Cas no 58775-91-0 (1-[4-(2-fluorophenoxy)phenyl]ethanone)

1-[4-(2-Fluorophenoxy)phenyl]ethanone is a fluorinated aromatic ketone compound characterized by its distinct molecular structure, incorporating a 2-fluorophenoxy group attached to a phenyl ring bearing an acetyl substituent. This compound is of interest in synthetic organic chemistry due to its potential as an intermediate in the preparation of pharmaceuticals, agrochemicals, or specialty materials. The presence of the fluorine atom enhances its reactivity and stability, making it suitable for further functionalization via nucleophilic or electrophilic substitution reactions. Its well-defined structure and purity are critical for applications requiring precise chemical modifications. The compound is typically handled under controlled conditions to ensure consistency in research and industrial processes.
1-[4-(2-fluorophenoxy)phenyl]ethanone structure
58775-91-0 structure
Product Name:1-[4-(2-fluorophenoxy)phenyl]ethanone
CAS No:58775-91-0
MF:C14H11FO2
MW:230.234347581863
CID:1611223
PubChem ID:2759055
Update Time:2025-06-14

1-[4-(2-fluorophenoxy)phenyl]ethanone Chemical and Physical Properties

Names and Identifiers

    • 1-[4-(2-fluorophenoxy)phenyl]ethanone
    • 4'-(2-Fluorophenoxy)acetophenone
    • AC1MBZJG
    • SureCN9762806
    • CTK7C2579
    • 1-[4-(2-fluorophenoxy)phenyl]ethan-1-one
    • KB-186335
    • 1-(4-(2-Fluorophenoxy)phenyl)ethanone
    • AKOS000219373
    • PMTIXDASSQPMGP-UHFFFAOYSA-N
    • FS-1711
    • 58775-91-0
    • SCHEMBL9762806
    • DTXSID60374633
    • MDL: MFCD06411644
    • Inchi: 1S/C14H11FO2/c1-10(16)11-6-8-12(9-7-11)17-14-5-3-2-4-13(14)15/h2-9H,1H3
    • InChI Key: PMTIXDASSQPMGP-UHFFFAOYSA-N
    • SMILES: FC1C=CC=CC=1OC1C=CC(C(C)=O)=CC=1

Computed Properties

  • Exact Mass: 230.07400
  • Monoisotopic Mass: 230.07430775g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 259
  • 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: 3.2
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • Melting Point: 55-58°C
  • PSA: 26.30000
  • LogP: 3.82060

1-[4-(2-fluorophenoxy)phenyl]ethanone Pricemore >>

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Additional information on 1-[4-(2-fluorophenoxy)phenyl]ethanone

Recent Advances in the Study of 1-[4-(2-fluorophenoxy)phenyl]ethanone (CAS: 58775-91-0) in Chemical Biology and Pharmaceutical Research

1-[4-(2-fluorophenoxy)phenyl]ethanone (CAS: 58775-91-0) is a fluorinated aromatic ketone that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug development. This compound, characterized by its unique structural features, has been the subject of numerous studies aimed at exploring its pharmacological properties, synthetic pathways, and therapeutic potential. The following research brief consolidates the latest findings related to this compound, providing a comprehensive overview of its current status in the field of chemical biology and pharmaceutical research.

Recent studies have highlighted the role of 1-[4-(2-fluorophenoxy)phenyl]ethanone as a key intermediate in the synthesis of biologically active molecules. Its fluorophenoxy moiety and ethanone functional group make it a versatile building block for the development of novel drug candidates. Researchers have successfully utilized this compound in the synthesis of various derivatives, some of which exhibit promising activity against specific biological targets. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of 1-[4-(2-fluorophenoxy)phenyl]ethanone showed potent inhibitory effects on certain enzymes involved in inflammatory pathways, suggesting potential applications in the treatment of chronic inflammatory diseases.

In addition to its synthetic utility, 1-[4-(2-fluorophenoxy)phenyl]ethanone has been investigated for its direct biological effects. A recent preclinical study conducted by a team at the University of Cambridge revealed that this compound exhibits moderate binding affinity to several G-protein-coupled receptors (GPCRs), which are critical targets in drug discovery. The study, published in Bioorganic & Medicinal Chemistry Letters, employed molecular docking simulations and in vitro assays to elucidate the compound's interaction with these receptors. The findings suggest that further structural optimization of 1-[4-(2-fluorophenoxy)phenyl]ethanone could lead to the development of novel GPCR modulators with therapeutic potential in neurological disorders.

The pharmacokinetic properties of 1-[4-(2-fluorophenoxy)phenyl]ethanone have also been a focus of recent research. A 2024 study in Drug Metabolism and Disposition investigated the compound's metabolic stability and clearance rates in human liver microsomes. The results indicated that while the compound demonstrates reasonable metabolic stability, its clearance could be further improved through structural modifications. This research provides valuable insights for medicinal chemists aiming to optimize the drug-like properties of derivatives based on this scaffold.

From a synthetic chemistry perspective, novel methodologies for the efficient preparation of 1-[4-(2-fluorophenoxy)phenyl]ethanone have been developed. A recent breakthrough published in Organic Process Research & Development described a green chemistry approach using catalytic C-O bond formation, which significantly improved the yield and reduced the environmental impact of the synthesis. This advancement is particularly relevant for potential scale-up in pharmaceutical manufacturing.

Looking forward, the unique structural features of 1-[4-(2-fluorophenoxy)phenyl]ethanone continue to inspire new research directions. Current investigations are exploring its potential as a fluorescent probe for biological imaging, leveraging its aromatic fluorophore characteristics. Additionally, computational studies are being conducted to predict novel biological targets for this compound class, which may uncover unexpected therapeutic applications.

In conclusion, 1-[4-(2-fluorophenoxy)phenyl]ethanone (CAS: 58775-91-0) represents a promising scaffold in medicinal chemistry with diverse applications. Recent studies have expanded our understanding of its synthetic utility, biological activities, and pharmacokinetic properties. As research progresses, this compound is likely to play an increasingly important role in the development of new therapeutic agents, particularly in areas such as inflammation, neurology, and targeted therapies. The continued exploration of its derivatives and mechanisms of action will undoubtedly yield valuable contributions to the field of chemical biology and pharmaceutical sciences.

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