Skip to main content

Coumarin-3-acetic acid

ADVERTISEMENT
Identification
Molecular formula
C12H8O5
CAS number
531-55-5
IUPAC name
3-acetyl-2-oxo-chromene-6-carboxylic acid
State
State

At room temperature, coumarin-3-acetic acid is typically found in a solid state. It exists as a powder that may sometimes be slightly hygroscopic, requiring careful storage to prevent moisture absorption.

Melting point (Celsius)
315.00
Melting point (Kelvin)
588.00
Boiling point (Celsius)
436.00
Boiling point (Kelvin)
709.00
General information
Molecular weight
218.18g/mol
Molar mass
218.1810g/mol
Density
1.4000g/cm3
Appearence

Coumarin-3-acetic acid typically appears as an off-white to yellow crystalline powder. It can have a faint aromatic odor, sometimes resembling the scent of fresh-cut hay, which is characteristic to coumarins.

Comment on solubility

Solubility of 3-acetyl-2-oxo-chromene-6-carboxylic acid

The solubility of 3-acetyl-2-oxo-chromene-6-carboxylic acid can be quite dependent on various factors including its chemical structure, pH of the solution, and temperature. Generally, compounds containing carboxylic acid groups tend to exhibit better solubility in polar solvents due to their ability to form hydrogen bonds. Specifically:

  • Polar Solvents: It is likely to be soluble in polar solvents such as water and alcohols, owing to the presence of the carboxylic acid functional group.
  • Non-Polar Solvents: Its solubility in non-polar solvents may be low, reflecting the characteristic behavior of polar compounds.
  • pH Dependency: The solubility can increase markedly in alkaline solutions where the carboxylic acid group may deprotonate, forming a carboxylate anion, which is more soluble.

In summary, the solubility of 3-acetyl-2-oxo-chromene-6-carboxylic acid showcases how molecular structure and environmental conditions critically influence the behavior of such compounds in different solvents. Understanding this solubility can aid in various applications in both laboratory and industrial processes.

Interesting facts

Exploring 3-Acetyl-2-oxo-chromene-6-carboxylic Acid

3-Acetyl-2-oxo-chromene-6-carboxylic acid, a fascinating compound belonging to the class of chromones, presents a unique structure that is both intriguing and versatile. This compound is often of interest due to its potential applications and the various biological activities it may exhibit.

Key Characteristics and Applications

Here are some notable aspects of 3-acetyl-2-oxo-chromene-6-carboxylic acid:

  • Biological Significance: Chromone derivatives have been reported to possess a plethora of biological activities, including antitumor, anti-inflammatory, and antioxidant properties.
  • Synthetic Utility: This compound serves as a valuable intermediate in the synthesis of more complex molecules, paving the way for the development of pharmaceuticals and agrochemicals.
  • Research Interest: Scientists are actively investigating this compound for its potential to act against diseases, particularly due to its bioactive nature.

Chemical Properties

The structural features of 3-acetyl-2-oxo-chromene-6-carboxylic acid contribute to its reactivity and interactions:

  • Keto-Enol Tautomerism: The compound may exist in different tautomeric forms, influencing its reactivity and interactions with other molecules.
  • Electron Delocalization: The aromatic character of the chromone ring enhances its stability and supports various chemical transformations.

As a chemistry student or researcher, one might say: “The allure of chromones lies not just in their structure, but in the myriad potentials they hold for future therapeutic applications.”
The exploration of compounds like 3-acetyl-2-oxo-chromene-6-carboxylic acid highlights the exciting intersection of chemistry and biology, opening avenues for innovations in medicinal chemistry and beyond.

Synonyms
3-Acetyl-6-carboxycoumarin
6468-73-1
BRN 1380320
SC-358
2H-1-BENZOPYRAN-6-CARBOXYLIC ACID, 3-ACETYL-2-OXO-
3-Acetyl-2-oxo-2H-1-benzopyran-6-carboxylic acid
DTXSID10214974
DTXCID40137465
5-18-08-00582 (beilstein handbook reference)
3-acetyl-2-oxo-2H-chromene-6-carboxylic acid