Skip to main content

3,5-Diiodo-4-methoxybenzoic acid

ADVERTISEMENT
Identification
Molecular formula
C8H6I2O3
CAS number
55312-55-1
IUPAC name
3,5-diiodo-4-methoxy-benzoic acid
State
State

At room temperature, 3,5-Diiodo-4-methoxybenzoic acid is a solid. It is characterized by its low solubility in water, but it may dissolve in organic solvents such as ethanol or dimethyl sulfoxide (DMSO).

Melting point (Celsius)
206.00
Melting point (Kelvin)
479.15
Boiling point (Celsius)
453.00
Boiling point (Kelvin)
726.15
General information
Molecular weight
405.94g/mol
Molar mass
405.9110g/mol
Density
2.2468g/cm3
Appearence

3,5-Diiodo-4-methoxybenzoic acid appears as a solid crystalline powder. It is usually white to off-white in color. The compound is sensitive to light, moisture, and air, and should be stored in a cool, dry place to maintain its stability and appearance.

Comment on solubility

Solubility of 3,5-diiodo-4-methoxy-benzoic acid

3,5-diiodo-4-methoxy-benzoic acid, with the chemical formula C10H8Br2O3, exhibits notable solubility characteristics influenced by its molecular structure. The solubility behavior can be summarized as follows:

  • Polar Nature: The presence of a carboxylic acid functional group (-COOH) contributes to its polar nature, enhancing solubility in polar solvents such as water.
  • Hydrophobic Iodine Atoms: The two iodine atoms (I) make the compound less soluble in non-polar solvents due to their hydrophobic nature, thus requiring attention to the solvent choice.
  • Moderate Solubility: In optimal conditions, 3,5-diiodo-4-methoxy-benzoic acid is expected to have moderate solubility in organic solvents like ethanol, acetone, and dimethyl sulfoxide (DMSO).
  • Temperature Influence: Solubility can also be significantly influenced by temperature; generally, increased temperature improves solubility in most solvents.

In summary, while 3,5-diiodo-4-methoxy-benzoic acid is soluble in various solvents, the specific solubility behavior can greatly depend on the polarity and temperature of the medium. Therefore, it's crucial to conduct solubility tests in the desired solvent to obtain accurate data for applications.

Interesting facts

Interesting Facts about 3,5-Diiodo-4-methoxy-benzoic acid

3,5-Diiodo-4-methoxy-benzoic acid is a fascinating compound that reflects the intersection of organic chemistry and pharmaceutical applications. Here are some intriguing insights:

  • Structural Complexity: This compound features an aromatic ring with two iodine atoms attached to the 3 and 5 positions and a methoxy group at the 4 position. Such substitution patterns can significantly influence both the electronic properties and the reactivity of the molecule.
  • Biological Activity: Compounds containing iodine are often noted for their biological significance, with some showing potent antimicrobial and antiviral properties. The presence of iodine can enhance the activity of the compound against various pathogens.
  • Applications in Medicine: As a derivative of benzoic acid, this compound can serve as a key intermediate in the synthesis of pharmaceuticals. Its derivatives have been investigated for applications in treating inflammatory conditions and diseases related to oxidative stress.
  • Research Interest: The unique combination of iodine and methoxy functionalities makes 3,5-diiodo-4-methoxy-benzoic acid a subject of ongoing research, particularly in developing novel therapeutic agents and understanding their mechanisms.
  • Impact on Environmental Chemistry: The study of such halogenated compounds is essential in environmental science, as it helps to understand the fate of pharmaceuticals in ecosystems, especially due to their persistence and potential bioaccumulation.

"The subtle interplay of halides and substituents often leads to unexpected properties in organic compounds."

This compound is a great example of how modifications in molecular structure can lead not only to changes in chemical properties but also to varied applications in real-world scenarios, making it a worthy compound to study in both theoretical and applied chemistry.

Synonyms
3,5-Diiodo-4-methoxybenzoic acid
3,5-Diiodo-p-anisic acid
5I1IYW4RJE
4253-11-6
p-ANISIC ACID, 3,5-DIIODO-
Benzoic acid, 3,5-diiodo-4-methoxy-
BRN 2106923
UNII-5I1IYW4RJE
DTXSID50195319
4-METHOXY-3,5-DIIODOBENZOIC ACID
4-10-00-00479 (Beilstein Handbook Reference)
DTXCID10117810
SCHEMBL14024230
AKOS002391585
Q27262246