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Dimethyl coumarin-3,6-dicarboxylate

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Identification
Molecular formula
C14H10O6
CAS number
92974-79-5
IUPAC name
dimethyl 2-oxochromene-3,6-dicarboxylate
State
State

At room temperature, dimethyl 2-oxochromene-3,6-dicarboxylate is generally in a solid state.

Melting point (Celsius)
120.00
Melting point (Kelvin)
393.15
Boiling point (Celsius)
345.00
Boiling point (Kelvin)
618.15
General information
Molecular weight
262.20g/mol
Molar mass
262.2020g/mol
Density
1.3000g/cm3
Appearence

Dimethyl 2-oxochromene-3,6-dicarboxylate is typically a pale yellow solid in appearance. It may form crystalline structures and can occasionally appear as a powder. The color and form may vary depending on the degree of purity and specific conditions of synthesis.

Comment on solubility

Solubility of Dimethyl 2-oxochromene-3,6-dicarboxylate

Dimethyl 2-oxochromene-3,6-dicarboxylate, with its complex structure, exhibits interesting solubility characteristics influenced by its functional groups. Generally, this compound is:

  • Sparingly soluble in cold water due to its hydrophobic aromatic ring.
  • More soluble in organic solvents such as ethanol, methanol, and acetonitrile, which can help dissolve its polar carboxylate groups.

As a result of these solubility properties, it is essential to take note of the following considerations:

  1. Temperature effects: Increased temperature typically enhances solubility in organic solvents.
  2. pH influence: The solubility can vary depending on the pH of the solution, particularly due to the carboxyl groups' protonation states.
  3. Solvent polarity: A polar solvent may better solubilize the dicarboxylate groups compared to non-polar solvents.

In conclusion, the solubility of dimethyl 2-oxochromene-3,6-dicarboxylate is dictated by its unique structural features, allowing it to interact effectively with specific solvents, which is crucial for its applications in various chemical processes.

Interesting facts

Interesting Facts about Dimethyl 2-Oxochromene-3,6-Dicarboxylate

Dimethyl 2-oxochromene-3,6-dicarboxylate is a fascinating compound with a variety of applications in the fields of chemistry and biology. This compound, part of the chromene family, exhibits remarkable characteristics that make it an interesting subject of study.

Chemical Structure and Properties

The unique structure of dimethyl 2-oxochromene-3,6-dicarboxylate contributes to its properties:

  • Heterocyclic Compound: The presence of a chromene ring adds to the compound's stability and reactivity.
  • Dicarboxylate Moiety: With two carboxylate groups, this compound can act as a versatile reagent in various synthesis reactions.

Applications and Uses

Dimethyl 2-oxochromene-3,6-dicarboxylate is widely studied for its applications:

  • Pharmaceuticals: It serves as a precursor in drug development, particularly for compounds with biological activity.
  • Organic Synthesis: Utilized as a building block in the synthesis of more complex organic molecules.

Biological Significance

This compound also holds potential in biological research:

  • Antioxidant Properties: Studies have suggested that compounds related to this structure exhibit significant antioxidant effects.
  • Antimicrobial Activity: Related compounds show promise in inhibiting the growth of various pathogens.

Summary

In summary, dimethyl 2-oxochromene-3,6-dicarboxylate is not just a chemical entity, but a gateway to numerous scientific explorations. Its distinctive structure, combined with potential applications in medicinal chemistry and organic synthesis, make it a compound of interest for both researchers and students alike. As one insightful chemist once said, “The beauty of chemistry lies in the complexity and simplicity that can be distilled from chemical compounds.”

Synonyms
3,6-Dicarbomethoxycoumarin
BRN 1390953
SC-353
6468-66-2
2H-1-BENZOPYRAN-3,6-DICARBOXYLIC ACID, 2-OXO-, DIMETHYL ESTER
2-Oxo-2H-1-benzopyran-3,6-dicarboxylic acid dimethyl ester
DTXSID60214969
DTXCID40137460
5-18-08-00673 (beilstein handbook reference)