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Chalcone

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Identification
Molecular formula
C28H27NO2
CAS number
81568-38-3
IUPAC name
2,3-diphenyl-1-[4-(2-pyrrolidin-1-ylethoxy)phenyl]prop-2-en-1-one
State
State

At room temperature, this compound is typically a solid.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
453.10
Boiling point (Kelvin)
726.25
General information
Molecular weight
433.56g/mol
Molar mass
433.5580g/mol
Density
1.1595g/cm3
Appearence

This compound typically appears as yellow crystalline powder.

Comment on solubility

Solubility of 2,3-diphenyl-1-[4-(2-pyrrolidin-1-ylethoxy)phenyl]prop-2-en-1-one

The solubility of 2,3-diphenyl-1-[4-(2-pyrrolidin-1-ylethoxy)phenyl]prop-2-en-1-one is influenced by various factors due to its complex structure. This compound, often categorized as an organic compound with a significant aromatic character, presents unique solubility behavior. Below are key points regarding its solubility:

  • Polar vs. Non-Polar Solvents: Given its extensive aromatic rings, this compound tends to exhibit greater solubility in non-polar solvents such as hexane or toluene.
  • Hydrophilicity and Hydrophobicity: The presence of the pyrrolidine unit may lend some degree of hydrophilicity, but the overall structure remains predominantly hydrophobic.
  • Dissolution Process: The dissolution of this compound is likely aided by π-π stacking interactions and possible hydrogen bonding, though the latter is limited due to the composition.
  • Concentration Influence: As with many organic compounds, solubility may increase with temperature, facilitating better interactions in solvent mixtures.

In summary, while 2,3-diphenyl-1-[4-(2-pyrrolidin-1-ylethoxy)phenyl]prop-2-en-1-one may demonstrate moderate solubility in non-polar environments, its complex nature requires careful consideration of solvent choice and environmental conditions for effective dissolution.

Interesting facts

Interesting Facts about 2,3-Diphenyl-1-[4-(2-pyrrolidin-1-ylethoxy)phenyl]prop-2-en-1-one

This compound, a fascinating piece of organic chemistry, is an example of a chalcone derivative. Chalcones are an important class of compounds that often serve as precursors to flavonoids, which are well-known for their various biological activities. Here are some intriguing aspects of this compound:

  • Versatile Structure: The structure features a prop-2-en-1-one core with both phenyl and pyrrolidine groups that contribute to its diverse chemical behavior and potential reactivity.
  • Biological Significance: Compounds like this one are often investigated for their pharmacological properties, including anti-inflammatory, antimicrobial, and antioxidant effects, making them candidates for drug development.
  • Role in Organic Synthesis: Due to their reactivity, chalcones can undergo various transformations, including cyclization reactions that yield a multitude of complex organic molecules.
  • Potential Applications: Due to the presence of a pyrrolidine moiety, this compound may interact with biological targets, highlighting its importance in medicinal chemistry.
  • Interesting History: Chalcones have a rich history in both folklore and modern medicine; they have been utilized in traditional remedies in various cultures for their purported health benefits.

In conclusion, the exploration of 2,3-diphenyl-1-[4-(2-pyrrolidin-1-ylethoxy)phenyl]prop-2-en-1-one not only enhances our understanding of organic chemistry but also opens doors to countless possibilities in pharmacology and material science. As noted by chemists in the field, “The synthesis and study of such complex molecules not only enrich our chemical libraries but also bolster our quest for new therapeutic avenues.”

Synonyms
2,3-Diphenyl-4'-beta-pyrrolidinoethoxyacrylophenone
Acrylophenone, 2,3-diphenyl-4'-[2-(1-pyrrolidinyl)ethoxy]-
TQ66S79D6M
17575-63-2