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Chalcone

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Identification
Molecular formula
C16H14O4
CAS number
569-80-6
IUPAC name
1-(2,4-dihydroxyphenyl)-3-(3-hydroxy-4-methoxy-phenyl)prop-2-en-1-one
State
State

At room temperature, chalcone exists as a solid. It forms crystalline structures that are typically stable and serve as a standard form for commercial and laboratory distribution.

Melting point (Celsius)
243.00
Melting point (Kelvin)
516.15
Boiling point (Celsius)
465.00
Boiling point (Kelvin)
738.15
General information
Molecular weight
270.27g/mol
Molar mass
270.2700g/mol
Density
1.2730g/cm3
Appearence

Chalcone, also known as 1-(2,4-dihydroxyphenyl)-3-(3-hydroxy-4-methoxy-phenyl)prop-2-en-1-one, appears as a pale yellow crystalline solid. It is notable for its bright yellow color which is typical of chalcones, an attribute that is mostly due to the extended conjugated system which can absorb light in the visible wavelength range.

Comment on solubility

Solubility Profile of 1-(2,4-dihydroxyphenyl)-3-(3-hydroxy-4-methoxy-phenyl)prop-2-en-1-one (C16H14O4)

This compound features both *hydroxyl* and *methoxy* functional groups, which significantly influence its solubility characteristics. Here are some key points regarding its solubility:

  • Polar and Non-Polar Interactions: The presence of two hydroxyl groups tends to enhance solubility in polar solvents such as water, while the methoxy group can introduce more hydrophobic characteristics, affecting overall solubility.
  • Solubility in Organic Solvents: It is likely to be more soluble in organic solvents like ethanol and methanol due to the hydrophobic character of the aromatic rings.
  • Temperature Influence: As with many compounds, solubility may increase with temperature, making it easier to dissolve in warmer solvents.
  • pH Dependence: The solubility can also vary with changes in pH; an increase in pH may increase solubility due to deprotonation of hydroxyl groups.

In conclusion, understanding the solubility of this compound requires consideration of both its molecular structure and the solvents used. As with many organic compounds, the intricate balance of *polar* and *non-polar* characteristics plays a critical role in determining how well this compound will dissolve in various environments.

Interesting facts

Interesting Facts about 1-(2,4-dihydroxyphenyl)-3-(3-hydroxy-4-methoxy-phenyl)prop-2-en-1-one

This fascinating compound, often referred to in the broader context of flavonoids and phenolic compounds, has drawn significant attention in scientific research due to its diverse biological properties. Here are some notable aspects:

  • Natural Origins: This compound is derived from natural sources, including various plants that contain flavonoids, contributing to their antioxidant properties.
  • Antioxidant Activity: Like many phenolic compounds, it has exhibited strong antioxidant capabilities, helping to neutralize free radicals in biological systems. This activity is crucial for protecting cells from oxidative stress.
  • Health Implications: Research has indicated potential health benefits associated with this compound, including anti-inflammatory and antimicrobial properties. Such effects could play a role in preventing or treating various diseases.
  • Synthesis Potential: The compound serves as an interesting target for synthetic chemists aiming to explore complex synthesis methods. Its unique structure allows for various substitutions that can alter its properties and potential applications.
  • Research Applications: Studies involving this compound are often focused on its role in traditional medicine and modern pharmaceuticals, illustrating the bridge between ancient practices and contemporary science.

In summary, 1-(2,4-dihydroxyphenyl)-3-(3-hydroxy-4-methoxy-phenyl)prop-2-en-1-one is not just a compound with an intriguing name; it encapsulates a wealth of scientific research avenues that could advance our understanding of health and disease. As one researcher notably remarked, “The compounds we explore today may hold the key to the treatments of tomorrow.”

Synonyms
SCHEMBL633170
DTXSID201291634
2',4',3-trihydroxy-4-methoxychalcone
3,2a(2),4a(2)-Trihydroxy-4-methoxychalcone
G90292