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4-Fluoroacetophenone oxime

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Identification
Molecular formula
C8H8FNO
CAS number
27312-34-9
IUPAC name
1-(4-fluorophenyl)ethanone oxime
State
State
At room temperature, 4-Fluoroacetophenone oxime is generally in a solid state, exhibiting a crystalline structure. It is stable under normal conditions and should be handled in a well-ventilated area.
Melting point (Celsius)
58.00
Melting point (Kelvin)
331.20
Boiling point (Celsius)
324.50
Boiling point (Kelvin)
597.70
General information
Molecular weight
153.16g/mol
Molar mass
153.1580g/mol
Density
1.1667g/cm3
Appearence

4-Fluoroacetophenone oxime typically appears as a crystalline solid. The color can range from white to off-white, and it generally has a powdery texture.

Comment on solubility

Solubility of 1-(4-fluorophenyl)ethanone oxime

1-(4-fluorophenyl)ethanone oxime exhibits a noteworthy solubility profile that is influenced by its unique chemical structure. This compound is generally considered to be:

  • Soluble in organic solvents: It shows good solubility in non-polar solvents such as hexane and chloroform, largely due to its aromatic characteristics.
  • Poorly soluble in water: Its solubility in aqueous solutions is quite limited, which is common for many organic compounds that possess significant hydrophobic regions.

Factors influencing its solubility include:

  1. Polarity: The presence of the oxime functional group contributes to some polar character, but the fluorophenyl group dominates.
  2. Hydrogen bonding: It can engage in hydrogen bonding with polar solvents, although its hydrophobic areas reduce overall water solubility.
  3. Temperature: As with most substances, solubility may increase with rising temperatures, enabling better dissolution in organic solvents.

In summary, while 1-(4-fluorophenyl)ethanone oxime is largely hydrophobic, its solubility in organic media renders it useful in various chemical applications. Understanding its solubility behavior is essential for optimizing formulations and reactions in which this compound is employed.

Interesting facts

Interesting Facts about 1-(4-fluorophenyl)ethanone oxime

1-(4-fluorophenyl)ethanone oxime, also known as a derivative of acetophenone, is a fascinating compound that has garnered attention in various fields of research. Its unique structure incorporates a fluorinated aromatic ring, which significantly affects its reactivity and interaction with biological systems. Here are some intriguing aspects of this compound:

  • Biological Activity: The presence of the fluorine atom in the phenyl ring can enhance the metabolic stability of the compound, making it an attractive candidate for pharmaceutical applications. In medicinal chemistry, compounds with fluorine often exhibit improved potency and selectivity.
  • Synthesis Pathways: 1-(4-fluorophenyl)ethanone oxime can be synthesized through different pathways, including the reaction of 4-fluorobenzoyl chloride with hydroxylamine. This synthetic versatility allows for modifications that can lead to diverse derivatives with varied biological activities.
  • Usage in Organic Synthesis: Oximes, including this compound, are valuable intermediates in organic synthesis. They can be converted into other functional groups, such as amines, which are important in the production of agrochemicals and pharmaceuticals.
  • Research Potential: Ongoing studies are exploring the role of oximes in various biological processes, including their function as potential inhibitors of specific enzymes, which could lead to new therapeutic strategies against diseases.
  • Structural Insights: The unique combination of the ketone and oxime functional groups in this compound allows for interesting intramolecular hydrogen bonding possibilities, which can influence its chemical reactivity and interaction with target biomolecules.

In conclusion, 1-(4-fluorophenyl)ethanone oxime exemplifies the intriguing balance of structure and reactivity that is a hallmark of many organic compounds. Its applications in medicine and organic synthesis highlight its importance in contemporary chemistry research.

Synonyms
1-(4-fluorophenyl)ethanone oxime
4'-Fluoroacetophenone oxime
329-79-3
YPFOSEYKSLTSSF-UHFFFAOYSA-N
DTXSID101301050
AKOS017263884