Cas no 86527-10-8 ((R)-1-(Thiophen-2-yl)ethanol)

(R)-1-(Thiophen-2-yl)ethanol is a chiral secondary alcohol featuring a thiophene moiety, making it a valuable intermediate in organic synthesis and pharmaceutical applications. Its enantiopure form is particularly useful in asymmetric synthesis, where it serves as a building block for the preparation of biologically active compounds, ligands, and catalysts. The thiophene ring enhances its utility in medicinal chemistry due to its resemblance to aromatic systems found in many drug molecules. This compound exhibits good stability under standard conditions and can be further functionalized at the hydroxyl group or the thiophene ring, offering versatility in synthetic routes. Its high optical purity ensures reliable performance in stereoselective reactions.
(R)-1-(Thiophen-2-yl)ethanol structure
(R)-1-(Thiophen-2-yl)ethanol structure
Product Name:(R)-1-(Thiophen-2-yl)ethanol
CAS No:86527-10-8
MF:C6H8OS
MW:128.192120552063
MDL:MFCD06797334
CID:90948
PubChem ID:11062410
Update Time:2025-05-27

(R)-1-(Thiophen-2-yl)ethanol Chemical and Physical Properties

Names and Identifiers

    • (R)-1-(Thiophen-2-yl)ethanol
    • (1R)-1-(2-Thienyl)ethanol
    • (1R)-1-(2-THIOPHENE)ETHANOL
    • (1R)-1-thiophen-2-ylethanol
    • (1R)-
    • (1S)-1-(2'-thienyl)ethanol
    • (S)-1-(2-thienyl)ethanol
    • (S)-1-(2-thiophenyl)ethanol
    • (S)-1-(thiophen-2-yl)ethan-1-ol
    • (S)-1-(thiophen-2-yl)ethanol
    • (S)-1-thiophenylethanol
    • A-Methyl-2-thiophenemethanol
    • thienylEtOH
    • (r)-1-thiophen-2-yl-ethanol
    • WUNFIVTVJXZDDJ-RXMQYKEDSA-N
    • EN300-66136
    • MFCD06797334
    • AS-58314
    • (1R)-1-(thiophen-2-yl)ethan-1-ol
    • DTXSID00453714
    • (1R)-alpha-Methyl-2-thiophenemethanol
    • 86527-10-8
    • (R)-1-(THIOPHEN-2-YL)ETHAN-1-OL
    • (1R)-1-(2-Thiophen)ethanol
    • (1R)-1-(2-Thienyl)ethano
    • AT16382
    • AKOS017343703
    • SCHEMBL4099433
    • (1R)-1-(THIOPHEN-2-YL)ETHANOL
    • MDL: MFCD06797334
    • Inchi: 1S/C6H8OS/c1-5(7)6-3-2-4-8-6/h2-5,7H,1H3/t5-/m1/s1
    • InChI Key: WUNFIVTVJXZDDJ-RXMQYKEDSA-N
    • SMILES: S1C=CC=C1[C@@H](C)O

Computed Properties

  • Exact Mass: 128.03000
  • Monoisotopic Mass: 128.02958605g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 74.9
  • 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
  • Topological Polar Surface Area: 48.5?2
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 1.2

Experimental Properties

  • Color/Form: colorless liquid
  • Density: 1.166
  • Boiling Point: 70°C/2.25mm
  • Flash Point: 70°C/2.25mm
  • Refractive Index: 1.5460
  • PSA: 48.47000
  • LogP: 1.80140
  • Solubility: Not determined

(R)-1-(Thiophen-2-yl)ethanol Security Information

  • WGK Germany:3
  • Hazard Category Code: 22-37/38-41
  • Safety Instruction: S26-S39
  • Hazardous Material Identification: Xn
  • Storage Condition:2-8°C
  • Risk Phrases:R22

(R)-1-(Thiophen-2-yl)ethanol Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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(R)-1-(Thiophen-2-yl)ethanol Related Literature

Additional information on (R)-1-(Thiophen-2-yl)ethanol

Recent Advances in the Study of (R)-1-(Thiophen-2-yl)ethanol (CAS: 86527-10-8) in Chemical Biology and Pharmaceutical Research

(R)-1-(Thiophen-2-yl)ethanol (CAS: 86527-10-8) is a chiral compound that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential applications in drug development and synthesis. This compound, characterized by its thiophene ring and chiral alcohol moiety, serves as a versatile intermediate in the synthesis of various bioactive molecules. Recent studies have explored its role in asymmetric synthesis, enzyme-catalyzed reactions, and as a building block for novel therapeutic agents. This research brief aims to summarize the latest findings related to (R)-1-(Thiophen-2-yl)ethanol, highlighting its chemical properties, synthetic applications, and potential pharmacological relevance.

One of the key areas of interest in recent research has been the enantioselective synthesis of (R)-1-(Thiophen-2-yl)ethanol. A study published in the Journal of Organic Chemistry (2023) demonstrated an efficient biocatalytic approach using ketoreductases to achieve high enantiomeric excess (ee > 99%) of the (R)-enantiomer. This method offers a greener alternative to traditional chemical synthesis, aligning with the growing demand for sustainable pharmaceutical manufacturing. The study also highlighted the compound's stability under various reaction conditions, making it a robust candidate for large-scale production.

In addition to its synthetic utility, (R)-1-(Thiophen-2-yl)ethanol has been investigated for its potential pharmacological properties. A recent preclinical study (Bioorganic & Medicinal Chemistry Letters, 2024) explored its derivatives as inhibitors of specific inflammatory pathways. The researchers found that certain derivatives exhibited promising activity against cyclooxygenase-2 (COX-2), a key enzyme involved in inflammation. These findings suggest that (R)-1-(Thiophen-2-yl)ethanol could serve as a scaffold for developing new anti-inflammatory agents, though further in vivo studies are needed to validate these results.

Another notable application of (R)-1-(Thiophen-2-yl)ethanol is its use in the development of chiral ligands for asymmetric catalysis. A study in Advanced Synthesis & Catalysis (2023) reported the synthesis of novel phosphine-oxazoline ligands derived from this compound, which demonstrated excellent enantioselectivity in palladium-catalyzed allylic alkylation reactions. This advancement opens new avenues for the synthesis of chiral pharmaceuticals and fine chemicals, emphasizing the compound's versatility in catalytic processes.

Despite these promising developments, challenges remain in the widespread adoption of (R)-1-(Thiophen-2-yl)ethanol. For instance, its scalability in industrial settings and the need for cost-effective purification methods are areas requiring further investigation. Additionally, more comprehensive toxicological studies are necessary to assess its safety profile for potential therapeutic use. Future research directions may include exploring its interactions with biological targets and optimizing its derivatives for enhanced bioactivity.

In conclusion, (R)-1-(Thiophen-2-yl)ethanol (CAS: 86527-10-8) represents a valuable compound in chemical biology and pharmaceutical research, with applications ranging from asymmetric synthesis to drug development. Recent studies have underscored its potential as a chiral intermediate and a scaffold for bioactive molecules. However, further research is needed to address existing challenges and fully realize its therapeutic potential. This brief highlights the importance of continued exploration of this compound to unlock new opportunities in the field.

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