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3,5-Diiodo-2-methoxybenzoic acid

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Identification
Molecular formula
C8H6I2O3
CAS number
3121-67-1
IUPAC name
3,5-diiodo-2-methoxy-benzoic acid
State
State
Solid at room temperature.
Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
389.95g/mol
Molar mass
389.9480g/mol
Density
2.6095g/cm3
Appearence
  • White to off-white crystalline solid.
  • Odourless.
Comment on solubility

Solubility of 3,5-Diiodo-2-methoxy-benzoic acid

The solubility of 3,5-diiodo-2-methoxy-benzoic acid can be understood through several key points:

  • Polarity: The presence of both the methoxy group and the carboxylic acid functional group indicates a degree of polarity that can influence solubility in polar solvents, such as water.
  • Hydrophobic Effects: The multiple iodine substituents introduce substantial hydrophobic characteristics, which can hinder the compound's overall solubility in aqueous environments.
  • Solvent Interaction: In organic solvents like ethanol or dichloromethane, the solubility of this compound is generally higher due to better solute-solvent interactions.

Overall, it is often stated that "the greater the number of hydrophobic groups, the lower the solubility in water." This emphasizes the intricate balance between the hydrophilic and hydrophobic components of 3,5-diiodo-2-methoxy-benzoic acid.

In conclusion, while this compound can exhibit some degree of solubility in polar solvents thanks to its polar functional groups, the significant hydrophobic influence from the iodine atoms will likely limit its solubility in water. Understanding these interactions is crucial for applications in synthesis and formulation.

Interesting facts

Interesting Facts about 3,5-Diiodo-2-methoxy-benzoic Acid

3,5-Diiodo-2-methoxy-benzoic acid is a fascinating compound that derives its significance from both its structural characteristics and potential applications in various fields. Here are some intriguing insights about this compound:

  • Unique Halogenation: The presence of two iodine atoms attached to the benzene ring presents a unique opportunity for studying halogenated compounds. Iodine substitutions often enhance the compound's reactivity and influence its biological activity.
  • Role in Pharmaceuticals: Compounds like 3,5-diiodo-2-methoxy-benzoic acid are often explored in drug development. The incorporation of iodine can potentially modify pharmacological properties, leading to better-targeted therapies.
  • Environmental Impact: Halogenated organic compounds can have significant environmental implications. Understanding how this compound behaves in various ecosystems can provide insights into bioaccumulation and toxicity.
  • Analytical Chemistry: 3,5-Diiodo-2-methoxy-benzoic acid can serve as a standard compound in analytical chemistry, particularly in studies involving iodine detection or quantification.
  • Synthesis and Modification: The methods employed to synthesize this compound can lead to interesting discussions about solid-state reactions, substitution patterns, and the impact of substituents on overall reactivity.

As a compound within the benzoic acid family, 3,5-diiodo-2-methoxy-benzoic acid exemplifies the importance of structural chemistry in influencing behavior and application. Its study can unveil **valuable knowledge** in synthetic organic chemistry, medicinal chemistry, and environmental science.

In the words of a noted chemist, "The beauty of chemistry lies in the intricate dance of elements and molecules, revealing new properties with each substitution."

Synonyms
3,5-Diiodo-2-methoxybenzoic acid
o-ANISIC ACID, 3,5-DIIODO-
3,5-Diiodo-o-anisic acid
BRN 2723364
19094-55-4
DTXSID50172605
3-10-00-00189 (Beilstein Handbook Reference)
DTXCID5095096
RefChem:366366
CHEMBL3298113
SCHEMBL10370336