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Ethyl 4-fluoro-3-iodobenzoate

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Identification
Molecular formula
C9H8FIO2
CAS number
1219331-48-8
IUPAC name
ethyl 4-fluoro-3-iodo-benzoate
State
State

This compound is typically in a solid state at room temperature, appearing as crystalline solids.

Melting point (Celsius)
37.00
Melting point (Kelvin)
310.15
Boiling point (Celsius)
299.30
Boiling point (Kelvin)
572.45
General information
Molecular weight
296.06g/mol
Molar mass
296.0480g/mol
Density
1.6900g/cm3
Appearence

Ethyl 4-fluoro-3-iodobenzoate appears as a crystalline solid, typically white to off-white in color.

Comment on solubility

Solubility of Ethyl 4-Fluoro-3-Iodo-Benzoate

Ethyl 4-fluoro-3-iodo-benzoate, with its unique structure and halogen substituents, exhibits interesting solubility characteristics that can be crucial for various applications in organic chemistry.

This compound is likely to display variable solubility depending on the solvent used. Here are some key points regarding its solubility:

  • Polar Solvents: Due to the presence of the ester functional group, ethyl 4-fluoro-3-iodo-benzoate may show limited solubility in polar protic solvents such as water. The hydrogen bonding capabilities of such solvents may not be sufficiently attractive to dissolve this ester.
  • Non-Polar Solvents: Conversely, it is expected to dissolve more readily in non-polar solvents, such as hexane or toluene, owing to its predominantly hydrocarbon structure.
  • Chlorinated Solvents: It may also exhibit good solubility in chlorinated solvents, which can effectively solvate the compound due to their similar chemical properties.
  • Temperature Influence: The solubility may increase with temperature; thus, heating the solvent can be a strategy to improve the dissolution process.

In summary, the solubility of ethyl 4-fluoro-3-iodo-benzoate is heavily influenced by solvent polarity and temperature. Its behavior in various environments provides insight into its potential applications in synthesis and formulation processes. As one researcher noted, "the interplay between solubility and molecular structure is crucial for understanding compound behavior in diverse scenarios."

Interesting facts

Interesting Facts about Ethyl 4-Fluoro-3-Iodo-Benzoate

The compound ethyl 4-fluoro-3-iodo-benzoate is a fascinating molecule that serves as an excellent example of how subtle variations in chemical structure can lead to significantly different properties and applications. Here are some intriguing aspects:

  • Pharmaceutical Applications: Compounds like ethyl 4-fluoro-3-iodo-benzoate are often explored in medicinal chemistry for their potential drug activities. The presence of halogens such as fluorine and iodine can enhance the biological properties of molecules, making them more effective as therapeutic agents.
  • Synthetic Intermediate: This compound can act as a building block in organic synthesis, allowing scientists to create more complex structures. Its unique substituents make it a valuable intermediate in various chemical reactions.
  • Radiolabeling: Iodine, particularly in the form of iodine-125, is commonly used in radiolabeling due to its appropriate half-life and gamma emission. Ethyl 4-fluoro-3-iodo-benzoate can be utilized in studies involving tracking the distribution of compounds in biological systems.
  • Fluorine’s Effects: The presence of fluorine in this compound often leads to increased lipophilicity and metabolic stability, which are important traits in developing pharmaceuticals. Fluorinated compounds frequently show improved absorption and distribution in biological systems.
  • Structure-Activity Relationship (SAR): Understanding the impact of substituents on the aromatic ring, such as the 4-fluoro and 3-iodo groups, is essential in drug design. Researchers engage in SAR studies to optimize the efficacy of compounds tailored for specific biological targets.

In summary, ethyl 4-fluoro-3-iodo-benzoate is a versatile compound that not only facilitates various synthetic routes but also holds significant promise within the field of drug development. As a chemistry student or scientist, it’s essential to appreciate how compounds like this can bridge the gaps between basic research and practical applications.

Synonyms
618-93-9
BENZOIC ACID, 4-FLUORO-3-IODO-, ETHYL ESTER
Ethyl 3-iodo-4-fluorobenzoate
BRN 3258261
DTXSID00210804
4-09-00-01042 (Beilstein Handbook Reference)
DTXCID90133295
4-FLUORO-3-IODOBENZOIC ACID ETHYL ESTER
ethyl 4-fluoro-3-iodobenzoate
SCHEMBL5830745
AKOS017547791