Cas no 549547-33-3 (4-(4-Chlorophenoxy)-3,5-difluoroaniline)

4-(4-Chlorophenoxy)-3,5-difluoroaniline is a fluorinated aromatic amine derivative with a chlorophenoxy substituent, offering unique reactivity and structural properties for synthetic applications. Its difluoroaniline core enhances electron-withdrawing characteristics, making it valuable in the synthesis of agrochemicals, pharmaceuticals, and specialty materials. The chlorophenoxy group further contributes to its utility as an intermediate in cross-coupling reactions and functional group transformations. This compound’s well-defined structure and stability under controlled conditions make it suitable for precise chemical modifications. Its high purity and consistent performance ensure reliability in research and industrial processes, particularly in the development of advanced organic compounds.
4-(4-Chlorophenoxy)-3,5-difluoroaniline structure
549547-33-3 structure
Product Name:4-(4-Chlorophenoxy)-3,5-difluoroaniline
CAS No:549547-33-3
MF:C12H8ClF2NO
MW:255.647829055786
MDL:MFCD12854673
CID:1028098
PubChem ID:52988069
Update Time:2025-05-20

4-(4-Chlorophenoxy)-3,5-difluoroaniline Chemical and Physical Properties

Names and Identifiers

    • 4-(4-Chlorophenoxy)-3,5-difluoroaniline
    • TVINDEPPMFUWBQ-UHFFFAOYSA-N
    • BCP23186
    • CC0096
    • 7989AB
    • IMED728991043
    • AX8162683
    • 4-(4-Chloro-phenoxy)-3,5-difluoro-phenylamine
    • DB-002123
    • SCHEMBL283161
    • TQP0027
    • A1-08052
    • AS-64303
    • AKOS005810360
    • ZWA54733
    • 549547-33-3
    • CS-0044474
    • C12H8ClF2NO
    • SB81908
    • 4-(4-Chlorophenoxy)-3,5-difluorophenylamine
    • DTXSID90681024
    • MDL: MFCD12854673
    • Inchi: 1S/C12H8ClF2NO/c13-7-1-3-9(4-2-7)17-12-10(14)5-8(16)6-11(12)15/h1-6H,16H2
    • InChI Key: TVINDEPPMFUWBQ-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1)OC1C(=CC(=CC=1F)N)F

Computed Properties

  • Exact Mass: 255.0262479g/mol
  • Monoisotopic Mass: 255.0262479g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 2
  • Complexity: 237
  • 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
  • Topological Polar Surface Area: 35.2
  • XLogP3: 3.6

4-(4-Chlorophenoxy)-3,5-difluoroaniline Pricemore >>

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Additional information on 4-(4-Chlorophenoxy)-3,5-difluoroaniline

4-(4-Chlorophenoxy)-3,5-difluoroaniline: A Comprehensive Overview

The compound with CAS No. 549547-33-3, commonly referred to as 4-(4-Chlorophenoxy)-3,5-difluoroaniline, is a highly specialized chemical entity that has garnered significant attention in the fields of organic synthesis and materials science. This compound is characterized by its unique structure, which combines a phenoxy group with a difluorinated aniline moiety, making it a valuable building block in the development of advanced materials and pharmaceuticals.

4-(4-Chlorophenoxy)-3,5-difluoroaniline exhibits remarkable chemical stability due to the electron-withdrawing effects of the chlorine and fluorine atoms. These substituents not only enhance the compound's reactivity in specific reactions but also contribute to its thermal and chemical resistance. Recent studies have demonstrated its potential as a precursor for the synthesis of high-performance polymers, particularly in the development of advanced adhesives and coatings.

The synthesis of 4-(4-Chlorophenoxy)-3,5-difluoroaniline involves a multi-step process that typically begins with the chlorination of an aniline derivative. This is followed by a nucleophilic substitution reaction to introduce the phenoxy group. The final step involves fluorination, which is carefully controlled to ensure the desired regioselectivity. Researchers have recently explored alternative synthetic pathways that utilize microwave-assisted techniques, significantly reducing reaction times while maintaining product purity.

One of the most promising applications of 4-(4-Chlorophenoxy)-3,5-difluoroaniline lies in its use as a monomer for polymer synthesis. Its ability to form strong intermolecular hydrogen bonds makes it ideal for creating materials with exceptional mechanical properties. For instance, polymers derived from this compound have shown enhanced tensile strength and thermal stability, making them suitable for aerospace and automotive industries.

In addition to its role in materials science, 4-(4-Chlorophenoxy)-3,5-difluoroaniline has also been investigated for its potential in pharmaceutical applications. Recent studies have highlighted its ability to act as a bioisostere in drug design, offering improved pharmacokinetic profiles compared to traditional analogs. This has led to its inclusion in several drug discovery pipelines targeting chronic diseases such as cancer and neurodegenerative disorders.

The environmental impact of 4-(4-Chlorophenoxy)-3,5-difluoroaniline has also been a topic of recent research. Studies have shown that while the compound itself is not inherently hazardous, its production process can generate byproducts that require careful management to minimize ecological damage. Efforts are underway to develop more sustainable synthesis methods that reduce waste and energy consumption.

In conclusion, 4-(4-Chlorophenoxy)-3,5-difluoroaniline (CAS No. 549547-33-3) is a versatile compound with a wide range of applications across multiple industries. Its unique chemical properties, combined with recent advancements in synthesis and application techniques, position it as a key player in the development of next-generation materials and pharmaceuticals.

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