Cas no 1239351-99-5 (4,6-Difluoropyridine-2-carbaldehyde)

4,6-Difluoropyridine-2-carbaldehyde is a fluorinated pyridine derivative characterized by its aldehyde functional group at the 2-position and fluorine substituents at the 4- and 6-positions. This compound serves as a versatile building block in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The presence of fluorine atoms enhances its reactivity and stability, making it valuable for nucleophilic substitution and cross-coupling reactions. Its aldehyde group allows for further functionalization, enabling the synthesis of heterocyclic compounds and ligands. The electron-withdrawing effects of the fluorine substituents contribute to its utility in fine chemical applications, offering precise control over reaction pathways.
4,6-Difluoropyridine-2-carbaldehyde structure
1239351-99-5 structure
Product Name:4,6-Difluoropyridine-2-carbaldehyde
CAS No:1239351-99-5
MF:C6H3F2NO
MW:143.090928316116
CID:4904897
Update Time:2025-05-22

4,6-Difluoropyridine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4,6-DIFLUOROPYRIDINE-2-CARBALDEHYDE
    • 2-Pyridinecarboxaldehyde, 4,6-difluoro-
    • 4,6-Difluoropicolinaldehyde
    • AB78843
    • 4,6-Difluoropyridine-2-carbaldehyde
    • Inchi: 1S/C6H3F2NO/c7-4-1-5(3-10)9-6(8)2-4/h1-3H
    • InChI Key: HXACNQNQVKFTBK-UHFFFAOYSA-N
    • SMILES: FC1C=C(N=C(C=O)C=1)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 131
  • XLogP3: 1.2
  • Topological Polar Surface Area: 30

4,6-Difluoropyridine-2-carbaldehyde Pricemore >>

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Additional information on 4,6-Difluoropyridine-2-carbaldehyde

4,6-Difluoropyridine-2-carbaldehyde: A Comprehensive Overview

4,6-Difluoropyridine-2-carbaldehyde (CAS No. 1239351-99-5) is a highly specialized organic compound that has garnered significant attention in the fields of chemistry and materials science. This compound, characterized by its unique structure and functional groups, has emerged as a valuable building block in various synthetic processes. The presence of two fluorine atoms at the 4 and 6 positions of the pyridine ring, coupled with the aldehyde group at position 2, imparts distinctive electronic and steric properties to the molecule.

The synthesis of 4,6-difluoropyridine-2-carbaldehyde involves a multi-step process that typically begins with the preparation of the corresponding pyridine derivative. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses, aligning with the growing emphasis on green chemistry. For instance, researchers have explored the use of palladium-catalyzed cross-coupling reactions to construct the aldehyde functionality while maintaining the integrity of the fluorinated pyridine ring.

One of the most promising applications of 4,6-difluoropyridine-2-carbaldehyde lies in its use as an intermediate in drug discovery. The compound's ability to act as a versatile scaffold has been leveraged in the development of novel pharmaceutical agents targeting various therapeutic areas. Recent studies have highlighted its potential in modulating enzyme activity and receptor binding, making it a valuable asset in medicinal chemistry.

In addition to its role in drug discovery, 4,6-difluoropyridine-2-carbaldehyde has found applications in materials science. Its electronic properties make it a candidate for use in organic electronics, such as light-emitting diodes (LEDs) and field-effect transistors (FETs). Researchers have reported enhanced charge transport properties when this compound is incorporated into conjugated systems, underscoring its potential in next-generation electronic devices.

The structural uniqueness of 4,6-difluoropyridine-2-carbaldehyde also lends itself to applications in agrochemicals. Its ability to interact with specific biological targets has been explored in the development of pesticides and herbicides. Recent findings suggest that this compound exhibits selective toxicity against certain pests while minimizing adverse effects on non-target organisms, making it a sustainable option for agricultural applications.

From a chemical standpoint, 4,6-difluoropyridine-2-carbaldehyde exhibits interesting reactivity patterns due to the interplay between its electron-withdrawing fluorine atoms and the electron-rich aldehyde group. This balance of electron withdrawal and donation facilitates participation in a wide range of reactions, including nucleophilic additions, condensations, and cyclizations. Chemists have exploited these reactivity traits to design novel synthetic pathways for complex molecules.

Recent research has also focused on understanding the photophysical properties of 4,6-difluoropyridine-2-carbaldehyde. Studies have revealed that this compound exhibits strong fluorescence under certain conditions, which could be harnessed for sensing applications or as a component in optoelectronic materials. Furthermore, its stability under UV irradiation makes it a candidate for long-lasting fluorescent markers.

In conclusion, 4,6-difluoropyridine-2-carbaldehyde (CAS No. 1239351-99-5) stands out as a multifaceted compound with diverse applications across various scientific disciplines. Its unique structure and reactivity continue to inspire innovative research directions, solidifying its position as an essential tool in modern chemistry.

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