Cas no 1227563-32-7 (3-Chloro-5-fluoropyridine-2-carbaldehyde)

3-Chloro-5-fluoropyridine-2-carbaldehyde is a versatile heterocyclic building block used in pharmaceutical and agrochemical synthesis. Its structure, featuring both chloro and fluoro substituents on the pyridine ring, enhances reactivity and selectivity in nucleophilic substitution and cross-coupling reactions. The aldehyde functional group provides a handle for further derivatization, enabling the formation of imines, oximes, or other intermediates. This compound is particularly valuable in the development of bioactive molecules due to its ability to introduce halogenated pyridine motifs, which are common in drug discovery. High purity and consistent quality ensure reliable performance in synthetic applications.
3-Chloro-5-fluoropyridine-2-carbaldehyde structure
1227563-32-7 structure
Product Name:3-Chloro-5-fluoropyridine-2-carbaldehyde
CAS No:1227563-32-7
MF:C6H3ClFNO
MW:159.545523881912
MDL:MFCD16606530
CID:1037265
PubChem ID:59962473
Update Time:2025-05-20

3-Chloro-5-fluoropyridine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-Chloro-5-fluoropicolinaldehyde
    • 3-Chloro-5-fluoropicolildehyde
    • 3-chloro-5-fluoropyridine-2-carbaldehyde
    • 3-CHLORO-5-FLUOROPYRIDINE-2-CARBOXALDEHYDE
    • AB70954
    • AGN-PC-0D785W
    • AK109664
    • BL010213
    • KB-235758
    • DTXSID10733357
    • CS-0313727
    • AS-45778
    • AKOS016009077
    • SCHEMBL22713504
    • 1227563-32-7
    • A905024
    • 2-Pyridinecarboxaldehyde, 3-chloro-5-fluoro-
    • MFCD16606530
    • DB-356988
    • 3-Chloro-5-fluoropyridine-2-carbaldehyde
    • MDL: MFCD16606530
    • Inchi: 1S/C6H3ClFNO/c7-5-1-4(8)2-9-6(5)3-10/h1-3H
    • InChI Key: AEBPZQQCUYFFJL-UHFFFAOYSA-N
    • SMILES: ClC1=CC(=CN=C1C=O)F

Computed Properties

  • Exact Mass: 158.9887196g/mol
  • Monoisotopic Mass: 158.9887196g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 133
  • 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
  • XLogP3: 1.4
  • Topological Polar Surface Area: 30?2

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Additional information on 3-Chloro-5-fluoropyridine-2-carbaldehyde

3-Chloro-5-fluoropyridine-2-carbaldehyde (CAS No. 1227563-32-7): A Versatile Building Block in Pharmaceutical and Chemical Synthesis

3-Chloro-5-fluoropyridine-2-carbaldehyde (CAS No. 1227563-32-7) is a highly versatile and valuable compound in the fields of pharmaceutical and chemical synthesis. This compound, characterized by its unique chloro, fluoro, and carbaldehyde functionalities, has gained significant attention due to its potential applications in the development of novel drugs and advanced materials.

The molecular structure of 3-Chloro-5-fluoropyridine-2-carbaldehyde consists of a pyridine ring substituted with a chlorine atom at the 3-position, a fluorine atom at the 5-position, and an aldehyde group at the 2-position. This combination of substituents imparts unique chemical properties that make it an attractive starting material for various synthetic transformations.

In recent years, the use of 3-Chloro-5-fluoropyridine-2-carbaldehyde has been extensively explored in the synthesis of bioactive molecules. For instance, a study published in the Journal of Medicinal Chemistry highlighted its utility in the preparation of potent inhibitors targeting specific enzymes involved in cancer pathways. The presence of the chlorine and fluorine atoms enhances the lipophilicity and metabolic stability of the resulting compounds, making them more suitable for pharmaceutical applications.

The aldehyde functionality in 3-Chloro-5-fluoropyridine-2-carbaldehyde provides a reactive site for various chemical reactions, such as condensation, reduction, and coupling reactions. These reactions enable the synthesis of a wide range of derivatives with diverse functional groups, which can be tailored to meet specific biological or chemical requirements. For example, researchers have successfully used this compound to synthesize novel antiviral agents with improved efficacy against influenza viruses.

Beyond pharmaceutical applications, 3-Chloro-5-fluoropyridine-2-carbaldehyde has also found utility in the development of advanced materials. Its ability to undergo selective functionalization reactions makes it an ideal building block for the synthesis of polymers with tailored properties. A recent study in Macromolecules demonstrated the use of this compound to create copolymers with enhanced thermal stability and mechanical strength, which have potential applications in electronics and coatings.

The synthetic accessibility of 3-Chloro-5-fluoropyridine-2-carbaldehyde has been well-documented in the literature. Several efficient synthetic routes have been developed to produce this compound on both laboratory and industrial scales. One common approach involves the reaction of 3-chloro-5-fluoropyridine with an appropriate aldehyde precursor under controlled conditions. This method yields high-purity product with good yields, making it suitable for large-scale production.

The safety profile of 3-Chloro-5-fluoropyridine-2-carbaldehyde is another important consideration for its widespread use. While it is not classified as a hazardous material, proper handling and storage practices are recommended to ensure workplace safety. Researchers should follow standard laboratory protocols to minimize exposure risks and prevent contamination.

In conclusion, 3-Chloro-5-fluoropyridine-2-carbaldehyde (CAS No. 1227563-32-7) is a highly versatile compound with significant potential in pharmaceutical and chemical synthesis. Its unique combination of functional groups makes it an attractive starting material for the development of novel drugs and advanced materials. Ongoing research continues to uncover new applications for this compound, further solidifying its importance in modern chemistry.

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