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4-Hydroxy-3,5-diiodobenzoic acid

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Identification
Molecular formula
C7H3IN1O1
CAS number
39633-91-9
IUPAC name
4-hydroxy-3,5-diiodo-benzonitrile
State
State

This compound is typically found as a solid at room temperature, maintaining its integrity as off-white crystals under standard conditions. Its solid state is consistent with many aromatic compounds due to intermolecular forces and molecular structure.

Melting point (Celsius)
218.00
Melting point (Kelvin)
491.15
Boiling point (Celsius)
356.00
Boiling point (Kelvin)
629.15
General information
Molecular weight
357.93g/mol
Molar mass
357.9320g/mol
Density
3.4400g/cm3
Appearence

4-Hydroxy-3,5-diiodobenzoic acid appears as a crystalline solid that is typically off-white in color. It may also appear yellowish depending on the degree of purity and specific conditions of crystallization. This compound is known for its crystalline nature and low solubility in water.

Comment on solubility

Solubility of 4-hydroxy-3,5-diiodo-benzonitrile

4-hydroxy-3,5-diiodo-benzonitrile, with its complex structure, exhibits unique solubility characteristics that are influenced by its functional groups and halogen substitutions. Generally, the solubility of this compound can be summarized as follows:

  • Solvent Affinity: It is more likely to dissolve in polar solvents due to the presence of the -OH (hydroxyl) group, which can form hydrogen bonds.
  • Non-Polar Solvents: The presence of two I (iodine) atoms in the structure may reduce its solubility in non-polar organic solvents.
  • Water Solubility: While not highly soluble in water, the -OH group does provide some degree of hydrophilicity, allowing for limited solubility under certain conditions.
  • Concentration Effects: As with many organic compounds, temperature and concentration will significantly affect its solubility; higher temperatures generally improve solubility.

It is important to note that solubility can vary greatly based on various factors such as temperature, pressure, and the presence of other solutes in the solution. Consequently, measuring precise solubility values often requires experimental determination. To quote a common adage in chemistry, "Like dissolves like," meaning that this compound's behavior in a solvent will depend largely on the solvent's polarity.

In conclusion, while 4-hydroxy-3,5-diiodo-benzonitrile has some solubility in polar environments, its overall solubility is significantly influenced by its structural components and the nature of the solvent.

Interesting facts

Interesting Facts About 4-Hydroxy-3,5-diiodo-benzonitrile

4-Hydroxy-3,5-diiodo-benzonitrile, also known as a potent iodine-containing aromatic compound, is noteworthy in the field of organic chemistry. Scientists and researchers are particularly fascinated by its unique structure and its potential applications in various fields.

Key Highlights

  • Application in Pharmaceuticals: This compound has garnered attention for its role in the synthesis of pharmaceuticals, specifically as a precursor to various bioactive molecules.
  • Halogen Chemistry: The presence of iodine atoms in its structure makes it a subject of interest in halogen chemistry, where the properties and reactivities of halogenated compounds are extensively studied.
  • Stability and Reactivity: The hydroxy group (-OH) enhances both the stability and reactivity of the compound, making it suitable for various synthetic pathways.
  • Environmental Relevance: Compounds like 4-hydroxy-3,5-diiodo-benzonitrile may also play a role in environmental chemistry, especially in understanding the behavior of halogenated organic compounds in ecosystems.

Researchers often highlight the importance of halogenated aromatics as they exhibit distinct properties compared to their non-halogenated counterparts. As one scientist put it, "The incorporation of halogens can significantly alter the biological activity and environmental behavior of organic compounds."

Conclusion

The exploration of 4-hydroxy-3,5-diiodo-benzonitrile not only enriches the understanding of organic compounds but also opens doors to innovative applications in both medicinal chemistry and environmental science. Understanding such compounds can lead to advancements in synthetic methodologies and eventually contribute to the development of effective therapeutic agents.

Synonyms
Ioxynil
4-Hydroxy-3,5-diiodobenzonitrile
1689-83-4
Actril
BANTROL
Ioxynil [BSI:ISO]
Caswell No. 353A
HSDB 1584
EINECS 216-881-1
EPA Pesticide Chemical Code 353200
UNII-8Y734M4V9E
BRN 2364041
DTXSID8022161
CHEBI:81821
IOXYNIL [HSDB]
IOXYNIL [ISO]
IOXYNIL [MI]
DTXCID602161
3-10-00-00373 (Beilstein Handbook Reference)
4Cyano2,6dijodphenol
2,6Diiodo4cyanophenol
4Cyano2,6diiodophenol
3,5Dijod4hydroxybenzonitril
3,5Diiodo4hydroxybenzonitrile
4Hydroxy3,5diiodobenzonitrile
4Hydroxy3,5diiodophenyl cyanide
Benzonitrile, 3,5diiodo4hydroxy
Benzonitrile, 4hydroxy3,5diiodo
CA 6915
216-881-1
13684-83-4
inchi=1/c7h3i2no/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11
nrxqiusypahgnm-uhfffaoysa-n
un2588
Benzonitrile, 4-hydroxy-3,5-diiodo-
3,5-Diiodo-4-hydroxybenzonitrile
Bentrol
Cipotril
Trevespan
Certrol
Joxynil
Loxynil
Iotox
2,6-Diiodo-4-cyanophenol
4-Cyano-2,6-diiodophenol
M&B 8873
4-Cyano-2,6-dijodphenol
ACP 63303
Benzonitrile, 3,5-diiodo-4-hydroxy-
CA 69-15
3,5-Dijod-4-hydroxy-benzonitril
Ioxynil 10 microg/mL in Acetonitrile
8Y734M4V9E
Actrilawn
Loxynil [German]
C7H3I2NO
4-Cyano-2,6-dijodphenol [German]
4-Hydroxy-3,5-di-iodophenyl cyanide
Certol
3,5-Dijod-4-hydroxy-benzonitril [German]
Ioxynil octanoate metabolite
SCHEMBL39616
CHEMBL509523
3,5-diiodo-4-hydroxylbenzonitrile
A1L37
Tox21_301330
MFCD00016422
AKOS005765874
NCGC00163988-01
NCGC00255309-01
AS-62077
CAS-1689-83-4
benzenecarbonitrile, 4-hydroxy-3,5-diiodo-
DB-043771
Ioxynil, PESTANAL(R), analytical standard
CS-0081373
NS00009868
C18546
D97336
Q186546