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Iohexol

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Identification
Molecular formula
C19H26I3N3O9
CAS number
66108-95-0
IUPAC name
2-(3-acetamido-2,4,6-triiodo-phenoxy)-2-(p-tolyl)acetic acid
State
State

At room temperature, iohexol is typically found as a solid. It is characterized by its crystalline powder form that is used as a nonionic, water-soluble radiopaque contrast medium in medical imaging.

Melting point (Celsius)
188.00
Melting point (Kelvin)
461.00
Boiling point (Celsius)
842.85
Boiling point (Kelvin)
1 116.00
General information
Molecular weight
821.14g/mol
Molar mass
821.1390g/mol
Density
1.5000g/cm3
Appearence

Iohexol appears as a white to off-white powder. It is generally manufactured as an injectable contrast medium, and therefore, it may also be observed as a clear, colorless to pale yellow solution when prepared for medical use.

Comment on solubility

Solubility of 2-(3-acetamido-2,4,6-triiodo-phenoxy)-2-(p-tolyl)acetic acid

The solubility of 2-(3-acetamido-2,4,6-triiodo-phenoxy)-2-(p-tolyl)acetic acid is influenced by several factors related to its chemical structure and the nature of the solvent.

Key Considerations

  • Polarity: The presence of both hydrophilic (e.g., the acetamido group) and lipophilic groups (e.g., the p-tolyl moiety) suggests that this compound may exhibit intermediate solubility in polar and nonpolar solvents.
  • Hydrogen Bonding: The acetamido group can form hydrogen bonds with solvents, which favorable affects its solubility in water and alcohols, enhancing its interaction with polar solvents.
  • Effect of Iodine Substitution: The tri-iodinated nature may lead to some degree of insolubility in very polar environments due to steric hindrance, dominating the overall solubility behavior.

In summary, while 2-(3-acetamido-2,4,6-triiodo-phenoxy)-2-(p-tolyl)acetic acid likely shows varied solubility, it is advisable to conduct experimental assessments to ascertain its behavior in different solvents. As a general guideline, it is commonly expected to be more soluble in organic solvents than in pure water due to its complex molecular composition.

Interesting facts

Interesting Facts about 2-(3-acetamido-2,4,6-triiodo-phenoxy)-2-(p-tolyl)acetic acid

This intriguing compound is a member of the family of aromatic acetic acids and contains unique structural features that contribute to its properties and applications. Here are some discerning facts about it:

  • Complex Structure: The compound showcases an elaborate arrangement including a tri-iodinated phenoxy group. The presence of iodine is noteworthy because it enhances the molecule's reactivity and potential biological activity.
  • Biological Relevance: Compounds with iodine possess increased stability and lipophilicity, making them significant in medicinal chemistry, especially in developing pharmaceuticals and diagnostic imaging agents.
  • Acetamido Group: The acetamido moiety enhances solubility and can influence the compound’s interaction with biological targets. This functional group is often found in biologically active molecules, highlighting the compound’s potential uses.
  • Environmental Considerations: The periodic table's halogens, particularly iodine, play crucial roles in various biological processes. Understanding the behavior of iodinated compounds can help in assessing their ecological impact.
  • Applications in Research: The unique features of 2-(3-acetamido-2,4,6-triiodo-phenoxy)-2-(p-tolyl)acetic acid make it a subject of interest in scientific research, particularly in fields concerning chemistry, pharmacology, and possibly in developing contrast agents for imaging techniques.

In summary, the fascinating structure and functional groups within 2-(3-acetamido-2,4,6-triiodo-phenoxy)-2-(p-tolyl)acetic acid not only provide insights into its chemical behavior but also open avenues in medicinal chemistry and environmental studies. As researchers continue to explore its properties, we anticipate discovering even more exciting applications.

Synonyms
BRN 2913441
23189-44-8
2-(3-Acetamido-2,4,6-triiodophenoxy)-2-(p-tolyl)acetic acid
ACETIC ACID, 2-(3-ACETAMIDO-2,4,6-TRIIODOPHENOXY)-2-(p-TOLYL)-
Acido (4-metilfenil)(3-acetilamino-2,4,6-triiodofenossi)acetico [Italian]
Benzeneacetic acid, alpha-(3-(acetylamino)-2,4,6-triiodophenoxy)-4-methyl-
Acido (4-metilfenil)(3-acetilamino-2,4,6-triiodofenossi)acetico
RefChem:316453
Benzeneacetic acid, alpha-(3-(acetylamino)-2,4,6-triiodophenoxy)-4-methyl-(9CI)
DTXSID80945864
2-[3-(Acetylamino)-2,4,6-triiodophenoxy]-2-(p-tolyl)acetic acid
{3-[(1-Hydroxyethylidene)amino]-2,4,6-triiodophenoxy}(4-methylphenyl)acetic acid