Cas no 172377-05-8 (2,5-Dibromo-4-fluoroaniline)

2,5-Dibromo-4-fluoroaniline is a halogenated aniline derivative with the molecular formula C?H?Br?FN. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty dyes. The presence of bromine and fluorine substituents enhances its reactivity, enabling selective functionalization at specific positions. Its high purity and stability make it suitable for use in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, where precise control over molecular structure is critical. The compound’s well-defined halogenation pattern ensures consistent performance in synthetic applications, offering researchers a reliable building block for complex molecule construction. Proper handling is advised due to its potential sensitivity.
2,5-Dibromo-4-fluoroaniline structure
2,5-Dibromo-4-fluoroaniline structure
Product Name:2,5-Dibromo-4-fluoroaniline
CAS No:172377-05-8
MF:C6H4Br2FN
MW:268.909063339233
MDL:MFCD18089317
CID:1033265
Update Time:2025-06-10

2,5-Dibromo-4-fluoroaniline Chemical and Physical Properties

Names and Identifiers

    • 2,5-Dibromo-4-fluoroaniline
    • 2,5-Dibromo-4-fluoro-phenylamine
    • (2,5-dibroMo-4- fluoroaniline
    • AK119617
    • 8874AA
    • FCH1363675
    • SY114615
    • AX8245033
    • ST24038704
    • MDL: MFCD18089317
    • Inchi: 1S/C6H4Br2FN/c7-3-2-6(10)4(8)1-5(3)9/h1-2H,10H2
    • InChI Key: KQGCUINAKBXZKQ-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=CC=1N)Br)F

Computed Properties

  • Exact Mass: 266.86942
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 122
  • Topological Polar Surface Area: 26

Experimental Properties

  • PSA: 26.02

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2,5-Dibromo-4-fluoroaniline Suppliers

Amadis Chemical Company Limited
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(CAS:172377-05-8)2,5-Dibromo-4-fluoroaniline
Order Number:A854678
Stock Status:in Stock
Quantity:25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 07:51
Price ($):165.0

2,5-Dibromo-4-fluoroaniline Related Literature

Additional information on 2,5-Dibromo-4-fluoroaniline

Professional Introduction to 2,5-Dibromo-4-fluoroaniline (CAS No. 172377-05-8)

2,5-Dibromo-4-fluoroaniline, with the chemical identifier CAS No. 172377-05-8, is a fluorinated aromatic amine that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound, characterized by its bromine and fluorine substituents on a benzene ring with an amino group at the para position relative to the fluoro atom, exhibits unique electronic and steric properties that make it a valuable intermediate in synthetic chemistry.

The structural motif of 2,5-Dibromo-4-fluoroaniline combines the electron-withdrawing effects of bromine and fluorine atoms with the basicity of the amino group. This combination allows for diverse chemical transformations, making it a versatile building block in the synthesis of more complex molecules. The presence of both bromine and fluorine atoms provides multiple sites for further functionalization, enabling chemists to tailor the properties of derivatives for specific applications.

In recent years, 2,5-Dibromo-4-fluoroaniline has been extensively studied for its potential in medicinal chemistry. Its structure resembles several known bioactive compounds, suggesting that derivatives of this molecule may exhibit pharmacological activity. Specifically, researchers have explored its utility in developing novel inhibitors targeting enzymes involved in metabolic pathways relevant to diseases such as cancer and inflammation.

One notable area of research involves the use of 2,5-Dibromo-4-fluoroaniline as a precursor in the synthesis of kinase inhibitors. Kinases are enzymes that play critical roles in cell signaling pathways, and dysregulation of these pathways is often associated with various diseases. By incorporating the CAS No. 172377-05-8 scaffold into kinase inhibitors, scientists aim to develop drugs that can selectively modulate these pathways, thereby treating conditions such as leukemia and rheumatoid arthritis. Preliminary studies have shown promising results in vitro, indicating that certain derivatives exhibit potent inhibitory activity against specific kinases.

Another emerging application of 2,5-Dibromo-4-fluoroaniline is in the development of agrochemicals. The compound’s ability to serve as a precursor for herbicides and fungicides has been investigated due to its structural features that enhance binding affinity to biological targets in plants. Researchers have synthesized various derivatives and evaluated their efficacy in controlling pests and diseases while maintaining environmental safety. These efforts align with the growing demand for sustainable agricultural practices that minimize ecological impact.

The synthesis of 2,5-Dibromo-4-fluoroaniline itself is an intriguing challenge from a chemical perspective. Traditional methods often involve halogenation reactions on aniline derivatives, but optimizing these reactions to achieve high yields and purity requires careful control of reaction conditions. Advances in catalytic systems and green chemistry principles have enabled more efficient synthetic routes, reducing waste and energy consumption without compromising product quality.

From a computational chemistry standpoint, CAS No. 172377-05-8 serves as an excellent model system for studying electronic effects and molecular interactions. Quantum mechanical calculations have been employed to predict the reactivity and stability of this compound, providing insights into how modifications can enhance its utility as a synthetic intermediate. These computational studies complement experimental work by offering theoretical frameworks to guide synthetic design.

The role of 2,5-Dibromo-4-fluoroaniline in material science is also beginning to receive attention. Its ability to form coordination complexes with metal ions has led to investigations into its potential as a ligand in catalytic systems or as a component in functional materials such as organic semiconductors. The unique electronic properties imparted by the halogen substituents make this compound a candidate for applications requiring precise control over charge transport and optical responses.

In conclusion, 2,5-Dibromo-4-fluoroaniline (CAS No. 172377-05-8) represents a multifaceted compound with broad applications across pharmaceuticals, agrochemicals, and materials science. Its structural features enable diverse functionalization strategies, making it a valuable asset in synthetic chemistry research. As advancements continue in drug discovery and sustainable agriculture, the importance of intermediates like this one is expected to grow further.

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Amadis Chemical Company Limited
(CAS:172377-05-8)2,5-Dibromo-4-fluoroaniline
A854678
Purity:99%
Quantity:25g
Price ($):165.0
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