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Ethyl 4-fluorobut-2-enoate

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Identification
Molecular formula
C6H9FO2
CAS number
368-32-3
IUPAC name
ethyl 4-fluorobut-2-enoate
State
State

At room temperature, ethyl 4-fluorobut-2-enoate is in a liquid state. It is stable under normal conditions but should be kept away from sources of ignition as it is flammable.

Melting point (Celsius)
-35.00
Melting point (Kelvin)
238.15
Boiling point (Celsius)
131.00
Boiling point (Kelvin)
404.00
General information
Molecular weight
132.14g/mol
Molar mass
132.1350g/mol
Density
1.0200g/cm3
Appearence

Ethyl 4-fluorobut-2-enoate is a clear liquid with a faint, sweet odor. It may exhibit a slightly yellow tint due to the presence of impurities if not purified appropriately. The liquid is generally free-flowing and non-viscous.

Comment on solubility

Solubility of Ethyl 4-fluorobut-2-enoate

Ethyl 4-fluorobut-2-enoate, with the chemical formula C5H7F1O2, exhibits interesting solubility characteristics that determine its behavior in various solvents. When discussing solubility, several factors come into play:

  • Polarity: The presence of the ester functional group (–COO–) contributes to its moderate polarity, thus influencing its ability to dissolve in polar and nonpolar solvents.
  • Solvent Compatibility: Ethyl 4-fluorobut-2-enoate is generally soluble in organic solvents such as:
    • Ethanol
    • Acetone
    • Chloroform
  • However, it demonstrates limited solubility in water due to its hydrophobic alkyl chain.

In a practical context, this means that while ethyl 4-fluorobut-2-enoate can easily mix with organic solvents, it is less favorable for aqueous environments. As with many compounds, the solubility can be greatly influenced by:

  • Temperature: Typically, increased temperatures enhance the solubility of organic compounds.
  • Pressure: While less significant for liquids, pressure changes can affect solubility in gases.
  • Impurities: The presence of other chemicals can also modify solubility profiles.

In summary, ethyl 4-fluorobut-2-enoate is primarily soluble in organic solvents while poorly soluble in water. This characteristic significantly impacts its applications in various chemical processes and reactions.

Interesting facts

Interesting Facts about Ethyl 4-Fluorobut-2-enoate

Ethyl 4-fluorobut-2-enoate is a fascinating compound that belongs to the family of esters, which are widely recognized for their pleasant aromas and flavors. This particular compound has unique properties that make it notable in both chemical syntheses and potential applications.

Chemical Significance

  • Fluorine Impact: The presence of the fluorine atom in its structure enhances the reactivity and stability of the compound, making it useful in various synthetic pathways.
  • Versatile Enthyl Group: The ethyl group contributes to the compound's ability to participate in esterification and nucleophilic substitution reactions, thus playing a crucial role in synthetic organic chemistry.
  • Precursor Role: Ethyl 4-fluorobut-2-enoate can serve as a precursor in the creation of more complex fluorinated molecules used in pharmaceuticals and agrochemicals.

Applications

  • Pharmaceutical Development: Compounds like ethyl 4-fluorobut-2-enoate are explored in drug discovery due to their structural features that can enhance bioactivity.
  • Material Science: It can also be investigated for use in the development of novel materials, benefiting from the unique properties imparted by fluorine.

In the Laboratory

As a chemist working with ethyl 4-fluorobut-2-enoate, you may find it fascinating to note:

  • Its ability to undergo Michael additions and various types of reductions.
  • Applications in creating polymers or other materials with unique properties.
  • As a building block for more complex fluorinated compounds in organic synthesis.

In summary, ethyl 4-fluorobut-2-enoate is not just a simple ester; it represents the intersection of chemistry and innovation, providing numerous avenues for research and development in multiple fields. Its distinctive chemical properties underscore the importance of fluorinated compounds in advancing modern science.

Synonyms
ethyl 4-fluorobut-2-enoate
4-Fluoro-but-2-enoic acid ethyl ester
371-24-4
FUQNDTQEJQPNFY-UHFFFAOYSA-N
SB36877
3-monofluoromethylacrylic acid ethyl ester