Cas no 500585-92-2 (2,5-Dichloro-4-iodoaniline)

2,5-Dichloro-4-iodoaniline is a halogenated aniline derivative with the molecular formula C?H?Cl?IN. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The presence of both chloro and iodo substituents on the aromatic ring enhances its reactivity, enabling selective functionalization in cross-coupling reactions such as Suzuki or Ullmann couplings. Its well-defined structure and high purity make it suitable for precise applications in research and industrial processes. The compound’s stability under standard conditions ensures consistent performance in synthetic workflows. Proper handling is advised due to potential sensitivity to light and moisture.
2,5-Dichloro-4-iodoaniline structure
2,5-Dichloro-4-iodoaniline structure
Product Name:2,5-Dichloro-4-iodoaniline
CAS No:500585-92-2
MF:C6H4Cl2IN
MW:287.913131713867
CID:4714752
Update Time:2025-11-06

2,5-Dichloro-4-iodoaniline Chemical and Physical Properties

Names and Identifiers

    • 2,5-dichloro-4-iodoaniline
    • NSC140397
    • FCH1563679
    • 2,5-Dichloro-4-iodoaniline
    • Inchi: 1S/C6H4Cl2IN/c7-3-2-6(10)4(8)1-5(3)9/h1-2H,10H2
    • InChI Key: JVAYPUPZMSSNEP-UHFFFAOYSA-N
    • SMILES: IC1=CC(=C(C=C1Cl)N)Cl

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 122
  • Topological Polar Surface Area: 26

2,5-Dichloro-4-iodoaniline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D127125-250mg
2,5-Dichloro-4-iodoaniline
500585-92-2
250mg
$ 515.00 2022-06-05
TRC
D127125-500mg
2,5-Dichloro-4-iodoaniline
500585-92-2
500mg
$ 865.00 2022-06-05

Additional information on 2,5-Dichloro-4-iodoaniline

2,5-Dichloro-4-iodoaniline: A Comprehensive Overview

2,5-Dichloro-4-iodoaniline, also known by its CAS number 500585-92-2, is a chemical compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound is a derivative of aniline, with chlorine atoms at the 2 and 5 positions and an iodine atom at the 4 position on the aromatic ring. The presence of these halogens imparts unique electronic and structural properties to the molecule, making it a valuable compound for various applications.

The synthesis of 2,5-dichloro-4-iodoaniline typically involves a multi-step process that includes chlorination and iodination reactions. Recent studies have focused on optimizing these steps to improve yield and purity. For instance, researchers have explored the use of microwave-assisted synthesis to accelerate reaction times while maintaining high product quality. This approach not only enhances efficiency but also aligns with the growing demand for sustainable chemical processes.

In terms of physical properties, 2,5-dichloro-4-iodoaniline exhibits a melting point of approximately 180°C and is sparingly soluble in common organic solvents such as dichloromethane and ethyl acetate. Its electronic structure, characterized by the presence of electron-withdrawing groups (chlorine) and an electron-donating group (iodine), makes it a versatile building block in organic synthesis. The compound has been widely used in the preparation of heterocyclic compounds, which are essential in drug discovery and materials science.

Recent advancements in computational chemistry have provided deeper insights into the reactivity and stability of 2,5-dichloro-4-iodoaniline. Quantum mechanical calculations have revealed that the iodine atom at the 4 position significantly influences the molecule's reactivity by creating a unique electronic environment. This understanding has enabled chemists to design more efficient synthetic pathways for derivatives of this compound.

The application of 2,5-dichloro-4-iodoaniline extends beyond traditional organic synthesis. It has been employed as a precursor in the synthesis of advanced materials such as conductive polymers and metal-organic frameworks (MOFs). For example, researchers have successfully incorporated this compound into MOFs to enhance their catalytic activity in carbon capture applications. Such innovations highlight its potential in addressing global challenges related to energy and environmental sustainability.

In conclusion, 2,5-dichloro-4-iodoaniline is a versatile compound with a wide range of applications in organic chemistry and materials science. Its unique structure and properties make it an invaluable tool for researchers seeking to develop novel compounds and materials. As advancements in synthetic methods and computational modeling continue to evolve, the potential for new discoveries involving this compound remains vast.

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