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Esculetin

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Identification
Molecular formula
C9H6O4
CAS number
305-01-1
IUPAC name
2,8-dihydroxychromen-7-one
State
State

At room temperature, esculetin exists as a solid. Due to its crystalline nature, it maintains a stable form under ambient conditions and is typically handled in this solid state in various applications.

Melting point (Celsius)
256.00
Melting point (Kelvin)
529.15
Boiling point (Celsius)
422.00
Boiling point (Kelvin)
695.15
General information
Molecular weight
178.14g/mol
Molar mass
178.1430g/mol
Density
1.5270g/cm3
Appearence

Esculetin appears as a crystalline solid. It is a coumarin derivative and is usually found in a pale yellow color. The compound is primarily available in its crystalline form and has a specific structural arrangement that contributes to its characteristic appearance.

Comment on solubility

Solubility of 2,8-Dihydroxychromen-7-one (C9H6O4)

2,8-Dihydroxychromen-7-one showcases intriguing solubility characteristics that are noteworthy for both practical and scientific applications. This compound, often classified as a flavonoid, possesses functional groups that influence its behavior in various solvents.

When considering the solubility of 2,8-dihydroxychromen-7-one, it is helpful to focus on the following aspects:

  • Polarity: The presence of hydroxyl groups (-OH) increases the compound's polarity, making it more soluble in polar solvents such as water.
  • Solvent Compatibility: It is reasonably soluble in organic solvents like ethanol and methanol, which can efficiently dissolve its structure due to intermolecular interactions.
  • pH Dependence: Solubility may vary with the pH of the solution, as alterations in protonation states of the hydroxyl groups could affect overall solubility.

In summary, 2,8-dihydroxychromen-7-one exhibits moderate solubility in polar solvents while also showing compatibility with various organic solvents. This characteristic enhances its versatility in chemical reactions and applications in pharmaceutical formulations.

As with many compounds, it is essential to consider the specific environmental conditions when evaluating solubility. Overall, the solubility profile of 2,8-dihydroxychromen-7-one emphasizes its relevance in both chemical synthesis and biological activities.

Interesting facts

Interesting Facts About 2,8-Dihydroxychromen-7-one

2,8-Dihydroxychromen-7-one, also known as umbelliferone, is a fascinating compound widely appreciated in both natural product chemistry and pharmaceutical applications. This compound belongs to the family of coumarins, which are known for their diverse biological activities and striking structural features.

Key Attributes and Applications

  • Natural Occurrence: Umbelliferone is commonly found in a variety of plants, especially within the Apiaceae family, which includes many herbs and spices.
  • Photoprotective Properties: This compound exhibits remarkable photoprotective effects due to its ability to absorb UV radiation, making it of interest in the skin care and cosmetic industries.
  • Antioxidant Activity: Umbelliferone is recognized to have potent antioxidant properties, contributing to its potential health benefits, such as combating oxidative stress.
  • Medicinal Uses: Research has revealed its possible applications in treating various ailments, including anti-inflammatory and anticancer effects.

Science Behind Its Structure

The structure of 2,8-dihydroxychromen-7-one is particularly compelling due to the presence of hydroxyl groups that can enhance its reactivity and biological effects. The resonance stabilization from the aromatic ring contributes to the compound's overall stability:

  • This resonance allows for better interaction with biological molecules.
  • The hydroxyl groups also enable extensive hydrogen bonding, enhancing solubility in certain conditions.

Conclusion

In conclusion, 2,8-dihydroxychromen-7-one serves as an exemplary compound that bridges the gap between nature and pharmacology. As scientists continue to explore its myriad properties and applications, this compound undoubtedly holds great promise for the advancement of both medicinal chemistry and environmental science.