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Ethyl 4-fluoro-3-oxo-butanoate

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Identification
Molecular formula
C6H9FO3
CAS number
343-25-9
IUPAC name
ethyl 4-fluoro-3-oxo-butanoate
State
State

At room temperature, it exists as a liquid.

Melting point (Celsius)
-50.00
Melting point (Kelvin)
223.15
Boiling point (Celsius)
186.00
Boiling point (Kelvin)
459.15
General information
Molecular weight
148.13g/mol
Molar mass
148.1260g/mol
Density
1.1160g/cm3
Appearence

Ethyl 4-fluoro-3-oxo-butanoate is a colorless liquid. It has a characteristic fruity odor.

Comment on solubility

Solubility of Ethyl 4-fluoro-3-oxo-butanoate

Ethyl 4-fluoro-3-oxo-butanoate, a compound characterized by its ester functionality, exhibits notable solubility properties that are worth discussing.

General Solubility Characteristics

When assessing the solubility of ethyl 4-fluoro-3-oxo-butanoate, consider the following aspects:

  • Polar vs. Non-Polar Solvents: This compound tends to be more soluble in polar solvents due to its polar ester group.
  • Hydrogen Bonding: Although it cannot participate in hydrogen bonding as positively as alcohols do, it can experience some interactions with water.
  • Chain Length: The length of the ethyl chain contributes to a moderate level of solubility in organic solvents.

Comparative Solubility

In comparison to similar esters, ethyl 4-fluoro-3-oxo-butanoate is expected to have:

  • Increased Solubility: Relative to other butanoates due to the presence of the ketone group, which enhances dipole-dipole interactions.
  • Possible Limitations: It may demonstrate reduced solubility in apolar solvents like hexane.

In summary, the solubility of ethyl 4-fluoro-3-oxo-butanoate can be described as favorable in polar solvents, highlighting its utility in various applications within chemical processes.

Interesting facts

Interesting Facts about Ethyl 4-Fluoro-3-oxo-butanoate

Ethyl 4-fluoro-3-oxo-butanoate is a fascinating compound that showcases the intriguing interplay between structure and function in organic chemistry. Here are some noteworthy aspects of this compound:

  • Niche Application: This compound is part of a class of chemicals known as esters, which are widely used in industries ranging from pharmaceuticals to flavorings and fragrances.
  • Fluorine's Role: The presence of the 4fluoro group significantly alters the reactivity and stability of the molecule, showcasing how small changes in molecular structure can lead to substantial effects in behavior.
  • Biological Significance: Compounds similar to ethyl 4-fluoro-3-oxo-butanoate have been investigated for their potential biological activities, including their utility as intermediates in the synthesis of bioactive molecules. Researchers are particularly interested in how fluorinated compounds can influence pharmaceutical properties.
  • Innovative Synthesis: The synthetic pathways to form esters such as this one often involve a creative use of reagents and reaction conditions, offering students and chemists alike a rich ground for experimentation and learning.
  • Flavorful Connections: The ester functional group is known for its role in contributing to the aromas and flavors of many natural and synthetic substances, making ethyl 4-fluoro-3-oxo-butanoate a potential candidate for applications in the food industry.

In summary, ethyl 4-fluoro-3-oxo-butanoate serves as an excellent example of how organic compounds can be tailored for specific applications through careful manipulation of their molecular structure. As you delve deeper into the fascinating world of organic chemistry, keep an eye on such compounds, as they often hold keys to new discoveries and innovations!

Synonyms
ethyl 4-fluoro-3-oxobutanoate
372-37-2
Ethyl 4-fluoroacetoacetate
ACETOACETIC ACID, 4-FLUORO-, ETHYL ESTER
Ethyl omega-fluoroacetoacetate
Butanoic acid, 4-fluoro-3-oxo-, ethyl ester
ETHYLG-FLUOROACETOACETATE
Y36C4L3UZ4
NSC-523377
NSC 523377
BRN 1761273
Butanoic acid,4-fluoro-3-oxo-, ethyl ester
ethyl fluoroacetoacetate
UNII-Y36C4L3UZ4
WLN: F1V1VO2
Ethyl 4-(fluoroaceto)acetate
ethyl4-fluoro-3-oxobutanoate
4-03-00-01546 (Beilstein Handbook Reference)
SCHEMBL1568475
ethyl 4-fluoro-3-oxo-butanoate
DTXSID30190685
KQBYNGJTZNCQCO-UHFFFAOYSA-N
Ethyl .omega.-(fluoroaceto)acetate
NSC523377
AKOS006279276
AT45785
DS-007370