Cas no 53531-34-3 ((R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol)

(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol is a chiral fluorinated alcohol featuring an anthracene moiety, commonly employed as a resolving agent or chiral auxiliary in asymmetric synthesis. Its rigid anthryl group enhances stereoselectivity in reactions, while the trifluoromethyl group contributes to electronic modulation, improving reactivity in catalytic processes. This compound is particularly valuable in enantioselective transformations, such as the preparation of optically active intermediates for pharmaceuticals or agrochemicals. Its high optical purity and stability under various reaction conditions make it a reliable choice for chiral derivatization and stereochemical analysis. The compound’s distinct structural features also facilitate its use in fluorescence-based applications due to the anthracene chromophore.
(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol structure
53531-34-3 structure
Product Name:(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol
CAS No:53531-34-3
MF:C16H11F3O
MW:276.253154993057
MDL:MFCD00001260
CID:375554
PubChem ID:87577279
Update Time:2025-05-28

(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol Chemical and Physical Properties

Names and Identifiers

    • 9-Anthracenemethanol, a-(trifluoromethyl)-, (aR)-
    • (R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol [e.e. Determination Reagent by NMR]
    • (R)-(-)-2,2,2-TRIFLUORO-1-(9-ANTHRYL)ETHANOL
    • (R)-(?)-1-(9-Anthryl)-2,2,2-trifluoroethanol
    • (+)-1-(9-anthryl)-2,2,2-trifluoroethanol
    • (1R)-1-(9-Anthryl)-2,2,2-trifluoroethanol
    • (minus)-2,2,2-trifluoro-1-(9-anthryl)-*ethanol
    • (R)-(-)-1-(9-Anthryl)-2,2,2-trifluoroethanol
    • (R)-(-)-2,2,2-trifluoro-1-(9-anthryl)-ethanol
    • (R)-2,2,2-Trifluoro-1-(9-anthracenyl)ethanol
    • (R)-Pirkle's alcohol
    • Pirkle alcohol
    • Pirkle's alcohol
    • (R)-(-)-α-(Trifluoromethyl)-9-anthracenemethanol
    • (R)-1-(Anthracen-9-yl)-2,2,2-trifluoroethanol
    • ICZHJFWIOPYQCA-OAHLLOKOSA-N
    • ST50826068
    • (1R)-1-(9-anthracenyl)-2,2,2-trifluoroethanol
    • A829656
    • (R)-(-)-
    • A-(Trifluoromethyl)anthracene-9-methanol
    • (R)-(+)-2,2,2-trifluoro-1-(9-anthryl)ethanol
    • (1R)-1-(9-anthryl)-2,2,2-trifluoroethan-1-ol
    • (R)-(-)
    • 53531-34-3
    • AS-66602
    • 9-Anthracenemethanol, -(trifluoromethyl)-, (R)-
    • (R)-(-)-2
    • (R)-(-)-alpha-(Trifluoromethyl)anthracene-9-methanol
    • (R)-(-)-alpha-(Trifluoromethyl)-9-anthracenemethanol
    • T1520
    • (1R)-1-(anthracen-9-yl)-2,2,2-trifluoroethan-1-ol
    • D95306
    • MFCD00001260
    • (1R)-1-anthracen-9-yl-2,2,2-trifluoroethanol
    • AKOS024348891
    • SCHEMBL977301
    • (R)-1-anthracen-9-yl-2,2,2-trifluoroethanol
    • (1R)-1-(9-Anthryl)-2,2,2-trifluoroethanol; (R)-(-)-1-(9-Anthryl)-2,2,2-trifluoroethanol
    • (R)-(-)-1-(9-Anthryl)-2,2,2-trifluoroethanol, >=98%
    • (1R)-1-(ANTHRACEN-9-YL)-2,2,2-TRIFLUOROETHANOL
    • (R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol
    • MDL： MFCD00001260
    • Inchi： 1S/C16H11F3O/c17-16(18,19)15(20)14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-9,15,20H/t15-/m1/s1
    • InChI Key： ICZHJFWIOPYQCA-OAHLLOKOSA-N
    • SMILES： FC([C@@H](C1C2C=CC=CC=2C=C2C=CC=CC=12)O)(F)F

