Cas no 1378820-19-9 (1-(2,6-Difluoro-4-hydroxyphenyl)ethanone)

1-(2,6-Difluoro-4-hydroxyphenyl)ethanone is a fluorinated aromatic ketone derivative characterized by its distinct substitution pattern, featuring hydroxyl and acetyl functional groups flanked by fluorine atoms at the ortho positions. This structural arrangement imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The presence of fluorine enhances metabolic stability and bioavailability, while the hydroxyl group offers a reactive site for further functionalization. Its high purity and well-defined reactivity profile ensure consistent performance in coupling reactions and heterocycle formation. Suitable for research and industrial applications, this compound is handled under standard laboratory conditions with appropriate safety measures.
1-(2,6-Difluoro-4-hydroxyphenyl)ethanone structure
1378820-19-9 structure
Product Name:1-(2,6-Difluoro-4-hydroxyphenyl)ethanone
CAS No:1378820-19-9
MF:C8H6F2O2
MW:172.128849506378
MDL:MFCD18204773
CID:1090656
PubChem ID:68047298
Update Time:2025-05-26

1-(2,6-Difluoro-4-hydroxyphenyl)ethanone Chemical and Physical Properties

Names and Identifiers

    • 1-(2,6-Difluoro-4-hydroxyphenyl)ethanone
    • 1378820-19-9
    • AKOS022176181
    • SCHEMBL10148203
    • AC4047
    • CS-0445747
    • SY233666
    • 2 inverted exclamation mark ,6 inverted exclamation mark -Difluoro-4 inverted exclamation mark -hydroxyacetophenone
    • 2',6'-Difluoro-4'-hydroxyacetophenone
    • MFCD18204773
    • 1-(2,6-Difluoro-4-hydroxyphenyl)ethan-1-one
    • A922207
    • 2,6-DIFLUORO-4-HYDROXYACETOPHENONE
    • DTXSID60737921
    • MDL: MFCD18204773
    • Inchi: 1S/C8H6F2O2/c1-4(11)8-6(9)2-5(12)3-7(8)10/h2-3,12H,1H3
    • InChI Key: DDEKVGKWWNMZOT-UHFFFAOYSA-N
    • SMILES: FC1C=C(C=C(C=1C(C)=O)F)O

Computed Properties

  • Exact Mass: 172.03358575g/mol
  • Monoisotopic Mass: 172.03358575g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 172
  • 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: 1.5
  • Topological Polar Surface Area: 37.3?2

1-(2,6-Difluoro-4-hydroxyphenyl)ethanone Pricemore >>

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Additional information on 1-(2,6-Difluoro-4-hydroxyphenyl)ethanone

1-(2,6-Difluoro-4-hydroxyphenyl)ethanone: A Comprehensive Overview

1-(2,6-Difluoro-4-hydroxyphenyl)ethanone is a compound with the CAS number 1378820-19-9, and it has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structure, which includes a fluorinated aromatic ring and a ketone functional group. The presence of fluorine atoms at the 2 and 6 positions of the phenyl ring, along with a hydroxyl group at the 4 position, imparts distinctive chemical properties that make this compound a valuable subject for research and development.

The synthesis of 1-(2,6-difluoro-4-hydroxyphenyl)ethanone involves a series of carefully designed organic reactions. Researchers have explored various methodologies to optimize its production, including Friedel-Crafts acylation and nucleophilic aromatic substitution. Recent advancements in catalytic systems have significantly improved the yield and purity of this compound. For instance, the use of transition metal catalysts, such as palladium complexes, has enabled more efficient coupling reactions, reducing the need for harsh reaction conditions.

One of the most promising applications of 1-(2,6-difluoro-4-hydroxyphenyl)ethanone lies in its potential as a precursor for drug development. The compound's structure is highly amenable to further functionalization, allowing chemists to introduce additional substituents that can enhance its pharmacokinetic properties. For example, studies have shown that modifying the hydroxyl group into an ester or ether can improve bioavailability while maintaining its biological activity.

Recent research has also highlighted the role of 1-(2,6-difluoro-4-hydroxyphenyl)ethanone in medicinal chemistry. Its ability to act as a scaffold for constructing bioactive molecules has been extensively investigated. For instance, derivatives of this compound have been found to exhibit potent anti-inflammatory and antioxidant properties. These findings suggest that it could serve as a lead compound for developing novel therapeutic agents targeting chronic diseases such as neurodegenerative disorders and cardiovascular conditions.

In addition to its pharmacological applications, 1-(2,6-difluoro-4-hydroxyphenyl)ethanone has shown potential in materials science. Its unique electronic properties make it a candidate for use in organic electronics and optoelectronic devices. Researchers have explored its application as a component in light-emitting diodes (LEDs) and solar cells, where its fluorinated aromatic system contributes to enhanced charge transport properties.

The environmental impact of synthesizing and using 1-(2,6-difluoro-4-hydroxyphenyl)ethanone is another area of active research. Scientists are working on developing more sustainable methods for its production, including the use of renewable feedstocks and energy-efficient reaction pathways. Furthermore, studies are underway to assess its biodegradability and toxicity to ensure that its widespread use does not pose risks to ecosystems or human health.

In conclusion, 1-(2,6-difluoro-4-hydroxyphenyl)ethanone is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool for researchers in organic synthesis, drug discovery, and materials science. As ongoing studies continue to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in advancing scientific innovation.

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