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Diatrizoic acid

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Identification
Molecular formula
C11H9I2N1O4
CAS number
117-96-4
IUPAC name
2-acetamido-3,5-diiodo-benzoic acid
State
State

Diatrizoic acid is a solid at room temperature, typically found in the form of crystalline powder.

Melting point (Celsius)
235.00
Melting point (Kelvin)
508.15
Boiling point (Celsius)
360.00
Boiling point (Kelvin)
633.15
General information
Molecular weight
613.90g/mol
Molar mass
613.8950g/mol
Density
3.3200g/cm3
Appearence

Diatrizoic acid appears as a white to off-white crystalline powder. It is typically odorless and has a slightly bitter taste.

Comment on solubility

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

2-acetamido-3,5-diiodo-benzoic acid, a compound with notable iodine substitutions on the aromatic ring, exhibits unique solubility characteristics. The presence of both acetamido and carboxylic acid functional groups influences its behavior in various solvents.

Key Solubility Insights:

  • Polar Solvents: This compound is more soluble in polar solvents such as water due to the potential for hydrogen bonding from the amide and carboxylic acid functionalities.
  • Non-Polar Solvents: While it possesses some non-polar characteristics due to the aromatic structure, its solubility in non-polar solvents is significantly lower.
  • pH Dependence: The solubility can also vary with pH, as the ionization of the carboxylic acid group may enhance solubility at higher pH levels.
  • Temperature Effects: Increased temperatures may improve solubility; however, this can also lead to precipitation upon cooling, depending on concentration.

In summary, the solubility of 2-acetamido-3,5-diiodo-benzoic acid is primarily influenced by its functional groups, with a tendency to dissolve better in polar environments. Such distinctive solubility characteristics are crucial for applications in pharmaceuticals and biochemical studies.

Interesting facts

Interesting Facts about 2-Acetamido-3,5-Diiodo-Benzoic Acid

2-Acetamido-3,5-diiodo-benzoic acid, commonly known in scientific circles for its intriguing structure and diverse applications, presents a fascinating subject of study. This compound is noteworthy for several reasons:

  • Structure and Composition: The presence of iodine atoms in the molecular structure significantly alters the chemical behavior of this compound compared to its non-iodinated counterparts. Iodine’s unique properties can lead to interesting reactivity in biological systems.
  • Pharmaceutical Relevance: Compounds containing benzene rings with iodo-substituents are prominent in medicinal chemistry. 2-Acetamido-3,5-diiodo-benzoic acid may play a role in drug development, particularly influencing the research on anti-inflammatory and antimicrobial agents.
  • Analytical Applications: Because of its distinct features, this acid is often used as a reagent in various chemical analyses. Its unique interactions with light can facilitate photophysical studies and spectroscopic applications.
  • Biological Impact: The acetamido group attached to the benzene ring allows it to partake in hydrogen bonding, potentially affecting its bioavailability and interaction with proteins and enzymes.
  • Environmental Considerations: The presence of heavy halogens such as iodine raises questions about its environmental impact, particularly regarding persistence and bioaccumulation in ecosystems.

In conclusion, 2-acetamido-3,5-diiodo-benzoic acid stands out not just for its molecular structure but also for its potential applications in various fields, ranging from pharmaceuticals to environmental science. The complexity and versatility of this compound continue to intrigue scientists and researchers alike.

Synonyms
2-Acetylamino-3,5-diiodobenzoic acid
19094-52-1
2-acetamido-3,5-diiodobenzoic acid
ANTHRANILIC ACID, N-ACETYL-3,5-DIIODO-
BRN 3312862
N-Acetyl-3,5-diiodoanthranilic acid
DTXSID90172604
2-(acetylamino)-3,5-diiodobenzoic acid
AP-213/40650832