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Ethyl acetoacetate

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Identification
Molecular formula
C6H10O3
CAS number
141-97-9
IUPAC name
4-ethoxy-4-hydroxy-but-3-en-2-one
State
State

At room temperature, Ethyl acetoacetate is typically in a liquid state.

Melting point (Celsius)
-45.00
Melting point (Kelvin)
228.15
Boiling point (Celsius)
181.00
Boiling point (Kelvin)
454.15
General information
Molecular weight
130.14g/mol
Molar mass
130.1410g/mol
Density
1.0234g/cm3
Appearence

Ethyl acetoacetate is a colorless to pale yellow liquid with a fruity odor. It may darken upon exposure to air and light, indicating the formation of impurities or decomposition products.

Comment on solubility

Solubility of 4-ethoxy-4-hydroxy-but-3-en-2-one

4-ethoxy-4-hydroxy-but-3-en-2-one, often referred to as a versatile compound in organic synthesis, exhibits notable solubility characteristics. It is primarily soluble in:

  • Polar solvents: The presence of hydroxyl (-OH) and ethoxy (-O-C₂H₅) groups enhances its solubility in polar solvents such as water and alcohols.
  • Apolar solvents: While less soluble in non-polar solvents, it can dissolve in some moderate apolar solvents, although to a lesser extent.

Its solubility can be attributed to the ability of the hydroxyl group to form hydrogen bonds with solvent molecules, enhancing solvation. This compound demonstrates a unique behavior where:

  • It may be more soluble at elevated temperatures, particularly in aqueous solutions.
  • Its solubility may vary in different pH levels, affecting its ionization and thus, the solubility profile.

In conclusion, the solubility of 4-ethoxy-4-hydroxy-but-3-en-2-one is influenced by the chemical structure and the nature of the solvent, making it a subject of interest for further studies in solvation dynamics.

Interesting facts

Interesting Facts about 4-ethoxy-4-hydroxy-but-3-en-2-one

4-ethoxy-4-hydroxy-but-3-en-2-one is a fascinating organic compound that plays an important role in various chemical applications. Here are some interesting aspects to consider:

  • Synthesis: This compound can be synthesized through a method known as the Michael addition, where a nucleophile adds to an unsaturated carbonyl compound. This reaction allows for the formation of a variety of functionalized compounds.
  • Roles in Organic Chemistry: 4-ethoxy-4-hydroxy-but-3-en-2-one is commonly used as an intermediate in organic synthesis. Its ability to undergo dehydration makes it valuable in producing other complex molecules.
  • Pharmacological Significance: Some derivatives of this compound have been studied for their potential biological activities, such as anti-inflammatory and antioxidant properties. Researchers are continuously exploring these aspects for medicinal chemistry applications.
  • Versatile Reactions: This compound can engage in various reactions, including oxidation and reduction, allowing it to serve as a building block in the synthesis of more complex structures, which can be particularly useful in the development of pharmaceuticals.
  • Functional Groups: The presence of the ethoxy and hydroxy functional groups in its structure gives 4-ethoxy-4-hydroxy-but-3-en-2-one unique chemical properties that make it an interesting compound for study and application in multiple fields.

Overall, 4-ethoxy-4-hydroxy-but-3-en-2-one is a remarkable compound that exemplifies the complexity and utility of organic molecules in chemistry. Its ongoing research continues to uncover new potential applications and deepen our understanding of chemical interactions.