Cas no 1227588-94-4 (2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo-)

2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo-, is a brominated pyridine derivative featuring both aldehyde and ketone functional groups. This compound is of interest in synthetic organic chemistry due to its versatile reactivity, serving as a key intermediate in the preparation of pharmaceuticals, agrochemicals, and heterocyclic compounds. The presence of the bromo substituent enhances its utility in cross-coupling reactions, while the aldehyde and keto functionalities allow for further derivatization. Its structural features make it valuable for constructing complex molecular frameworks. The compound is typically handled under controlled conditions due to its reactivity, ensuring optimal performance in synthetic applications.
2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo- structure
1227588-94-4 structure
Product Name:2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo-
CAS No:1227588-94-4
MF:C6H4BrNO2
MW:202.005460739136
CID:2123007
Update Time:2025-10-29

2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo- Chemical and Physical Properties

Names and Identifiers

    • 3-bromo-6-oxo-1,6-dihydropyridine-2-carbaldehyde
    • 3-Bromo-6-hydroxypicolinaldehyde
    • 2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo-
    • Inchi: 1S/C6H4BrNO2/c7-4-1-2-6(10)8-5(4)3-9/h1-3H,(H,8,10)
    • InChI Key: FIURGVMDHRUKGM-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(NC=1C=O)=O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 242
  • Topological Polar Surface Area: 46.2

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Additional information on 2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo-

Comprehensive Overview of 2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo- (CAS No. 1227588-94-4)

2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo- (CAS No. 1227588-94-4) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This brominated pyridine derivative is widely recognized for its unique structural properties, making it a valuable intermediate in the synthesis of bioactive molecules. Researchers and industry professionals frequently search for terms like "3-bromo-6-oxo-1,6-dihydropyridine-2-carbaldehyde" or "brominated pyridine aldehyde applications", reflecting its relevance in modern chemical applications.

The compound's molecular structure features a pyridine ring substituted with a bromo group at the 3-position and an aldehyde functional group at the 2-position, along with a 6-oxo-1,6-dihydro moiety. This combination of functional groups enables diverse reactivity, making it a versatile building block for synthesizing heterocyclic compounds. Recent trends in green chemistry and sustainable synthesis have further increased interest in this compound, as researchers explore eco-friendly methods for its production and utilization.

One of the most searched questions related to CAS No. 1227588-94-4 is its role in drug discovery. The compound's scaffold is frequently employed in designing kinase inhibitors and antimicrobial agents, aligning with the growing demand for novel therapeutics. Additionally, its applications in material science, such as in the development of organic semiconductors, have sparked discussions in academic and industrial forums. The keyword "2-Pyridinecarboxaldehyde derivatives in medicinal chemistry" often appears in literature searches, highlighting its interdisciplinary importance.

From a synthetic perspective, 3-bromo-1,6-dihydro-6-oxo-2-pyridinecarboxaldehyde can be prepared through bromination and oxidation reactions of precursor pyridine compounds. Optimizing its synthesis to achieve higher yields and purity remains a topic of active research, particularly in the context of process chemistry and scale-up production. Analytical techniques like HPLC, NMR, and mass spectrometry are commonly used to characterize this compound, ensuring its quality for downstream applications.

In conclusion, 2-Pyridinecarboxaldehyde, 3-bromo-1,6-dihydro-6-oxo- (CAS No. 1227588-94-4) represents a critical intermediate in modern chemical research. Its multifaceted applications, from pharmaceuticals to advanced materials, underscore its importance in addressing contemporary scientific challenges. As interest in heterocyclic chemistry and functionalized pyridines continues to grow, this compound will likely remain a focal point for innovation and discovery.

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