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Ethyl 3,5-diacetamido-2,4,6-triiodobenzoate

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Identification
Molecular formula
C15H15I3N2O4
CAS number
55844-35-0
IUPAC name
ethyl 3,5-diacetamido-2,4,6-triiodo-benzoate
State
State

At room temperature, ethyl 3,5-diacetamido-2,4,6-triiodobenzoate is typically a solid due to its relatively high melting point. It is generally found as a stable compound under normal laboratory conditions.

Melting point (Celsius)
254.00
Melting point (Kelvin)
527.15
Boiling point (Celsius)
373.15
Boiling point (Kelvin)
646.30
General information
Molecular weight
657.01g/mol
Molar mass
657.0650g/mol
Density
2.6400g/cm3
Appearence

Ethyl 3,5-diacetamido-2,4,6-triiodobenzoate generally appears as a colorless to pale yellow crystalline powder, although it can sometimes manifest as off-white depending on purity. This compound is notable for its high iodine content, which contributes to its relative density and the characteristic coloration.

Comment on solubility

Solubility of Ethyl 3,5-diacetamido-2,4,6-triiodo-benzoate

When considering the solubility of ethyl 3,5-diacetamido-2,4,6-triiodo-benzoate (C13H12I3N2O4), it is essential to note the presence of several key functional groups and the overall polar and non-polar character of the compound.

  • Polarity: The functional groups such as acetamido contribute to its polarity, suggesting that ethyl 3,5-diacetamido-2,4,6-triiodo-benzoate may exhibit some degree of solubility in polar solvents like water.
  • Iodine Substitution: The presence of three iodine atoms adds substantial weight and increases the van der Waals interactions, which may limit solubility in non-polar solvents.
  • Solvents of Interest: It is likely to be more soluble in organic solvents such as ethanol or acetone due to its ethyl ester group.

In essence, while the ionic and polar characteristics brought by the amide and ester functionality suggest a level of solubility, the significant iodination complicates this picture. Consequently, it can be expected that:

  • Moderate Hydrophilicity: This compound may have limited solubility in water.
  • Organic Solubles: It is likely more compatible with organic solvents.

In conclusion, understanding solubility requires considering how structural components interact with various solvents. This compound exemplifies the delicate balance between polarity and molecular interactions that defines solubility profiles.

Interesting facts

Interesting Facts about Ethyl 3,5-Diacetamido-2,4,6-Triiodo-Benzoate

Ethyl 3,5-diacetamido-2,4,6-triiodo-benzoate is a fascinating chemical compound notable for its unique structure and applications. Here are some engaging insights:

  • Structure & Functionality: This compound showcases a complex arrangement of acetamido and iodo substituents on a benzoate framework, significantly influencing its reactivity and properties. The presence of multiple iodine atoms makes it particularly interesting in medicinal chemistry.
  • Applications in Imaging: Compounds like this one are often explored for their potential as radiocontrast agents. The iodine plays a critical role in enhancing the visibility of tissues during imaging procedures such as X-rays and CT scans.
  • Synthesis: The synthesis of this compound provides an excellent example of how multi-step organic reactions can be utilized to introduce diverse functional groups. This complexity can serve as a practical case study in advanced organic chemistry courses.
  • Biological Interests: The specific arrangement of functional groups may also be evaluated for biological activity, where researchers are keen to discover potential antitumor or antimicrobial properties.
  • Future Prospects: As a subject of research, there is ongoing interest in studying not only its efficacy in medical applications but also its environmental impact when released into ecosystems.

In essence, ethyl 3,5-diacetamido-2,4,6-triiodo-benzoate is more than just a chemical entity; it represents a crossroads of organic synthesis, medicinal chemistry, and biological exploration. As the field of chemistry continues to evolve, compounds like these provide valuable insights and hold promise for future advancements in both science and medicine.

Synonyms
Ethyl diatrizoate
DIATRIZOATE ETHYL
85KD8I5N2U
UNII-85KD8I5N2U
Win 8883
DTXSID70176069
DIATRIZOIC ACID, ETHYL ESTER
WIN 05316
ethyl 3,5-bis(acetylamino)-2,4,6-triiodobenzoate
Benzoic acid, 3,5-diacetamido-2,4,6-triiodo-, ethyl ester
3,5-DIACETAMIDO-2,4,6-TRIIODO-BENZOIC ACID ETHYL ESTER
Benzoic acid, 3,5-bis(acetylamino)-2,4,6-triiodo-, ethyl ester
DTXCID4098560
2168-75-4
ethyl 3,5-diacetamido-2,4,6-triiodobenzoate
SCHEMBL332859
WIN-8883
ethyl-3,5-bis(acetylamino)-2,4,6-triiodobenzoate
Q27269652