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Benzylideneacetone

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Identification
Molecular formula
C10H10O
CAS number
122-57-6
IUPAC name
4-phenylbut-3-en-2-one
State
State

At room temperature, benzylideneacetone is typically found as a liquid, but it can crystallize under certain conditions due to its high melting point relative to typical room temperature.

Melting point (Celsius)
11.00
Melting point (Kelvin)
284.15
Boiling point (Celsius)
263.00
Boiling point (Kelvin)
536.15
General information
Molecular weight
130.19g/mol
Molar mass
130.1870g/mol
Density
1.0977g/cm3
Appearence

The compound appears as a yellow oily liquid that has a pleasant fragrance. It is sometimes found as yellow crystals depending on its purity and environmental conditions.

Comment on solubility

Solubility of 4-phenylbut-3-en-2-one

4-phenylbut-3-en-2-one, also known as chalcone, exhibits interesting solubility characteristics that are essential to its applications in various fields.

Solubility Profile:

  • In Organic Solvents: This compound is generally soluble in a variety of organic solvents, including ethanol, methanol, and dimethyl sulfoxide (DMSO). These solvent interactions are vital for its use in organic synthesis and as a building block in medicinal chemistry.
  • In Water: 4-phenylbut-3-en-2-one exhibits very limited solubility in water. This is attributed to its hydrophobic character, which makes it less compatible with polar solvents.

The solubility of chalcone derivatives can vary significantly based on the structure and substituents on the phenyl ring. For instance, the presence of electron-donating or electron-withdrawing groups can impact the overall polarity of the molecule, thus altering its solubility properties.

Overall, when considering the solubility of 4-phenylbut-3-en-2-one, it is clear that:

  • This compound is well-suited for applications in non-polar to moderately polar environments.
  • Its hydrophobic nature limits its utility in aqueous systems unless modifications are made.

In summary, understanding the solubility of 4-phenylbut-3-en-2-one is crucial for exploiting its chemical properties in various research and industrial applications.

Interesting facts

Interesting Facts about 4-Phenylbut-3-en-2-one

4-Phenylbut-3-en-2-one, often referred to as an important organic compound in various chemical applications, boasts a structure that makes it particularly intriguing to chemists and researchers alike. Here are some interesting facts about this compound:

  • Functional Group Diversity: This compound features a conjugated enone structure, indicative of its reactivity, thus providing various opportunities for chemical transformations.
  • Natural Compounds: It is related to numerous natural products and is often found as an intermediate in synthetic pathways, highlighting its versatility in organic synthesis.
  • Applications in Synthesis: 4-Phenylbut-3-en-2-one plays a significant role in the synthesis of other organic compounds and pharmaceuticals. Its unique structure makes it a valuable building block for creating more complex molecules.
  • Research Interest: Due to its chemical properties, it has garnered attention in research settings, particularly in studies focusing on photocatalysis and organic reactions.
  • Pharmacological Potential: The compound is investigated for various biological activities, which may lead to the development of new therapeutic agents in the pharmaceutical industry.

As articulated by one chemist, *“The beauty of compounds like 4-phenylbut-3-en-2-one lies in their simplicity coupled with profound implications in synthetic pathways.”* This statement encapsulates the essence of exploring such organic compounds — their structure not only defines their properties but also opens avenues for innovation in multiple fields.

In summary, 4-phenylbut-3-en-2-one exemplifies how a singular compound can serve as a cornerstone in the manipulation of chemical reactions and the exploration of new scientific frontiers.

Synonyms
4-Phenyl-but-3-en-2-one
benzalacetone-d4
DTXSID4025662
acetylstyrol
trans-Benzylideneacetone;Benzalacetone
BENZAL ACETONE
1-Phenylbut-1-en-3-one
4-phenyl-3 -buten-2-one
CHEMBL3187978
SCHEMBL11470573
Trans-4-Phenyl-3-buten-2-one?
AKOS025243640
NCI60_004369
NS00075571
Q27225700
4-Phenyl-3-butene-2-one 100 microg/mL in Acetonitrile