Cas no 156878-64-7 (3-Ethyl-4-iodophenol)

3-Ethyl-4-iodophenol is a halogenated phenolic compound featuring an ethyl substituent at the 3-position and an iodine atom at the 4-position of the phenol ring. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki or Ullmann couplings. The iodine moiety enhances its utility in palladium-catalyzed transformations, while the ethyl group contributes to steric and electronic modulation. It is commonly employed in pharmaceutical and agrochemical research for constructing complex molecular frameworks. The compound exhibits moderate stability under standard conditions but should be handled with care due to its phenolic and halogenated nature.
3-Ethyl-4-iodophenol structure
3-Ethyl-4-iodophenol structure
Product Name:3-Ethyl-4-iodophenol
CAS No:156878-64-7
MF:C8H9IO
MW:248.060934782028
MDL:MFCD11101054
CID:1034993
PubChem ID:10354622
Update Time:2025-10-28

3-Ethyl-4-iodophenol Chemical and Physical Properties

Names and Identifiers

    • 3-Ethyl-4-iodophenol
    • Phenol, 3-ethyl-4-iodo-
    • 156878-64-7
    • DB-339349
    • DTXSID30438615
    • SCHEMBL4652298
    • MB09270
    • A855223
    • MFCD11101054
    • MDL: MFCD11101054
    • Inchi: 1S/C8H9IO/c1-2-6-5-7(10)3-4-8(6)9/h3-5,10H,2H2,1H3
    • InChI Key: WCNJZXNVVBMBJW-UHFFFAOYSA-N
    • SMILES: IC1=CC=C(C=C1CC)O

Computed Properties

  • Exact Mass: 247.96981g/mol
  • Monoisotopic Mass: 247.96981g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 105
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3
  • Topological Polar Surface Area: 20.2?2

3-Ethyl-4-iodophenol Pricemore >>

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Additional information on 3-Ethyl-4-iodophenol

3-Ethyl-4-iodophenol

3-Ethyl-4-iodophenol (CAS No. 156878-64-7) is a chemical compound that has garnered significant attention in recent years due to its unique properties and potential applications in various fields. This compound is an aryl iodide derivative with a phenolic group, making it a valuable substrate for organic synthesis and material science. The presence of the ethyl group at the 3-position and the iodine atom at the 4-position imparts distinct electronic and steric characteristics, which are crucial for its reactivity and functionality.

Recent studies have highlighted the importance of 3-Ethyl-4-iodophenol in the development of advanced materials, particularly in the field of electronics. Researchers have explored its use as a precursor for synthesizing conductive polymers and organic semiconductors. The iodine atom in the molecule serves as a leaving group, enabling nucleophilic aromatic substitution reactions, which are pivotal in constructing complex organic architectures. Moreover, the phenolic group provides hydrophilic properties, making it suitable for applications in drug delivery systems and biomedical engineering.

The synthesis of 3-Ethyl-4-iodophenol involves a multi-step process that typically begins with the bromination of resorcinol derivatives. The subsequent substitution of bromine with iodine under specific conditions yields the desired product. This process requires precise control over reaction conditions to ensure high purity and yield. Advanced analytical techniques such as high-resolution mass spectrometry (HRMS) and nuclear magnetic resonance (NMR) spectroscopy are employed to confirm the structure and purity of the compound.

In terms of physical properties, 3-Ethyl-4-iodophenol exhibits a melting point of approximately 125°C and is sparingly soluble in water but readily dissolves in organic solvents such as dichloromethane and ethyl acetate. Its UV-vis spectrum shows strong absorption bands in the ultraviolet region, indicating potential applications in optoelectronic devices. Additionally, the compound demonstrates moderate stability under ambient conditions but requires storage in inert atmospheres to prevent oxidation.

One of the most promising applications of 3-Ethyl-4-iodophenol is in drug discovery. Its unique combination of electronic properties and functional groups makes it an ideal candidate for designing bioactive molecules with specific pharmacological profiles. Recent research has focused on its role as a lead compound for developing anti-inflammatory agents and antioxidants. Preclinical studies have shown that derivatives of 3-Ethyl-4-iodophenol exhibit potent anti-inflammatory activity by inhibiting key enzymes involved in inflammatory pathways.

In conclusion, 3-Ethyl-4-iodophenol (CAS No. 156878-64-7) is a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure, coupled with its reactivity and stability, positions it as a valuable tool in organic synthesis, materials science, and drug discovery. As research continues to uncover new potential uses for this compound, its significance in both academic and industrial settings is expected to grow further.

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