Cas no 1227587-92-9 (2,4-Difluoro-5-(trifluoromethyl)pyridine)

2,4-Difluoro-5-(trifluoromethyl)pyridine is a fluorinated pyridine derivative characterized by its unique substitution pattern, featuring fluorine atoms at the 2- and 4-positions and a trifluoromethyl group at the 5-position. This structure imparts high electron-withdrawing properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its reactivity is particularly useful in nucleophilic aromatic substitution (SNAr) reactions, where the fluorine atoms serve as efficient leaving groups. The trifluoromethyl group enhances lipophilicity, influencing bioavailability in drug design. The compound's stability and selectivity make it a preferred building block for constructing complex heterocyclic frameworks, especially in the development of bioactive molecules.
2,4-Difluoro-5-(trifluoromethyl)pyridine structure
1227587-92-9 structure
Product Name:2,4-Difluoro-5-(trifluoromethyl)pyridine
CAS No:1227587-92-9
MF:C6H2F5N
MW:183.078798770905
CID:4689313
Update Time:2025-06-13

2,4-Difluoro-5-(trifluoromethyl)pyridine Chemical and Physical Properties

Names and Identifiers

    • 2,4-difluoro-5-(trifluoromethyl)pyridine
    • FCH1159914
    • 2,4-Difluoro-5-(trifluoromethyl)pyridine
    • Inchi: 1S/C6H2F5N/c7-4-1-5(8)12-2-3(4)6(9,10)11/h1-2H
    • InChI Key: SCVOBZXQAHLCCL-UHFFFAOYSA-N
    • SMILES: FC(C1C=NC(=CC=1F)F)(F)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 157
  • Topological Polar Surface Area: 12.9

2,4-Difluoro-5-(trifluoromethyl)pyridine Pricemore >>

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Additional information on 2,4-Difluoro-5-(trifluoromethyl)pyridine

2,4-Difluoro-5-(trifluoromethyl)pyridine: An Overview of a Versatile Compound (CAS No. 1227587-92-9)

2,4-Difluoro-5-(trifluoromethyl)pyridine (CAS No. 1227587-92-9) is a highly versatile compound that has gained significant attention in the fields of medicinal chemistry and materials science due to its unique chemical properties and potential applications. This compound, characterized by its difluoro and trifluoromethyl substituents on a pyridine ring, offers a robust platform for the development of novel pharmaceuticals and advanced materials.

The trifluoromethyl group is known for its electron-withdrawing properties, which can significantly influence the reactivity and stability of the molecule. This makes 2,4-Difluoro-5-(trifluoromethyl)pyridine an attractive building block for the synthesis of various functional molecules. In recent years, this compound has been extensively studied for its potential in drug discovery and development, particularly in the design of inhibitors for various biological targets.

One of the key areas where 2,4-Difluoro-5-(trifluoromethyl)pyridine has shown promise is in the development of small molecule inhibitors. These inhibitors are crucial in modulating the activity of enzymes and receptors involved in various diseases, including cancer and neurodegenerative disorders. For instance, a recent study published in the Journal of Medicinal Chemistry highlighted the use of this compound as a core structure in the design of potent inhibitors against kinases, which are key players in cell signaling pathways.

In addition to its pharmaceutical applications, 2,4-Difluoro-5-(trifluoromethyl)pyridine has also found utility in materials science. The presence of fluorine atoms imparts unique physical and chemical properties to the compound, making it suitable for use in the synthesis of advanced materials such as polymers and coatings. These materials often exhibit enhanced thermal stability, chemical resistance, and mechanical strength, which are highly desirable in various industrial applications.

The synthesis of 2,4-Difluoro-5-(trifluoromethyl)pyridine involves several well-established chemical reactions. One common approach is the reaction of 2,4-dichloro-5-trifluoromethylpyridine with potassium fluoride or cesium fluoride to introduce the difluoro substituents. This method provides high yields and good purity, making it suitable for large-scale production. Another approach involves the direct fluorination of 2,4-dichloro-5-trifluoromethylpyridine using selective fluorinating agents such as Selectfluor or N-fluorobenzenesulfonimide (NFSI).

The physical properties of 2,4-Difluoro-5-(trifluoromethyl)pyridine, including its melting point, boiling point, and solubility in various solvents, have been well-characterized. These properties are crucial for optimizing its use in different applications. For example, its high boiling point (approximately 160°C) makes it suitable for high-temperature processes without significant decomposition or volatilization.

In terms of safety and handling, while 2,4-Difluoro-5-(trifluoromethyl)pyridine is not classified as a hazardous material under standard regulations, it is important to follow standard laboratory safety protocols when handling this compound. Proper personal protective equipment (PPE), such as gloves and goggles, should be worn to prevent skin contact and inhalation.

The environmental impact of 2,4-Difluoro-5-(trifluoromethyl)pyridine is another important consideration. Fluorinated compounds can persist in the environment due to their stability. Therefore, it is essential to implement proper waste management practices to minimize any potential environmental impact. Research into more sustainable synthesis methods and biodegradable alternatives is ongoing to address these concerns.

In conclusion, 2,4-Difluoro-5-(trifluoromethyl)pyridine (CAS No. 1227587-92-9) is a highly valuable compound with a wide range of applications in medicinal chemistry and materials science. Its unique chemical structure and properties make it an excellent candidate for the development of novel drugs and advanced materials. Ongoing research continues to uncover new possibilities for this versatile compound, ensuring its relevance in both academic and industrial settings.

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