Skip to main content

Ethyl fluoroacetate

ADVERTISEMENT
Identification
Molecular formula
C4H7FO2
CAS number
459-72-3
IUPAC name
ethyl 2-fluoroacetate
State
State

At room temperature, ethyl fluoroacetate is in a liquid state. It is a volatile compound that can easily evaporate, contributing to its distinct odor.

Melting point (Celsius)
-36.50
Melting point (Kelvin)
236.65
Boiling point (Celsius)
104.00
Boiling point (Kelvin)
377.15
General information
Molecular weight
122.10g/mol
Molar mass
122.1020g/mol
Density
1.0628g/cm3
Appearence

Ethyl fluoroacetate is a colorless liquid with a slightly sharp and fruity odor. It resembles ethyl acetate but has a more pronounced odor due to the presence of the fluorine atom.

Comment on solubility

Solubility of Ethyl 2-Fluoroacetate

Ethyl 2-fluoroacetate (C4H7F1O2) displays a noteworthy profile when it comes to its solubility characteristics. As a member of the ester family, this compound exhibits various solubility parameters influenced by its polarity and molecular structure.

General Solubility Behavior

In general, ethyl 2-fluoroacetate is:

  • Soluble in Organic Solvents: This compound shows good solubility in non-polar solvents such as hexane and chloroform due to the hydrophobic ethyl group.
  • Moderately Soluble in Water: It has some capacity to dissolve in water, attributed to the presence of the polar ester functional group. However, this solubility is limited due to the overall hydrophobic nature of the molecule.

Factors Influencing Solubility

The solubility of ethyl 2-fluoroacetate can be affected by several factors:

  1. Temperature: Increased temperature generally enhances the solubility of organic compounds.
  2. pH Levels: Changes in pH can affect the ionization of the compound, impacting its solubility in aqueous solutions.
  3. Presence of Other Solvents: The mixture of solvents can lead to improved solubility characteristics through solvate formation.

In summary, while ethyl 2-fluoroacetate does not have extensive solubility in water, its solubility in organic solvents and moderate miscibility with water make it an intriguing compound for various applications. As one famous quote states, “Solubility is the key to uncovering the potential of compounds in practical uses.”
Understanding its solubility can open new avenues for its utilization in diverse chemical processes.

Interesting facts

Interesting Facts about Ethyl 2-Fluoroacetate

Ethyl 2-fluoroacetate is a fascinating organic compound widely recognized for its role in various chemical applications. This compound, characterized by the presence of a fluorine atom, is particularly noted for its utility in the realm of organic synthesis and medicinal chemistry.

Key Applications

  • Intermediate in Synthesis: Ethyl 2-fluoroacetate serves as a critical intermediate in the synthesis of various biologically active compounds.
  • Precursor to Fluorinated Compounds: Its ability to introduce fluoro functional groups makes it valuable in creating fluorinated derivatives.
  • Pharmaceutical Relevance: The compound's structural properties are exploited in developing pharmaceuticals, particularly in designing drug candidates with enhanced bioactivity.

Unique Properties

The presence of the fluorine atom in ethyl 2-fluoroacetate imparts unique qualities that can influence the reactivity and stability of the molecules it interacts with. For instance:

  • Fluorine's electronegativity affects electron distribution, which can stabilize certain reactive intermediates.
  • The compound's structure allows it to participate in various nucleophilic substitution reactions, making it a versatile reagent.

Environmental and Safety Considerations

As with many organic compounds, understanding the environmental and safety impact of ethyl 2-fluoroacetate is crucial:

  • Toxicity: While useful, it is important to handle this compound with care as it can pose health risks if ingested or inhaled.
  • Regulations: In some regions, appropriate regulations may apply to the use and disposal of fluorinated compounds, highlighting the need for responsible chemistry practices.

In summary, ethyl 2-fluoroacetate is more than just a simple ester; it is a compound that showcases the intricate dance between chemistry and application. Its role in organic synthesis and medicinal chemistry exemplifies how specific molecular characteristics can lead to advancements in science and industry.

Synonyms
ETHYL FLUOROACETATE
459-72-3
ethyl 2-fluoroacetate
Ethyl monofluoroacetate
Acetic acid, fluoro-, ethyl ester
Monofluoroacetic acid ethyl ester
Fluoroacetic Acid Ethyl Ester
Ethylester kyseliny fluoroctove
ETHYLFLUOROACETATE
HSDB 2846
AUS1L6UM7B
EINECS 207-297-8
NSC 133459
Ethylester kyseliny fluoroctove [Czech]
BRN 1743761
NSC-133459
DTXSID8060034
MFCD00000450
Acetic acid, 2-fluoro-, ethyl ester
FLUOROACETIC ACID ETHYL ESTER [MI]
UNII-AUS1L6UM7B
Ethyl 2-fluoroacetate; 2-Fluoroacetic acid Ethyl ester
ethyl 2-fluoranylethanoate
Ethyl fluoroacetate, 98%
FCH2C(O)OC2H5
Fluoracetic acid ethyl ester
WLN: F1VO2
SCHEMBL157691
fluoro-acetic acid ethyl ester
2-fluoroacetic acid ethyl ester
DTXCID6040456
VCYZVXRKYPKDQB-UHFFFAOYSA-
Acetic acid, fluoro, ethyl ester
NSC133459
AKOS006220713
LS-12991
F0030
NS00031574
A10822
A826947
Ethyl Monofluoroacetate;Aceticacid,fluoro-,ethylester
Q27274128
F0001-1245
InChI=1/C4H7FO2/c1-2-7-4(6)3-5/h2-3H2,1H3
207-297-8