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Esculetin

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Identification
Molecular formula
C9H6O4
CAS number
305-01-1
IUPAC name
2,6-dihydroxychromen-7-one
State
State

At room temperature, esculetin is a solid. As a crystalline organic compound, it maintains its solid state under standard ambient conditions.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.00
Boiling point (Celsius)
457.90
Boiling point (Kelvin)
731.00
General information
Molecular weight
178.14g/mol
Molar mass
178.1420g/mol
Density
1.4700g/cm3
Appearence

Esculetin appears as a colorless to light yellow crystalline substance. It has a characteristic crystalline solid structure, which is common for many organic compounds of this type.

Comment on solubility

Solubility of 2,6-dihydroxychromen-7-one

2,6-dihydroxychromen-7-one, a compound known for its aromatic characteristics, exhibits interesting solubility behavior which is influenced by its functional groups. Here are some key points regarding its solubility:

  • Polar Interactions: The presence of hydroxyl groups (-OH) on the chromen ring increases the compound's polarity, allowing it to engage in hydrogen bonding with solvents.
  • Solvent Compatibility: This compound is notably soluble in alcohols, such as ethanol and methanol, due to the ability of both the solute and solvent to form hydrogen bonds.
  • Molecular Structure: Its unique structure also suggests limited solubility in non-polar solvents like hexane or toluene, where polar interactions are minimal.
  • pH Dependence: The solubility can vary significantly with pH levels. An increase in pH may enhance the solubility due to deprotonation of hydroxyl groups, leading to improved interactions with water.

Overall, while 2,6-dihydroxychromen-7-one shows good solubility in polar solvents, its solubility in non-polar solvents remains notably low. Its versatile solubility behavior makes it an intriguing substance for various applications.

Interesting facts

Interesting Facts about 2,6-Dihydroxychromen-7-one

2,6-Dihydroxychromen-7-one, commonly known as a type of flavonoid, plays a significant role in various biological processes and possesses a range of interesting properties:

  • Natural Occurrence: This compound is found in a variety of plants, particularly within the class of flavonoids, which are known for their antioxidant properties. It contributes to the coloration and flavor of fruits and flowers.
  • Biological Activities: Research has shown that 2,6-dihydroxychromen-7-one exhibits several biological activities including:
    • Antioxidant properties that help combat oxidative stress.
    • Anti-inflammatory effects which may aid in reducing chronic inflammation.
    • Potential anti-cancer activities, making it a compound of interest in cancer research.
  • Structural Features: The structure includes a chromone framework, which is essential for its biological activity. The hydroxyl groups at positions 2 and 6 are crucial for the compound's reactivity and interaction with biological molecules.
  • Versatile Applications: Due to its pharmacological potential, compounds like 2,6-dihydroxychromen-7-one are being studied for applications in:
    • Pharmaceutical developments as natural agents in medicine.
    • Food and dietary supplements for their health benefits.
    • Cosmetics for their antioxidant properties.
  • Quote from Research: “The diverse biological activities of flavonoids open exciting avenues for therapeutic interventions.”

In conclusion, 2,6-dihydroxychromen-7-one represents a fascinating realm of study for scientists and chemistry enthusiasts alike, as it encapsulates the intersection of natural compounds and their impactful roles in health and wellness.