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3-Iodophenol

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Identification
Molecular formula
C6H5IO
CAS number
626-02-8
IUPAC name
3-iodophenol
State
State

At room temperature, 3-iodophenol is a solid. It is generally stable, but as an iodinated phenolic compound, it should be stored properly to avoid any decomposition or iodine liberation upon prolonged exposure to light and air.

Melting point (Celsius)
87.50
Melting point (Kelvin)
360.65
Boiling point (Celsius)
238.00
Boiling point (Kelvin)
511.15
General information
Molecular weight
220.01g/mol
Molar mass
220.0080g/mol
Density
2.0060g/cm3
Appearence

3-Iodophenol appears as a light tan to off-white crystalline solid. The iodine substituent contributes to a darker tint compared to other phenols. It may look more white when highly pure but can appear more tan or off-white upon exposure to light and air due to slight degradation.

Comment on solubility

Solubility of 3-Iodophenol

3-Iodophenol, with the chemical formula C6H5IO, is an aromatic compound that displays interesting solubility properties. Understanding the solubility of 3-iodophenol can provide insights into its behavior in various applications and environments. Here are some key aspects:

  • Solvent Compatibility: 3-Iodophenol is known to be sparingly soluble in water, which limits its use in aqueous phases. However, its solubility increases significantly in organic solvents, such as:
    • Ethyl acetate
    • Dichloromethane
    • Ethanol
  • Effect of Iodine: The presence of the iodine atom in the 3-position enhances the hydrophobic character of the molecule, making it less favorable for dissolution in polar solvents like water.
  • pH Impact: The solubility of 3-iodophenol may also change with pH. In more acidic conditions, the phenolic group can become protonated, affecting its solubility profile.

As a general rule, *non-polar organic compounds tend to be more soluble in non-polar solvents*, and 3-iodophenol is no exception. An understanding of these solubility dynamics is crucial for chemists working with this compound in synthesis and applications.

Interesting facts

Interesting Facts about 3-Iodophenol

3-Iodophenol is a fascinating chemical compound that bridges the realms of organic chemistry and medicinal chemistry. This compound is particularly noted for its applications and properties:

  • Structural Significance: The presence of the iodine atom at the meta position (3-position) relative to the hydroxyl group contributes to its reactivity and polar characteristics. This unique arrangement influences the compound's solubility and interaction with other molecules.
  • Applications in Synthesis: 3-Iodophenol serves as a valuable building block in organic synthesis. Its derivatives can be used to create a variety of compounds, including pharmaceuticals and agrochemicals. The iodine atom can be substituted, making it versatile in synthetic pathways.
  • Biological Activity: Research has indicated that 3-iodophenol may exhibit antibacterial and antifungal properties. These characteristics make it a candidate for further studies in drug development aimed at combating various infections.
  • Environmental Considerations: Like many halogenated compounds, the stability of 3-iodophenol raises considerations regarding its environmental impact. Understanding its behavior in ecosystems is crucial for assessing safety and potential risks.
  • Colorimetric Indicator: In certain reactions, 3-iodophenol can act as a colorimetric indicator, changing its absorbance properties under specific conditions, which can aid in visual assessments in laboratory settings.

In summary, 3-iodophenol illustrates the intricate balance between structure, reactivity, and application in the scientific world. Its unique properties underscore the significance of studying such compounds, paving the way for innovative advancements in both chemistry and related fields.

Synonyms
3-IODOPHENOL
626-02-8
Phenol, 3-iodo-
m-Jodphenol
EINECS 210-923-2
YU584Z4CZN
BRN 2039304
CHEBI:33439
DTXSID3052305
4-06-00-01073 (Beilstein Handbook Reference)
mIodophenol
3Jodphenol
Phenol, miodo
mHydroxyiodobenzene
Phenol, 3iodo
DTXCID0030877
210-923-2
fxtkwbzfnqhaao-uhfffaoysa-n
inchi=1/c6h5io/c7-5-2-1-3-6(8)4-5/h1-4,8
m-Iodophenol
Phenol, m-iodo-
m-Hydroxyiodobenzene
3-Jodphenol
3-Iodo-Phenol
MFCD00002261
3-Jodphenol [German]
5-Iodophenol
m-Iodophenol; 3-Iodophenol; m-Hydroxyiodobenzene; m-Iodophenol; m-Iodophenol;
3-Iodophenol, 98%
UNII-YU584Z4CZN
SCHEMBL40269
CHEMBL115335
AKOS000120635
CS-W007364
PS-7877
AC-18404
BP-21260
SY013740
DB-014300
I0495
NS00035093
EN300-20970
O11023
Q27115646
Z104485566