimethyl-1,1'-binaphthyl
CAS No:32587-64-7
MF:C14H14
MW:182.260963916779
MDL:MFCD01863647
CID:305120
PubChem ID:87569224
Update Time:2025-05-26

(S)-2,2'-Dimethyl-1,1'-binaphthyl Chemical and Physical Properties

Names and Identifiers

    • 1,1'-Binaphthalene,2,2'-dimethyl-, (1S)-
    • (S)-2,2'-Dimethyl-1,1'-binaphthyl
    • (S)-2,2_-Dimethyl-1,1_-binaphthalene
    • 2,2'-DIMETHYLBIPHENYL
    • D1717
    • 2,2/'-Dimethylbiphenyl
    • InChI=1/C14H14/c1-11-7-3-5-9-13(11)14-10-6-4-8-12(14)2/h3-10H,1-2H3
    • AMY33150
    • 2,2'-Ditolyl
    • 1,1'-Biphenyl,2,2'-dimethyl-
    • 1-methyl-2-(o-tolyl)benzene
    • SY052246
    • MFCD00048075
    • o,o'-Bitoluene
    • 2,2 inverted exclamation mark -Dimethylbiphenyl
    • NS00096163
    • bitolyl
    • NSC 90724
    • 1-Methyl-2-(2'-methylphenyl)benzene
    • 32587-64-7
    • NSC-90724
    • 605-39-0
    • 2,2'-Dimethylbiphenyl, 97%
    • 1,1'-Biphenyl, 2,2'-dimethyl-
    • AS-65015
    • CS-0152961
    • UNII-P9P5OL2E2J
    • 2,2'-Bitolyl
    • 1-methyl-2-(2-methylphenyl)benzene
    • P9P5OL2E2J
    • 2,2'-DIMETHYL-1,1'-BIPHENYL
    • o,o'-Bitolyl
    • NSC90724
    • bitoluene
    • DTXSID7060540
    • AKOS015842369
    • FT-0658117
    • A832769
    • ABMKWMASVFVTMD-UHFFFAOYSA-
    • 1,1'-Binaphthalene, 2,2'-dimethyl-, (1S)-
    • MDL： MFCD01863647
    • Inchi： 1S/C14H14/c1-11-7-3-5-9-13(11)14-10-6-4-8-12(14)2/h3-10H,1-2H3
    • InChI Key： ABMKWMASVFVTMD-UHFFFAOYSA-N
    • SMILES： C1(C=CC=CC=1C)C1C=CC=CC=1C

Computed Properties

  • Exact Mass: 182.11000
  • Monoisotopic Mass: 282.141
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 1
  • Complexity: 336
  • 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
  • Topological Polar Surface Area: 0A^2
  • XLogP3: 4.3

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.105±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 72-74 oC (methanol )
  • Boiling Point: 401.8oC at 760 mmHg
  • Flash Point: >230?°F
  • Refractive Index: n20/D 1.5745(lit.)
  • Solubility: Insuluble (6.5E-5 g/L) (25 oC),
  • PSA: 0.00000
  • LogP: 3.97040
  • Solubility: Not determined

(S)-2,2'-Dimethyl-1,1'-binaphthyl Security Information

  • WGK Germany：3

(S)-2,2'-Dimethyl-1,1'-binaphthyl Customs Data

  • HS CODE：2902909090
  • Customs Data：

    China Customs Code:

    2902909090

    Overview:

    2902909090. Other aromatic hydrocarbons. VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:2.0%. general tariff:30.0%

    Declaration elements:

    Product Name, component content

    Summary:

    2902909090 other aromatic hydrocarbons.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:2.0%.General tariff:30.0%

(S)-2,2'-Dimethyl-1,1'-binaphthyl Pricemore >>

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(S)-2,2'-Dimethyl-1,1'-binaphthyl Suppliers

Amadis Chemical Company Limited
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(CAS:32587-64-7)(S)-2,2'-Dimethyl-1,1'-binaphthyl
Order Number:A967382
Stock Status:in Stock
Quantity:1g/5g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 16:19
Price ($):177.0/569.0

(S)-2,2'-Dimethyl-1,1'-binaphthyl Related Literature

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Additional information on (S)-2,2'-Dimethyl-1,1'-binaphthyl

Comprehensive Overview of (S)-2,2'-Dimethyl-1,1'-binaphthyl (CAS No. 32587-64-7): Properties, Applications, and Industry Insights

(S)-2,2'-Dimethyl-1,1'-binaphthyl (CAS No. 32587-64-7) is a chiral organic compound widely recognized for its unique structural features and versatile applications in asymmetric synthesis, catalysis, and material science. This binaphthyl derivative belongs to the class of axially chiral compounds, characterized by restricted rotation around the central bond, which imparts exceptional stereochemical control in chemical reactions. Its methyl-substituted naphthalene rings enhance steric hindrance, making it a valuable scaffold for designing chiral ligands and catalysts.

In recent years, the demand for enantioselective synthesis has surged, driven by the pharmaceutical industry's need for optically pure active pharmaceutical ingredients (APIs). Researchers frequently search for "best chiral auxiliaries for asymmetric reactions" or "how to improve enantiomeric excess in catalysis," highlighting the relevance of compounds like (S)-2,2'-Dimethyl-1,1'-binaphthyl. Its rigid backbone and tunable sterics make it ideal for constructing metal-organic frameworks (MOFs) and supramolecular architectures, addressing trending topics such as "sustainable catalysis" and "green chemistry."

The compound's CAS No. 32587-64-7 is frequently referenced in patents and academic journals, particularly in studies exploring "C–H activation" and "cross-coupling reactions." Its derivatives are pivotal in developing phosphine ligands (e.g., BINAP analogs), which are critical for Nobel Prize-winning transformations like asymmetric hydrogenation. Users often inquire about "alternatives to BINAP in catalysis" or "cost-effective chiral ligands," positioning this compound as a practical solution.

From a material science perspective, (S)-2,2'-Dimethyl-1,1'-binaphthyl contributes to advancements in organic electronics and liquid crystals. Its extended π-conjugation system enables applications in OLEDs and photovoltaic devices, aligning with searches for "organic semiconductors with high thermal stability." The compound's methyl groups further modulate solubility and crystallinity, key factors in device performance.

Quality control and synthesis optimization are common concerns among industrial users. Queries like "HPLC methods for chiral purity analysis" or "scaling up binaphthyl derivatives" underscore the need for detailed technical data. The compound's stereochemical integrity is typically verified via X-ray crystallography or circular dichroism (CD), ensuring compliance with regulatory standards for chiral intermediates.

In summary, (S)-2,2'-Dimethyl-1,1'-binaphthyl (CAS No. 32587-64-7) bridges multiple disciplines, from asymmetric catalysis to functional materials. Its synergy with emerging technologies and alignment with industry pain points—such as "reducing catalyst loading" or "improving recyclability"—solidifies its role as a cornerstone in modern chemistry. Future research may explore its potential in artificial enzymes or chiral sensing, further expanding its scientific footprint.

32587-64-7 ((S)-2,2'-Dimethyl-1,1'-binaphthyl) Related Products

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Amadis Chemical Company Limited
(CAS:32587-64-7)(S)-2,2'-Dimethyl-1,1'-binaphthyl
A967382
Purity:99%/99%
Quantity:1g/5g
Price ($):177.0/569.0
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