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Coumarin-3,6-dicarboxylic acid

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Identification
Molecular formula
C13H8O7
CAS number
6102-80-7
IUPAC name
3-methoxycarbonyl-2-oxo-chromene-6-carboxylic acid
State
State

At room temperature, Coumarin-3,6-dicarboxylic acid is solid. It is stable under normal temperature and pressure conditions.

Melting point (Celsius)
187.00
Melting point (Kelvin)
460.15
Boiling point (Celsius)
465.00
Boiling point (Kelvin)
738.15
General information
Molecular weight
248.19g/mol
Molar mass
248.1860g/mol
Density
1.5500g/cm3
Appearence

Coumarin-3,6-dicarboxylic acid appears as a crystalline solid, which can vary in color from white to light yellowish-brown depending on the purity and form of the compound. It often forms needle-like or plate-like crystals.

Comment on solubility

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

The solubility of 3-methoxycarbonyl-2-oxo-chromene-6-carboxylic acid in various solvents is a critical aspect of its chemical behavior. Generally, the solubility properties of this compound can be influenced by the following factors:

  • Polarity of the solvent: This compound is likely to be more soluble in polar solvents due to the presence of carboxylic acid groups. For example, it may dissolve well in water and alcohols.
  • Temperature: Solubility tends to increase with temperature, allowing for better dissolution of the compound in solvents.
  • Hydrogen bonding: The ability of 3-methoxycarbonyl-2-oxo-chromene-6-carboxylic acid to form hydrogen bonds with solvent molecules can significantly enhance its solubility.

In practice, laboratory tests would be necessary to detail its solubility in specific solvents, but trends suggest that:

  • Higher solubility is expected in polar organic solvents.
  • Lower solubility might be observed in nonpolar solvents like hexane.

Overall, understanding the solubility of 3-methoxycarbonyl-2-oxo-chromene-6-carboxylic acid is essential for its application in pharmaceuticals and chemical synthesis, as well as in formulating suitable experimental conditions.

Interesting facts

3-Methoxycarbonyl-2-oxo-chromene-6-carboxylic acid: A Unique Compound

3-Methoxycarbonyl-2-oxo-chromene-6-carboxylic acid is a fascinating compound known for its significant presence in the realm of synthetic and natural product chemistry. This compound belongs to the class of chromenes, which are characterized by their distinctive fused ring structure. Below are some intriguing aspects of this compound:

  • Structural Diversity: The chromene backbone provides a versatile framework, facilitating the incorporation of various functional groups. The presence of both carboxylic acid and methoxy groups contributes to its reactivity and potential applications.
  • Pharmaceutical Potential: Compounds containing chromene structures have been increasingly explored for their biological activities. Notably, many derivatives demonstrate anticancer, anti-inflammatory, and antibiotic properties, making this compound a candidate for further pharmacological studies.
  • Synthetic Applications: Its functional groups allow for interesting reactions, making it a valuable intermediate in organic synthesis. Chemists often utilize its reactivity to build more complex structures through methods such as esterification and condensation reactions.
  • Natural Occurrence: Chromenes, including this compound, can be found in various plant species where they may play roles in UV protection and pigmentation. Understanding their natural production can inspire more sustainable synthesis methods in the lab.

Exploration in Research

Researchers are continuously exploring the potential of 3-methoxycarbonyl-2-oxo-chromene-6-carboxylic acid. With its appealing molecular architecture, this compound not only holds promise for drug development but also serves as a model for studying reaction mechanisms in organic chemistry. As one researcher noted, "The journey of unraveling the complexities of such compounds offers a glimpse into nature's ingenuity and provides inspiration for synthetic chemists."

In summary, 3-methoxycarbonyl-2-oxo-chromene-6-carboxylic acid represents a captivating intersection of chemistry and biology, with the potential to impact both scientific understanding and practical applications in various fields.

Synonyms
3-Carbomethoxy-6-carboxycoumarin
BRN 1385446
6468-71-9
SC-350
2H-1-BENZOPYRAN-3,6-DICARBOXYLIC ACID, 2-OXO-, 3-METHYL ESTER
2-Oxo-2H-1-benzopyran-3,6-dicarboxylic acid 3-methyl ester
DTXSID90214972
DTXCID20137463
5-18-08-00673 (beilstein handbook reference)