Cas no 21120-69-4 (4-(4-Iodophenoxy)benzoic acid)

4-(4-Iodophenoxy)benzoic acid is a halogenated aromatic compound featuring a benzoic acid core substituted with a 4-iodophenoxy group. This structure confers unique reactivity, making it valuable as an intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki-Miyaura or Ullmann-type couplings due to the iodine substituent’s versatility. The carboxylic acid moiety further enhances its utility by enabling derivatization into esters, amides, or other functionalized products. Its well-defined crystalline form ensures consistent purity, critical for precise synthetic applications. The compound is commonly employed in pharmaceutical and materials science research, where its structural motifs contribute to the development of bioactive molecules or advanced polymers.
4-(4-Iodophenoxy)benzoic acid structure
4-(4-Iodophenoxy)benzoic acid structure
Product Name:4-(4-Iodophenoxy)benzoic acid
CAS No:21120-69-4
MF:C13H9IO3
MW:340.113236188889
MDL:MFCD09030696
CID:241978
PubChem ID:14204963
Update Time:2025-05-19

4-(4-Iodophenoxy)benzoic acid Chemical and Physical Properties

Names and Identifiers

    • 4-(4-Iodophenoxy)benzoic acid
    • Benzoic acid,4-(4-iodophenoxy)-
    • 4-(4-iodo-phenoxy)benzoic acid
    • 4-(4-iodo-phenoxy)-benzoic acid
    • 4-(4-Jod-phenoxy)-benzoesaeure
    • 4'-Carboxy-4-jod-diphenyl-aether
    • AGN-PC-000P8J
    • CTK4E5917
    • SureCN365720
    • SCHEMBL365720
    • AKOS009334008
    • 4-(4-IODO-PHENOXY)-BENZOICACID
    • 4-(4-Iodophenoxy)benzoicacid
    • AC-18585
    • DTXSID90557391
    • 21120-69-4
    • MRSFBOVGCCIXLS-UHFFFAOYSA-N
    • A1-02667
    • Benzoic acid, 4-(4-iodophenoxy)-
    • MDL: MFCD09030696
    • Inchi: 1S/C13H9IO3/c14-10-3-7-12(8-4-10)17-11-5-1-9(2-6-11)13(15)16/h1-8H,(H,15,16)
    • InChI Key: MRSFBOVGCCIXLS-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=CC=1)OC1C=CC(C(=O)O)=CC=1

Computed Properties

  • Exact Mass: 339.95917
  • Monoisotopic Mass: 339.95964g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 253
  • 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: 4.5
  • Topological Polar Surface Area: 46.5?2

Experimental Properties

  • Density: 1.747
  • Boiling Point: 422.2°C at 760 mmHg
  • Flash Point: 209.1°C
  • Refractive Index: 1.668
  • PSA: 46.53

4-(4-Iodophenoxy)benzoic acid Pricemore >>

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Additional information on 4-(4-Iodophenoxy)benzoic acid

Professional Introduction to 4-(4-Iodophenoxy)benzoic Acid (CAS No. 21120-69-4)

4-(4-Iodophenoxy)benzoic acid, with the chemical formula C9H6IO3, is a significant compound in the field of pharmaceutical and chemical research. This compound, identified by its unique CAS number 21120-69-4, has garnered considerable attention due to its versatile applications in synthetic chemistry and medicinal biology. The presence of both iodine and benzoic acid moieties makes it a valuable intermediate in the development of various bioactive molecules.

The structural characteristics of 4-(4-Iodophenoxy)benzoic acid contribute to its reactivity and utility in multiple chemical transformations. The iodine atom, located on a phenyl ring, serves as a handle for further functionalization through cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. These reactions are pivotal in constructing complex organic molecules, including pharmaceuticals and agrochemicals. The benzoic acid moiety, on the other hand, provides a hydrophobic backbone that can interact with biological targets, enhancing the compound's potential as a drug candidate.

In recent years, 4-(4-Iodophenoxy)benzoic acid has been explored in the development of novel therapeutic agents. Its structural framework allows for modifications that can target specific biological pathways, making it a promising candidate for drug discovery. For instance, researchers have utilized this compound to synthesize derivatives with anti-inflammatory and antioxidant properties. These derivatives have shown promise in preclinical studies, indicating their potential as lead compounds for further optimization.

The compound's role in medicinal chemistry extends beyond simple intermediates. It has been employed in the synthesis of kinase inhibitors, which are critical in treating various cancers and inflammatory diseases. The iodine substituent facilitates the introduction of diverse pharmacophores, enabling the design of molecules that can selectively inhibit aberrant signaling pathways. This flexibility has made 4-(4-Iodophenoxy)benzoic acid a cornerstone in the development of targeted therapies.

Recent advancements in computational chemistry have further highlighted the significance of 4-(4-Iodophenoxy)benzoic acid. Molecular modeling studies have revealed its potential binding interactions with enzymes and receptors, providing insights into its mechanism of action. These studies have guided the design of more potent and selective analogs, accelerating the drug discovery process. The integration of experimental data with computational predictions has been instrumental in understanding the structure-activity relationships (SAR) of this compound.

The synthesis of 4-(4-Iodophenoxy)benzoic acid involves multi-step organic reactions that showcase modern synthetic methodologies. Techniques such as palladium-catalyzed cross-coupling and metal-mediated oxidation have been employed to construct its core structure efficiently. These synthetic strategies not only highlight the compound's versatility but also demonstrate the advancements in synthetic organic chemistry that enable the production of complex molecules with high precision.

In conclusion, 4-(4-Iodophenoxy)benzoic acid (CAS No. 21120-69-4) is a multifaceted compound with significant applications in pharmaceutical research. Its unique structural features make it an invaluable tool for synthetic chemists and medicinal biologists alike. As research continues to uncover new applications and derivatives, this compound is poised to play an even greater role in the development of innovative therapeutics.

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