Cas no 3874-31-5 (1-(2,5-difluorophenyl)ethan-1-ol)

1-(2,5-Difluorophenyl)ethan-1-ol is a fluorinated aromatic alcohol with the molecular formula C8H8F2O. This compound features a hydroxyl group attached to a chiral carbon adjacent to a 2,5-difluorophenyl ring, making it a valuable intermediate in asymmetric synthesis and pharmaceutical applications. The presence of fluorine atoms enhances its metabolic stability and lipophilicity, which is advantageous in drug design. Its structural properties allow for further functionalization, enabling the synthesis of more complex molecules. The compound is typically a colorless to pale yellow liquid with moderate solubility in organic solvents. It is used in the preparation of bioactive molecules, particularly in the development of fluorinated pharmaceuticals and agrochemicals. Proper handling under inert conditions is recommended due to its sensitivity to oxidation.
1-(2,5-difluorophenyl)ethan-1-ol structure
3874-31-5 structure
Product Name:1-(2,5-difluorophenyl)ethan-1-ol
CAS No:3874-31-5
MF:C8H8F2O
MW:158.145329475403
MDL:MFCD08442989
CID:4650527
PubChem ID:16769762
Update Time:2025-11-01

1-(2,5-difluorophenyl)ethan-1-ol Chemical and Physical Properties

Names and Identifiers

    • 1-(2,5-difluorophenyl)ethanol
    • 1-(2,5-difluorophenyl)ethan-1-ol
    • (1R)-1-(2,5-Difluoro-phenyl)-ethanol
    • (1S)-1-(2,5-Difluoro-phenyl)-ethanol
    • BFA53436
    • SB32558
    • SB32559
    • D80718
    • Z228586372
    • MFCD08442989
    • AKOS022272135
    • CS-0161972
    • SCHEMBL265533
    • EN300-40005
    • 3874-31-5
    • BS-16729
    • AKOS000126034
    • MDL: MFCD08442989
    • Inchi: 1S/C8H8F2O/c1-5(11)7-4-6(9)2-3-8(7)10/h2-5,11H,1H3
    • InChI Key: RCPAVJXGLFKACE-UHFFFAOYSA-N
    • SMILES: FC1C=CC(=CC=1C(C)O)F

Computed Properties

  • Exact Mass: 158.05432120g/mol
  • Monoisotopic Mass: 158.05432120g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 129
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.6
  • Topological Polar Surface Area: 20.2

1-(2,5-difluorophenyl)ethan-1-ol Pricemore >>

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Additional information on 1-(2,5-difluorophenyl)ethan-1-ol

Recent Advances in the Synthesis and Applications of 1-(2,5-Difluorophenyl)ethan-1-ol (CAS: 3874-31-5)

1-(2,5-Difluorophenyl)ethan-1-ol (CAS: 3874-31-5) is a fluorinated aromatic alcohol that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile applications as a building block in drug synthesis and its potential biological activities. Recent studies have focused on optimizing its synthetic routes, exploring its pharmacological properties, and investigating its role in the development of novel therapeutic agents. This research brief provides an overview of the latest advancements related to this compound, highlighting key findings from recent publications and industry reports.

One of the primary areas of research has been the development of efficient and scalable synthetic methods for 1-(2,5-difluorophenyl)ethan-1-ol. A 2023 study published in the Journal of Organic Chemistry demonstrated a novel catalytic asymmetric reduction of 2,5-difluoroacetophenone using chiral ruthenium complexes, achieving high enantioselectivity (up to 98% ee) and yield (92%). This method addresses previous challenges in stereocontrol and offers a greener alternative to traditional reducing agents. The study also emphasized the importance of this chiral intermediate in the synthesis of fluorinated pharmaceuticals, such as protease inhibitors and kinase modulators.

In addition to synthetic improvements, recent investigations have explored the biological activities of 1-(2,5-difluorophenyl)ethan-1-ol and its derivatives. A 2024 preprint in Bioorganic & Medicinal Chemistry Letters reported that fluorinated analogs derived from this compound exhibit promising inhibitory effects against SARS-CoV-2 main protease (Mpro), with IC50 values in the low micromolar range. Molecular docking studies revealed that the difluorophenyl moiety enhances binding affinity to the protease's active site, suggesting its potential as a scaffold for antiviral drug design.

Furthermore, industry applications of 1-(2,5-difluorophenyl)ethan-1-ol have expanded, particularly in agrochemicals. A patent filed by a leading agrochemical company in early 2024 disclosed its use as a key intermediate in the synthesis of next-generation herbicides targeting resistant weed species. The patent highlights the compound's stability under environmental conditions and its role in improving the efficacy of fluorinated herbicidal agents.

In conclusion, recent research on 1-(2,5-difluorophenyl)ethan-1-ol (CAS: 3874-31-5) underscores its growing importance in both pharmaceutical and agrochemical industries. Advances in asymmetric synthesis, coupled with emerging biological insights, position this compound as a valuable tool for drug discovery and development. Future studies are expected to delve deeper into its mechanistic roles and explore additional therapeutic applications, particularly in infectious diseases and oncology.

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