Cas no 894789-58-3 (1-(2-bromoquinolin-4-yl)ethan-1-one)

1-(2-Bromoquinolin-4-yl)ethan-1-one is a brominated quinoline derivative featuring a reactive acetyl group at the 4-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. The presence of both bromine and carbonyl functionalities enables selective cross-coupling reactions, nucleophilic substitutions, and further derivatization, making it valuable for constructing complex heterocyclic frameworks. Its well-defined structure and high purity ensure consistent performance in research and industrial applications. The compound’s stability under standard conditions and compatibility with a range of reaction conditions further enhance its utility as a building block in synthetic chemistry.
1-(2-bromoquinolin-4-yl)ethan-1-one structure
894789-58-3 structure
Product Name:1-(2-bromoquinolin-4-yl)ethan-1-one
CAS No:894789-58-3
MF:C11H8BrNO
MW:250.09132194519
CID:1941935
PubChem ID:58678663
Update Time:2025-11-02

1-(2-bromoquinolin-4-yl)ethan-1-one Chemical and Physical Properties

Names and Identifiers

    • 1-(2-bromo-4-quinolinyl)ethanone
    • 1-(2-bromoquinolin-4-yl)ethan-1-one
    • 894789-58-3
    • 1-(2-Bromoquinolin-4-yl)ethanone
    • SCHEMBL13209750
    • Inchi: 1S/C11H8BrNO/c1-7(14)9-6-11(12)13-10-5-3-2-4-8(9)10/h2-6H,1H3
    • InChI Key: QHHAZPYJRUFESY-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C(C)=O)=C2C=CC=CC2=N1

Computed Properties

  • Exact Mass: 248.97893Da
  • Monoisotopic Mass: 248.97893Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 231
  • 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: 2.9
  • Topological Polar Surface Area: 30?2

1-(2-bromoquinolin-4-yl)ethan-1-one Pricemore >>

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Additional information on 1-(2-bromoquinolin-4-yl)ethan-1-one

1-(2-Bromoquinolin-4-yl)ethan-1-one (CAS No. 894789-58-3): A Versatile Building Block in Organic Synthesis

1-(2-Bromoquinolin-4-yl)ethan-1-one (CAS No. 894789-58-3) is a highly valuable quinoline derivative that has gained significant attention in recent years due to its versatile applications in pharmaceutical research, material science, and organic synthesis. This compound, characterized by its brominated quinoline core and acetyl functional group, serves as a crucial intermediate for the development of various biologically active molecules and advanced materials.

The growing interest in 1-(2-bromoquinolin-4-yl)ethanone (alternative nomenclature) aligns with current trends in drug discovery and medicinal chemistry, where researchers are actively exploring novel heterocyclic compounds with potential therapeutic applications. Recent studies have shown that quinoline derivatives like this compound exhibit promising biological activities, making them attractive targets for anticancer agents, antimicrobial drugs, and neurological treatments.

From a chemical structure perspective, 1-(2-bromoquinolin-4-yl)ethan-1-one features a unique combination of reactive sites that enable diverse chemical transformations. The bromine atom at the 2-position allows for various cross-coupling reactions, while the acetyl group at the 4-position provides opportunities for nucleophilic additions and condensation reactions. This dual functionality makes the compound particularly valuable in multi-step synthetic routes.

In the context of green chemistry and sustainable synthesis, researchers are increasingly investigating efficient methods for preparing 1-(2-bromoquinolin-4-yl)ethanone derivatives. Recent publications highlight innovative approaches using catalytic systems and mild reaction conditions, addressing the growing demand for environmentally friendly synthetic protocols in the pharmaceutical industry.

The physical properties of 1-(2-bromoquinolin-4-yl)ethan-1-one contribute to its widespread utility. With a molecular weight of 250.09 g/mol and characteristic spectroscopic features (including distinct NMR signals and mass spectral patterns), this compound is readily identifiable and analyzable using standard analytical techniques. Its solubility profile in common organic solvents facilitates various chemical reactions and purification processes.

Current research trends demonstrate that 1-(2-bromoquinolin-4-yl)ethanone serves as a key precursor for developing fluorescence probes and organic electronic materials. The quinoline scaffold provides excellent photophysical properties, while the bromine substituent enables precise structural modifications to tune electronic characteristics for specific applications in optoelectronics and sensor technologies.

In medicinal chemistry, derivatives of 1-(2-bromoquinolin-4-yl)ethan-1-one are being explored for their potential as kinase inhibitors and receptor modulators. The compound's ability to serve as a molecular scaffold for designing target-specific drugs has attracted significant interest from pharmaceutical researchers, particularly in areas such as oncology and infectious diseases.

The synthetic versatility of 1-(2-bromoquinolin-4-yl)ethanone extends to its use in preparing various fused heterocyclic systems. Recent publications describe its application in constructing polycyclic compounds with potential biological activities, highlighting its importance in combinatorial chemistry and drug discovery programs.

From a market perspective, the demand for 1-(2-bromoquinolin-4-yl)ethan-1-one continues to grow, driven by expanding research in personalized medicine and targeted therapies. Suppliers and manufacturers are responding to this demand by developing improved synthetic routes and purification methods to ensure high-quality material for research purposes.

In conclusion, 1-(2-bromoquinolin-4-yl)ethan-1-one (CAS No. 894789-58-3) represents a strategically important chemical building block with diverse applications across multiple scientific disciplines. Its unique structural features, combined with growing interest in quinoline-based compounds, position this molecule as a valuable tool for researchers working in drug development, material science, and chemical biology. As scientific understanding of this compound continues to evolve, we can anticipate new discoveries and applications emerging in the coming years.

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