Skip to main content

Iopanoic acid

ADVERTISEMENT
Identification
Molecular formula
C11H9I3O2
CAS number
96-83-3
IUPAC name
2-[(3-hydroxy-2,4,6-triiodo-phenyl)methyl]butanoic acid
State
State

At room temperature, iopanoic acid is in a solid state, typically found as a powder with crystalline structure.

Melting point (Celsius)
190.00
Melting point (Kelvin)
463.00
Boiling point (Celsius)
715.00
Boiling point (Kelvin)
988.00
General information
Molecular weight
597.94g/mol
Molar mass
597.9350g/mol
Density
2.2800g/cm3
Appearence

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

Comment on solubility

Solubility of 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methyl]butanoic acid

The solubility of 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methyl]butanoic acid can be intriguing due to its unique structure and multiple functional groups. Here are some key points to consider:

  • Polarity: The presence of the hydroxyl group (-OH) enhances the compound's polarity, which generally increases aqueous solubility.
  • Bulkiness: The large triiodo phenyl moiety can hinder solubility due to steric effects, potentially making it less soluble in water.
  • Hydrophobic Effects: The triiodo substitutions introduce hydrophobic characteristics, which may favor solubility in organic solvents over water.
  • pH Dependence: The acidic nature of the butanoic acid portion suggests that its solubility could vary with pH, potentially increasing in more basic conditions where it could deprotonate.

In summary, while 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methyl]butanoic acid may exhibit some solubility in polar solvents due to its hydroxyl group, the overall solubility profile is likely influenced significantly by the large and hydrophobic triiodo phenyl group. This compound exemplifies the complex interplay of various functional groups in determining solubility characteristics.

Interesting facts

Interesting Facts about 2-[(3-Hydroxy-2,4,6-triiodo-phenyl)methyl]butanoic Acid

2-[(3-Hydroxy-2,4,6-triiodo-phenyl)methyl]butanoic acid is a notable compound within the realm of organic chemistry, often discussed for its unique structure and functionalities. Here are some fascinating aspects of this compound:

  • Biological Significance: This compound exhibits interesting biological properties, notably in pharmacology. Its iodine substituents are key to its mechanism, playing a crucial role in interacting with biological systems.
  • Synthesized for Research: Researchers often synthesize this compound to explore applications in medicinal chemistry, particularly in the study of thyroid hormones and their analogs, given the presence of iodine.
  • Environmental Concerns: The iodine content, while beneficial in some respects, raises concerns regarding environmental persistence and the need for careful evaluation of its ecological footprint.
  • Structure Activity Relationship (SAR): This compound serves as an important model for studying structure-activity relationships due to its well-defined functional groups, allowing chemists to hypothesize and rationalize biological activity based on molecular structure.

As an interesting aside, the influence of the 3-hydroxy group plays a significant role in modulating the compound's solubility and biological reactivity. The careful balance of hydrophilic and hydrophobic elements in its structure makes it a subject of interest in designing drugs with specific targeting mechanisms.

In conclusion, 2-[(3-hydroxy-2,4,6-triiodo-phenyl)methyl]butanoic acid not only expands our understanding of iodo-substituted phenyl compounds but also illustrates the intricate relationship between chemical structure and biological function. As researchers continue to explore its properties, more discoveries are likely to emerge regarding its potential applications in medicine and beyond.

Synonyms
Iophenoxic acid
96-84-4
IOPHENOIC ACID
Acido iofenoico
Acide iophenoique
2-[(3-hydroxy-2,4,6-triiodophenyl)methyl]butanoic acid
Iophenoic acid [INN]
alpha-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid
2-(3-hydroxy-2,4,6-triiodobenzyl)butanoic acid
73TJC7JGUY
DTXSID1046265
Teridax
IOPHENOXIC ACID [MI]
alpha-Ethyl-3-hydroxy-2,4,6-triiodobenzenepropanoic acid
DTXCID9026265
NCGC00160625-01
Triiodoethionic acid
.ALPHA.-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID
Acidum iophenoicum
Acido iofenoico [INN-Spanish]
Acide iophenoique [INN-French]
Acidum iophenoicum [INN-Latin]
Iophenoxic acid [USP]
UNII-73TJC7JGUY
BRN 2868146
alpha-(2,4,6-Triiodo-3-hydroxybenzyl)butyric acid
alpha-Ethyl-beta-(3-hydroxy-2,4,6-triiodophenyl)propionic acid
4-10-00-00719 (Beilstein Handbook Reference)
SCHEMBL966564
CHEMBL1551165
CHEBI:135837
HYDROCINNAMIC ACID, alpha-ETHYL-3-HYDROXY-2,4,6-TRIIODO-
Tox21_111944
ZB0794
AKOS015893967
AT43380
HY-W233505
CAS-96-84-4
NCGC00160625-02
DA-40005
CS-0295979
NS00121672
EN300-6762851
SR-01000883706
SR-01000883706-1
Q27266204
alpha -Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid
alpha-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid, 97%
InChI=1/C11H11I3O3/c1-2-5(11(16)17)3-6-7(12)4-8(13)10(15)9(6)14/h4-5,15H,2-3H2,1H3,(H,16,17