Cas no 2368980-41-8 (Benzenamine, 4-chloro-2,3-difluoro-6-iodo-)

Benzenamine, 4-chloro-2,3-difluoro-6-iodo-, is a halogenated aniline derivative with a unique substitution pattern, making it a valuable intermediate in organic synthesis. Its structure, featuring chloro, difluoro, and iodo substituents, provides distinct reactivity for selective functionalization, particularly in pharmaceutical and agrochemical applications. The presence of multiple halogens enhances its utility in cross-coupling reactions, such as Suzuki or Ullmann-type couplings, enabling the construction of complex aromatic systems. The electron-withdrawing effects of the substituents also influence its electrophilic properties, facilitating further derivatization. This compound is particularly suited for researchers requiring precise control over molecular architecture in advanced synthetic pathways.
Benzenamine, 4-chloro-2,3-difluoro-6-iodo- structure
2368980-41-8 structure
Product Name:Benzenamine, 4-chloro-2,3-difluoro-6-iodo-
CAS No:2368980-41-8
MF:C6H3ClF2IN
MW:289.448999643326
CID:5560384
Update Time:2025-06-23

Benzenamine, 4-chloro-2,3-difluoro-6-iodo- Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 4-chloro-2,3-difluoro-6-iodo-
    • Inchi: 1S/C6H3ClF2IN/c7-2-1-3(10)6(11)5(9)4(2)8/h1H,11H2
    • InChI Key: APHBDSTYDCIOMQ-UHFFFAOYSA-N
    • SMILES: C1(N)=C(I)C=C(Cl)C(F)=C1F

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Additional information on Benzenamine, 4-chloro-2,3-difluoro-6-iodo-

Benzenamine, 4-chloro-2,3-difluoro-6-iodo-

Benzenamine, 4-chloro-2,3-difluoro-6-iodo- (CAS No: 2368980-41-8) is a highly specialized aromatic amine compound with a unique substitution pattern on the benzene ring. This compound is characterized by the presence of chlorine, fluorine, and iodine substituents at specific positions, making it a valuable molecule in various chemical and pharmaceutical applications. The benzenamine core serves as the foundation for this compound, while the halogen substituents at positions 4 (chlorine), 2 and 3 (fluorine), and 6 (iodine) impart distinct chemical properties that make it suitable for advanced research and industrial use.

The synthesis of Benzenamine, 4-chloro-2,3-difluoro-6-iodo involves a series of precise chemical reactions, including nucleophilic aromatic substitution and halogenation processes. The strategic placement of halogens on the benzene ring is crucial for achieving the desired reactivity and stability. Recent advancements in catalytic methods have enabled more efficient synthesis pathways, reducing production costs while maintaining high purity levels. This has made Benzenamine derivatives more accessible for applications in drug discovery and materials science.

One of the most notable applications of Benzenamine, 4-chloro-2,3-difluoro-6-iodo is in the field of medicinal chemistry. Its unique electronic properties and steric effects make it an ideal candidate for designing bioactive molecules targeting specific cellular pathways. For instance, researchers have explored its potential as a scaffold for developing inhibitors of kinase enzymes, which are critical in cancer therapy. The presence of iodine at position 6 enhances the molecule's ability to interact with biological targets through halogen bonding mechanisms.

In addition to its medicinal applications, Benzenamine derivatives are also gaining attention in materials science. The combination of chlorine and fluorine substituents imparts excellent thermal stability and electronic conductivity to the compound. These properties make it a promising candidate for use in organic electronics, such as light-emitting diodes (LEDs) and field-effect transistors (FETs). Recent studies have demonstrated that incorporating Benzenamine-based structures into polymer frameworks can significantly improve device performance by enhancing charge transport properties.

The environmental impact of Benzenamine compounds has also been a topic of recent research. Scientists are investigating biodegradation pathways to assess their persistence in natural ecosystems. Initial findings suggest that certain microbial strains can metabolize these compounds under specific conditions, reducing their environmental footprint. This knowledge is crucial for developing sustainable manufacturing practices and ensuring responsible use of halogenated aromatic amines in industrial settings.

From a structural perspective, Benzenamine, 4-chloro-2,3-difluoro-6-iodo exhibits interesting electronic properties due to the electron-withdrawing effects of its halogen substituents. These effects influence the molecule's reactivity in various chemical transformations. For example, the fluorine atoms at positions 2 and 3 enhance electrophilic substitution reactions by activating specific positions on the benzene ring. Conversely, the iodine atom at position 6 introduces steric hindrance that can be leveraged in designing selective catalysts for organic synthesis.

The study of Benzenamine derivatives has also contributed to our understanding of halogen bonding interactions in chemical systems. Halogen bonding is a non-covalent interaction that plays a significant role in molecular recognition processes. In this compound, the iodine atom serves as an excellent donor for halogen bonds due to its large atomic size and polarizability. This property has been exploited in designing supramolecular assemblies and crystal engineering applications.

Looking ahead, the versatility of Benzenamine compounds presents numerous opportunities for innovation across diverse fields. Ongoing research aims to optimize their synthesis routes while exploring novel applications in areas such as sensors and catalysis. As our understanding of these molecules deepens, they are poised to play an increasingly important role in advancing both scientific knowledge and technological progress.

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