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2'-Hydroxy-4,4'-dimethoxy-3,6'-dihydroxychalcone

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Identification
Molecular formula
C15H12O3
CAS number
15713-55-0
IUPAC name
1-(2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
State
State

At room temperature, this compound is typically found in solid state. It is stable under standard conditions and requires careful heating to transition into a liquid form.

Melting point (Celsius)
256.00
Melting point (Kelvin)
529.15
Boiling point (Celsius)
430.00
Boiling point (Kelvin)
703.15
General information
Molecular weight
240.26g/mol
Molar mass
240.2630g/mol
Density
1.3100g/cm3
Appearence

The compound appears as a crystalline solid. Its color may vary from light yellow to a pale shade due to its chalcone structure. This compound can exhibit fluorescence under UV light, showing a characteristic blue-green glow, attributed to the hydroxy group interactions.

Comment on solubility

Solubility of 1-(2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

The compound 1-(2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one, often referred to as a flavonoid derivative, exhibits interesting solubility characteristics that make it relevant in various applications.

When evaluating its solubility, consider the following key points:

  • Polar and Nonpolar Interactions: The presence of multiple hydroxy groups contributes to the compound's polar nature, allowing it to engage in hydrogen bonding with solvents.
  • Solvent Dependence: It tends to demonstrate higher solubility in polar organic solvents such as ethanol and methanol compared to nonpolar solvents like hexane.
  • Water Solubility: While it is moderately soluble in water, solubility may be limited due to the hydrophobic phenyl groups that can hinder interaction with water molecules.

In summary, the solubility profile of this compound is influenced by its molecular structure, particularly the balance of polar and nonpolar characteristics. It is a prime example of how functional groups can impact the solubility behavior of organic compounds.

Interesting facts

Interesting Facts about 1-(2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one

This compound, commonly known as a type of chalcone, belongs to a class of compounds that are known for their significant biological activities. Chalcones are characterized by their two aromatic rings joined by a three-carbon α,β-unsaturated carbonyl system. This specific compound presents several fascinating features:

  • Biological Activities: Many chalcones exhibit a broad spectrum of biological activities, including antioxidant, anti-inflammatory, and anticancer properties. The hydroxyl groups in this particular compound enhance its ability to act as a potent antioxidant.
  • Synthesis: This compound can be synthesized through a variety of methods, including the Claisen-Schmidt condensation, which emphasizes the importance of organic reactions in developing new pharmaceuticals.
  • Applications in Medicine: Due to its unique structure, this compound has attracted attention in medicinal chemistry. Research suggests that it could serve as a potential template for developing new therapeutic agents.
  • Natural Occurrence: Similar structures are often found in natural products, indicating an evolutionary significance. They play various roles in plant biology, including development and protection against herbivores.

In summary, 1-(2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one is not just a chemical structure, but a compound with promising implications in the fields of chemistry and medicine. As research progresses, it could pave the way for innovative treatments that harness its rich biochemical properties.

Synonyms
2'-4-Dihydroxychalcone
DTXSID00892346
DTXCID401079503
1-(2-hydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
4,2'-DIHYDROXYCHALCONE
NCIOpen2_003847
SCHEMBL128913
PD028972
E77928