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Ioxaglic acid

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Identification
Molecular formula
C29H29I3N2O8
CAS number
66108-95-0
IUPAC name
2-[(3-hydroxy-2,4,6-triiodo-phenyl)methylene]butanoic acid
State
State

At room temperature, ioxaglic acid typically exists as a solid in the form of a crystalline powder.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
219.00
Boiling point (Kelvin)
492.15
General information
Molecular weight
821.92g/mol
Molar mass
821.9240g/mol
Density
2.2800g/cm3
Appearence

Ioxaglic acid appears as a white crystalline powder. It is typically used in its sodium or meglumine salt form, which also presents as a white powder.

Comment on solubility

Solubility of 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methylene]butanoic acid

The solubility of 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methylene]butanoic acid is influenced by several factors such as molecular structure, polarity, and intermolecular interactions. Generally, this compound can be characterized by the following solubility properties:

  • Polarity: Due to the presence of multiple iodine atoms and the hydroxyl (-OH) group, the compound exhibits a significant degree of polarity.
  • Solvent Interaction: This compound tends to dissolve more readily in polar solvents, such as water and alcohols, compared to non-polar solvents.
  • Hydrogen Bonding: The -OH group allows for possible hydrogen bonding with solvent molecules, enhancing its solubility in polar environments.

However, it is noteworthy that the extensive iodine substitution might affect the overall solubility, making it less soluble in certain organic solvents. Factors contributing to this phenomenon include:

  1. Hydrophobic Character: The bulky iodine atoms introduce a hydrophobic character that can hinder solubility in non-polar environments.
  2. Hydrogen Bond Competition: Competing interactions with other solute molecules can further influence solubility, depending on the solvent used.

In conclusion, while 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methylene]butanoic acid exhibits a degree of solubility in polar solvents, its complex structure and iodine content lead to varied solubility profiles across different environments. Understanding these characteristics is essential for applications in both synthetic chemistry and pharmaceutical development.

Interesting facts

Interesting Facts about 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methylene]butanoic acid

This unique compound is a member of the larger class of organic molecules known for their diverse functionalities and applications. Here are some captivating details about 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methylene]butanoic acid:

  • Structural Complexity: The compound features a complex structure that includes a phenyl ring with three iodine atoms attached, which is quite rare and significant. The presence of iodine can influence the compound's reactivity and the properties of the entire molecule.
  • Biological Relevance: Compounds with iodine substitutions like this one often exhibit interesting biological activities. Iodine is known for its role in thyroid hormone synthesis, and such compounds may exhibit unique interactions in biological systems.
  • Potential Uses: Through modifications and derivatives, this kind of compound could have applications in pharmaceuticals, particularly in developing new drugs that require bioactive components with potential therapeutic properties.
  • Environmental Considerations: The iodine content also raises important questions about environmental stability and bioaccumulation, particularly for triiodinated compounds, which can persist in ecosystems and may impact health.
  • Research Interests: Scientists are increasingly interested in the synthesis and characterization of iodine-containing compounds, as they often serve as key intermediates in organic synthesis and materials science.

In summary, 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methylene]butanoic acid is a fascinating compound not only due to its intricate structure but also its potential implications in various fields of chemistry, biology, and even environmental science. As we continue to explore its properties, we may uncover new avenues for research and application.