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4-Amino-3,5-diiodobenzoic acid

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Identification
Molecular formula
C7H5INO2
CAS number
16061-46-0
IUPAC name
4-amino-3,5-diiodo-benzoic acid
State
State

At room temperature, 4-amino-3,5-diiodobenzoic acid is in a solid state. The presence of iodine contributes to its higher molecular mass, resulting in a compound that is denser than many other solid organic acids.

Melting point (Celsius)
200.00
Melting point (Kelvin)
473.15
Boiling point (Celsius)
650.00
Boiling point (Kelvin)
923.15
General information
Molecular weight
390.93g/mol
Molar mass
390.9290g/mol
Density
3.0510g/cm3
Appearence

4-Amino-3,5-diiodobenzoic acid generally appears as a crystalline solid. Its color can range from off-white to pale yellow. Due to the presence of iodine atoms, the compound may have a heavier and denser appearance compared to other amino acids without halogen substitutions.

Comment on solubility

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

4-amino-3,5-diiodo-benzoic acid is a compound with notable characteristics in terms of its solubility. When examining its solubility, several factors play a pivotal role:

  • Polarity: The presence of amino (\-NH2) and carboxylic acid (\-COOH) functional groups increases the polarity of the molecule, which generally enhances solubility in polar solvents.
  • Hydrogen Bonding: The ability of the carboxylic acid group to form hydrogen bonds can facilitate its dissolution in water, making it more soluble compared to similar non-polar compounds.
  • Effect of Iodine Atoms: The presence of the two iodine substituents can influence solubility negatively due to their hydrophobic nature, potentially making the compound less soluble in non-polar solvents.

Overall, it is expected that 4-amino-3,5-diiodo-benzoic acid will exhibit:

  1. Good solubility in polar solvents like water and alcohols.
  2. Poor solubility in non-polar solvents due to the iodine substituents.

In summary, while 4-amino-3,5-diiodo-benzoic acid finds itself adequately soluble in polar environments, its solubility can be markedly limited in non-polar situations due to the bulkiness and non-polar character introduced by the iodine atoms.

Interesting facts

Exploring 4-Amino-3,5-Diiodo-Benzoic Acid

4-Amino-3,5-diiodo-benzoic acid, often referred to as a member of the aromatic amino acid family, showcases a fascinating blend of chemical characteristics and applications. Here are some intriguing facts about this compound:

  • Structure and Composition: This compound is notable for its unique structure, featuring two iodine atoms and an amino group attached to a benzoic acid backbone. The presence of iodine significantly influences its reactivity and the stability of its derivatives.
  • Biological Significance: Compounds containing iodine, like 4-amino-3,5-diiodo-benzoic acid, have shown potential in medicinal chemistry. One of its most striking features is its ability to mimic certain biological molecules, making it useful in pharmaceutical research.
  • Applications in Imaging: Due to the iodine content, this compound is studied for its application in radiology. Iodinated compounds are frequently used as contrast agents in medical imaging, particularly in X-rays and CT scans.
  • Environmental Impact: Understanding the behavior of iodine-containing compounds in the environment is crucial, as iodine plays a significant role in both ecological and atmospheric processes. This compound’s interactions can impact biogeochemical cycles.
  • Research and Development: As a subject of ongoing research, 4-amino-3,5-diiodo-benzoic acid is explored for its potential applications in developing new materials and sensors, particularly in the field of organic electronics.

In summary, 4-amino-3,5-diiodo-benzoic acid is more than just a simple compound; it embodies a rich tapestry of chemistry that connects biology, medicine, and environmental science. As chemists and researchers continue to unravel its mysteries, this compound remains a pivotal area of study in advancing scientific understanding and innovation.

Synonyms
4-Amino-3,5-diiodobenzoic acid
2122-61-4
BENZOIC ACID, 4-AMINO-3,5-DIIODO-
3,5-Diiodo-4-aminobenzoic acid
EINECS 218-331-6
NSC 57118
BRN 2103037
AI3-52265
DTXSID00175449
3-14-00-01161 (Beilstein Handbook Reference)
DTXCID6097940
218-331-6
inchi=1/c7h5i2no2/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2h,10h2,(h,11,12
wxtvpmwcumevsz-uhfffaoysa-n
3,5-Dijod-4-aminohippursaeure
C7H5I2NO2
4-Amino-3,5-diiodobenzoicacid
NSC57118
MFCD00007684
3,5-Dijod-4-aminohippursaeure [German]
WLN: ZR BI FI DVQ
NCIOpen2_007427
SCHEMBL864680
4-Amino-3, 5-Diiodobenzoic acid
NSC-57118
AKOS015892905
FA71131
AC-25997
DB-045515
CS-0267982
NS00026814
EN300-195947
I10167