Cas no 2228553-54-4 (2-(but-3-yn-1-yl)-3-fluoropyridine)

2-(But-3-yn-1-yl)-3-fluoropyridine is a fluorinated pyridine derivative featuring an alkyne functional group, making it a versatile intermediate in organic synthesis and pharmaceutical research. The presence of both fluorine and an alkyne moiety enhances its reactivity, enabling selective modifications such as click chemistry or cross-coupling reactions. Its structural properties are advantageous for constructing complex heterocyclic frameworks, particularly in medicinal chemistry for developing bioactive molecules. The fluorine substituent can influence electronic and steric properties, improving binding affinity in drug candidates. This compound is suitable for applications requiring precise functionalization, offering synthetic flexibility in the design of advanced materials and pharmaceuticals.
2-(but-3-yn-1-yl)-3-fluoropyridine structure
2228553-54-4 structure
Product Name:2-(but-3-yn-1-yl)-3-fluoropyridine
CAS No:2228553-54-4
MF:C9H8FN
MW:149.164925575256
CID:5829699
PubChem ID:165676866
Update Time:2025-11-02

2-(but-3-yn-1-yl)-3-fluoropyridine Chemical and Physical Properties

Names and Identifiers

    • 2-(but-3-yn-1-yl)-3-fluoropyridine
    • 2228553-54-4
    • EN300-1790073
    • Inchi: 1S/C9H8FN/c1-2-3-6-9-8(10)5-4-7-11-9/h1,4-5,7H,3,6H2
    • InChI Key: IDUWAESFEVSMHD-UHFFFAOYSA-N
    • SMILES: FC1=CC=CN=C1CCC#C

Computed Properties

  • Exact Mass: 149.064077422g/mol
  • Monoisotopic Mass: 149.064077422g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 158
  • 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: 1.8
  • Topological Polar Surface Area: 12.9?2

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2-(but-3-yn-1-yl)-3-fluoropyridine Related Literature

Additional information on 2-(but-3-yn-1-yl)-3-fluoropyridine

2-(but-3-yn-1-yl)-3-fluoropyridine (CAS 2228553-54-4): A Versatile Fluorinated Building Block for Modern Chemistry

In the rapidly evolving field of fluorinated organic compounds, 2-(but-3-yn-1-yl)-3-fluoropyridine (CAS 2228553-54-4) has emerged as a valuable chemical building block for pharmaceutical research and material science applications. This fluoropyridine derivative combines the unique electronic properties of both fluorine substituents and alkyne functional groups, making it particularly interesting for drug discovery and click chemistry applications.

The molecular structure of 2-(but-3-yn-1-yl)-3-fluoropyridine features a pyridine ring with a fluorine atom at the 3-position and a but-3-yn-1-yl side chain at the 2-position. This combination creates a molecule with interesting electronic properties and reactivity patterns. The fluorine atom influences the electron density of the pyridine ring, while the terminal alkyne group provides an excellent handle for further chemical modifications through various coupling reactions.

Recent trends in medicinal chemistry have shown growing interest in fluorinated pyridine derivatives like 2-(but-3-yn-1-yl)-3-fluoropyridine. Researchers are particularly focused on how the introduction of fluorine atoms affects biological activity, metabolic stability, and membrane permeability of potential drug candidates. The compound's alkyne functionality makes it especially valuable for bioconjugation applications in proteomics and chemical biology studies.

In material science, 2-(but-3-yn-1-yl)-3-fluoropyridine serves as a precursor for the synthesis of more complex fluorinated materials. The fluoropyridine core can contribute to the electronic properties of organic semiconductors, while the alkyne group enables polymerization or cross-linking reactions. This dual functionality makes it attractive for developing new electronic materials with tailored properties.

The synthesis of 2-(but-3-yn-1-yl)-3-fluoropyridine typically involves palladium-catalyzed coupling reactions or nucleophilic substitution strategies. Modern green chemistry approaches are being developed to optimize its production, focusing on atom economy and reduced environmental impact. These advancements align with current industry demands for more sustainable chemical processes.

Analytical characterization of 2-(but-3-yn-1-yl)-3-fluoropyridine employs standard techniques including NMR spectroscopy (particularly 19F NMR), mass spectrometry, and HPLC analysis. The compound's purity is crucial for its applications in pharmaceutical research, where even minor impurities can significantly affect biological testing results.

Storage and handling of 2-(but-3-yn-1-yl)-3-fluoropyridine require standard laboratory precautions. The compound should be kept in a cool, dry environment, protected from light and moisture. While not classified as highly hazardous, proper laboratory safety protocols should always be followed when working with any organic chemical.

The market for fluorinated building blocks like 2-(but-3-yn-1-yl)-3-fluoropyridine continues to grow, driven by increasing demand from the pharmaceutical industry and materials science sector. Suppliers are expanding their portfolios of such specialized compounds to meet research needs in drug discovery and advanced materials development.

Future research directions for 2-(but-3-yn-1-yl)-3-fluoropyridine may explore its potential in catalysis, as a ligand for transition metal complexes, or as a component in metal-organic frameworks (MOFs). The compound's unique combination of fluorine substitution and alkyne functionality offers numerous possibilities for creative molecular design in various chemistry disciplines.

For researchers working with 2-(but-3-yn-1-yl)-3-fluoropyridine, it's important to consult recent literature for the latest synthetic applications and safety data. The compound's CAS number 2228553-54-4 serves as a unique identifier for precise searching in chemical databases and regulatory documents.

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