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4-Hydroxy-3,5-diiodobenzoic acid

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Identification
Molecular formula
C7H4I2O3
CAS number
2217-86-1
IUPAC name
4-hydroxy-3,5-diiodo-benzoic acid
State
State

At room temperature, 4-Hydroxy-3,5-diiodobenzoic acid is in a solid state. It is a crystalline compound, indicating its solid-state structural properties typically observed under ambient conditions.

Melting point (Celsius)
268.00
Melting point (Kelvin)
541.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
389.90g/mol
Molar mass
389.8960g/mol
Density
3.0100g/cm3
Appearence

4-Hydroxy-3,5-diiodobenzoic acid appears typically as a crystalline solid. The color can vary, but it is often found as off-white to light brown crystals or powder depending on purity and specific conditions.

Comment on solubility

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

The solubility of 4-hydroxy-3,5-diiodo-benzoic acid is an intriguing aspect of its chemical behavior. This compound, known for its iodine substituents and a hydroxyl group, exhibits unique solubility characteristics due to its molecular structure. Here are some key points to consider:

  • Polar Nature: The presence of the hydroxyl (-OH) group contributes to the polarity of the molecule, enhancing its solubility in polar solvents such as water.
  • Iodine Atoms: The two iodine atoms can potentially decrease the overall solubility in water, as halogens are generally associated with lower solubility compared to hydroxyl groups.
  • pH Dependence: The solubility may be affected by the pH of the solution, as the acidic nature of the compound allows for protonation and deprotonation, thus influencing its solubility behavior.
  • Solvent Compatibility: It is likely to be more soluble in organic solvents like ethanol or methanol, where it can interact favorably with the solvent molecules.

Understanding the solubility of 4-hydroxy-3,5-diiodo-benzoic acid is crucial for its application in various chemical processes. As it exhibits both polar and non-polar characteristics, its solubility can be categorized as moderate, making it of significant interest in medicinal chemistry and organic synthesis.

Interesting facts

Interesting Facts about 4-Hydroxy-3,5-Diiodo-Benzoic Acid

4-Hydroxy-3,5-diiodo-benzoic acid, a fascinating compound, belongs to the class of iodo-substituted benzoic acids. Here are some compelling facts about this compound:

  • Biochemical Applications: This compound has garnered attention in the field of pharmaceuticals, particularly due to its potential role in developing radiopharmaceuticals that can be used for imaging and therapeutic purposes.
  • Thyroid Hormone Interaction: Its structure, featuring iodine atoms, suggests a significant interaction with thyroid hormones, making it a subject of interest for researchers studying thyroid function and disorders.
  • Antimicrobial Activity: Recent studies have highlighted 4-hydroxy-3,5-diiodo-benzoic acid's potential antimicrobial properties, which could lead to the development of novel antibacterial agents.
  • Environmental Significance: Beyond its medical applications, this compound can also be used to assess environmental pollution, especially in detecting the presence of iodinated compounds in aquatic environments.
  • Synthesis Challenges: The synthesis of this compound may require careful handling due to the presence of iodine, a relatively reactive element, presenting intriguing challenges and opportunities for chemists.

In summary, 4-hydroxy-3,5-diiodo-benzoic acid is not just a simple aromatic compound; it holds significant implications in various fields, from medicine to environmental science. Its unique properties offer exciting prospects for future research and application.

Synonyms
4-Hydroxy-3,5-diiodobenzoic acid
618-76-8
3,5-Diiodo-4-hydroxybenzoic acid
Ioxynic acid
Ioxynil acid
Benzoic acid, 4-hydroxy-3,5-diiodo-
M and B 10903
NSC 1497
EINECS 210-562-0
8C0QV5JK0D
BRN 2212145
AI3-14923
BENZOIC ACID, 3,5-DIIODO-4-HYDROXY-
NSC-1497
DTXSID1060685
MB-10903
M&B-10903
DTXCID5043136
210-562-0
MFCD00016532
4-Hydroxy-3,5-diiodo-benzoic acid
CHEMBL83650
UNII-8C0QV5JK0D
Ioxynil metabolite
SCHEMBL1613916
4-Hydroxy-3,5-diiodobenzoicacid
NSC1497
3,5-di-iodo-4-hydroxybenzoic acid
3,5-Diiodo-4-hydroxy-benzoic acid
BDBM50145835
AKOS022171999
CS-W011729
FD22130
AS-10550
SY316290
NS00034822
AJ-087/41885658
Q27270166
4-Hydroxy-3,5-diiodobenzoic acid;Ioxynil acid;M and B 10903