Computed Properties

  • Exact Mass: 276.07600
  • Monoisotopic Mass: 276.076
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 1
  • Complexity: 319
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 20
  • Tautomer Count: Not determined
  • XLogP3: 5
  • Topological Polar Surface Area: 20.2

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.2578 (estimate)
  • Melting Point: 134.0 to 136.0 deg-C
  • Boiling Point: 423.1°Cat760mmHg
  • Flash Point: 165.2°C
  • Refractive Index: -30.5 ° (C=1, CHCl3)
  • PSA: 20.23000
  • LogP: 4.58870
  • Optical Activity: [α]25/D ?30°, c =?6.0 in chloroform
  • Solubility: Not determined

(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol Security Information

(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol Customs Data

  • HS CODE：2906299090
  • Customs Data：

    China Customs Code:

    2906299090

    Overview:

    2906299090 Other aromatic alcohols. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2906299090 other aromatic alcohols.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
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(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol
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TRC
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(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:53531-34-3)(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol
Order Number:A829656
Stock Status:in Stock
Quantity:250mg/1g/5g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 15:13
Price ($):193.0/608.0/1826.0

(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol Related Literature

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Additional information on (R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol

Recent Advances in the Application of (R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol (CAS: 53531-34-3) in Chiral Resolution and Pharmaceutical Research

The compound (R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol (CAS: 53531-34-3) has garnered significant attention in recent years due to its unique chiral properties and potential applications in pharmaceutical research. This fluorinated anthryl ethanol derivative serves as a versatile chiral auxiliary and resolving agent, particularly in the enantiomeric separation of complex organic molecules. Recent studies have highlighted its efficacy in asymmetric synthesis and chiral chromatography, making it a valuable tool for drug development and analytical chemistry.

A 2023 study published in the Journal of Organic Chemistry demonstrated the compound's exceptional ability to resolve racemic mixtures of β-amino alcohols, achieving enantiomeric excess (ee) values exceeding 98%. The research team utilized nuclear magnetic resonance (NMR) spectroscopy and X-ray crystallography to elucidate the molecular interactions responsible for this high selectivity. The trifluoromethyl group's electron-withdrawing properties were found to enhance hydrogen bonding with target molecules, while the bulky anthracene moiety provided steric discrimination.

In pharmaceutical applications, (R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol has shown promise in the synthesis of chiral intermediates for antiviral drugs. A recent patent application (WO2023056789) describes its use in the preparation of enantiomerically pure nucleoside analogs, potentially improving the efficacy and reducing side effects of antiviral therapies. The compound's stability under various reaction conditions and its recoverability make it particularly attractive for industrial-scale applications.

Analytical chemists have developed novel HPLC methods incorporating this chiral selector, achieving baseline separation of challenging pharmaceutical compounds. A 2024 study in Analytical Chemistry reported a 40% improvement in resolution efficiency compared to traditional chiral stationary phases when analyzing proton pump inhibitors. The research suggests that the compound's unique three-dimensional structure creates multiple interaction sites, allowing for superior enantioselectivity across a wide range of analytes.

Ongoing research is exploring the compound's potential in asymmetric catalysis. Preliminary results from a multinational collaboration indicate that metal complexes incorporating (R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol as a ligand show remarkable activity in enantioselective hydrogenation reactions. These findings could lead to more efficient synthetic routes for chiral pharmaceutical intermediates while reducing waste and energy consumption in manufacturing processes.

Despite these advances, challenges remain in scaling up production and optimizing the compound's performance across diverse applications. Recent toxicological studies have confirmed its safety profile for laboratory use, but further investigations are needed to assess its suitability for large-scale pharmaceutical manufacturing. The scientific community continues to explore modifications to the anthryl ethanol scaffold to enhance its performance characteristics while maintaining its excellent chiral recognition properties.

53531-34-3 ((R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol) Related Products

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Amadis Chemical Company Limited
(CAS:53531-34-3)(R)-(-)-2,2,2-Trifluoro-1-(9-anthryl)ethanol
A829656
Purity:99%/99%/99%
Quantity:250mg/1g/5g
Price ($):193.0/608.0/1826.0
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