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2-hydroxy-3,5-diiodobenzoic acid

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Identification
Molecular formula
C7H4I2O3
CAS number
133-92-6
IUPAC name
2-hydroxy-3,5-diiodo-benzoic acid
State
State

At room temperature, 2-hydroxy-3,5-diiodobenzoic acid is in a solid state.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.15
Boiling point (Celsius)
289.00
Boiling point (Kelvin)
562.15
General information
Molecular weight
389.91g/mol
Molar mass
389.8990g/mol
Density
3.3204g/cm3
Appearence

The compound typically appears as a crystalline solid with a pale appearance.

Comment on solubility

Solubility of 2-hydroxy-3,5-diiodo-benzoic acid

2-hydroxy-3,5-diiodo-benzoic acid, known for its unique structure, exhibits interesting solubility properties that are influenced by the presence of its hydroxyl and iodo groups. Understanding its solubility can provide valuable insight into its potential applications. Here are some key points regarding its solubility:

  • Polar vs Non-Polar Solvents: This compound is likely to be more soluble in polar solvents due to the hydroxyl (-OH) group, which can form hydrogen bonds with water molecules.
  • Hydrophobic Iodine Atoms: The presence of the iodo groups may introduce a level of hydrophobicity that could limit its solubility in water but enhance its solubility in organic solvents.
  • pH Dependence: The solubility may also be affected by pH, as acidic or basic environments can lead to the ionization of the carboxylic acid group, potentially increasing solubility in aqueous solutions.
  • Complexation: 2-hydroxy-3,5-diiodo-benzoic acid may form complexes with certain metal ions, which can enhance its solubility in solutions containing those metals.

In summary, while 2-hydroxy-3,5-diiodo-benzoic acid is expected to have notable solubility in polar solvents, factors like its hydrophobic character due to the iodo substituents and environmental conditions such as pH play significant roles in its overall solubility profile. Thus, its application in various fields may heavily rely on these solubility characteristics.

Interesting facts

Interesting Facts About 2-Hydroxy-3,5-Diiodo-Benzoic Acid

2-Hydroxy-3,5-diiodo-benzoic acid, commonly referred to as a derivative of salicylic acid, is an intriguing compound that attracts interest in both pharmaceutical and chemical research due to its unique properties and potential applications. Here are some key points about this fascinating compound:

  • Biological Relevance: This compound has been studied for its potential effects in biological systems, particularly as an antimicrobial and antifungal agent. Its iodine substituents enhance its biological activity, making it an important focus in the development of new therapeutic agents.
  • Structural Characteristics: The presence of the hydroxy (-OH) and diiodo (-I) substituents on the aromatic ring plays a crucial role in its chemical reactivity and therapeutic potency. The hydroxyl group allows for hydrogen bonding, which can significantly impact its interaction with biological targets.
  • Synthesis and Applications: 2-Hydroxy-3,5-diiodo-benzoic acid is often synthesized via advanced organic reactions involving iodination of benzoic acid derivatives. Its derivatives have potential applications in dyes, drugs, and even in the synthesis of more complex organic compounds.
  • Research Interest: Ongoing studies are exploring its use in the treatment of conditions related to iodine deficiency, hormonal imbalances, and even certain types of cancers. These applications highlight the compound's versatility and significance in medicinal chemistry.
  • Environmental Relevance: The environmental impact of iodine-containing compounds, such as this one, is a topic of interest due to the role of iodine in natural ecosystems. Researchers are investigating how derivatives impact aquatic life and nutrient cycling.

As a compound that sits at the intersection of organic chemistry and pharmacology, 2-hydroxy-3,5-diiodo-benzoic acid exemplifies the complexity of chemical interactions and the potential for compounds derived from common organic structures to yield novel applications. “In the world of chemistry, every atom has a story”—this compound is no exception!

Synonyms
3,5-DIIODOSALICYLIC ACID
133-91-5
2-Hydroxy-3,5-diiodobenzoic acid
Benzoic acid, 2-hydroxy-3,5-diiodo-
3,5-Diiodo-2-hydroxybenzoic acid
2-Hydroxy-3,5-diiodobenzoate
3,5-Diiodosalicylate
Salicylic acid, 3,5-diiodo-
MFCD00002444
2-Hydroxy-3,5-diiodobenzenecarboxylic acid
NSC 6303
2-HYDROXY-3,5-DIIODO-BENZOIC ACID
Benzoic acid, 3,5-diiodo-2-hydroxy-
EINECS 205-124-0
BRN 2615358
AI3-33355
NSC-6303
1496OH15B6
CHEMBL1232243
DTXSID3059636
NSC6303
EC 205-124-0
1321-04-6
3,5-DIIODOSALICYLIC ACID [MI]
DIIODOSALICYLIC ACID
DIU
3,5-Di-Iodo Salicylic acid
UNII-1496OH15B6
2-Hydroxy-3,5-diiodo-benzoic Acid; 2-Hydroxy-3,5-diiodobenzenecarboxylic acid; 2-Hydroxy-3,5-diiodobenzoic Acid; 3,5-Diiodo-2-hydroxybenzoic Acid; 3,5-Diiodosalicylic Acid; NSC 6303
Salicylic acid,5-diiodo-
3,5-Di-IodoSalicylicacid
3,5-diiodo salicylic acid
WLN: QVR BQ CI EI
SCHEMBL425350
DTXCID2034128
3,5-Diiodosalicylic acid, 99%
BCP21693
BDBM50404080
STK301498
AKOS001049528
CS-W009393
DB04674
FD74945
AC-23693
AS-12979
PD005914
SY014327
D1677
NS00020576
D88046
AE-473/30685033
Q223023
SR-01000048884
SR-01000048884-1
Z56957494
CLOSANTEL SODIUM DIHYDRATE IMPURITY A [EP IMPURITY]
3,5-Diiodo-2-hydroxybenzoic acid pound>>2-Hydroxy-3,5-diiodobenzoic acid
205-124-0