Cas no 1227607-56-8 (2-Bromo-5-fluoropyridine-3-acetonitrile)

2-Bromo-5-fluoropyridine-3-acetonitrile is a halogenated pyridine derivative with a nitrile functional group, making it a versatile intermediate in organic synthesis. Its bromo and fluoro substituents enhance reactivity, facilitating selective cross-coupling reactions such as Suzuki or Buchwald-Hartwig amination. The nitrile group offers further derivatization potential, including hydrolysis to carboxylic acids or reduction to amines. This compound is particularly valuable in pharmaceutical and agrochemical research, where its structural motifs are leveraged for building bioactive molecules. High purity and stability under standard conditions ensure consistent performance in synthetic applications. Its well-defined reactivity profile makes it a preferred choice for constructing complex heterocyclic frameworks.
2-Bromo-5-fluoropyridine-3-acetonitrile structure
1227607-56-8 structure
Product Name:2-Bromo-5-fluoropyridine-3-acetonitrile
CAS No:1227607-56-8
MF:C7H4BrFN2
MW:215.022463798523
CID:4913894
Update Time:2025-05-19

2-Bromo-5-fluoropyridine-3-acetonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-5-fluoropyridine-3-acetonitrile
    • Inchi: 1S/C7H4BrFN2/c8-7-5(1-2-10)3-6(9)4-11-7/h3-4H,1H2
    • InChI Key: QPKSOOHQIKTHIT-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC(=CN=1)F)CC#N

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 177
  • XLogP3: 1.6
  • Topological Polar Surface Area: 36.7

2-Bromo-5-fluoropyridine-3-acetonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A026000195-250mg
2-Bromo-5-fluoropyridine-3-acetonitrile
1227607-56-8 97%
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$659.60 2023-09-03
Alichem
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1227607-56-8 97%
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Additional information on 2-Bromo-5-fluoropyridine-3-acetonitrile

2-Bromo-5-fluoropyridine-3-acetonitrile: A Comprehensive Overview

The compound 2-Bromo-5-fluoropyridine-3-acetonitrile (CAS No. 1227607-56-8) is a highly specialized organic molecule that has garnered significant attention in the fields of medicinal chemistry, materials science, and chemical synthesis. This compound is characterized by its unique structure, which combines a pyridine ring with bromine and fluorine substituents, along with an acetonitrile group. The presence of these functional groups endows the molecule with distinctive electronic and steric properties, making it a valuable building block in various chemical reactions and applications.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of 2-Bromo-5-fluoropyridine-3-acetonitrile. Researchers have explored diverse strategies, including nucleophilic aromatic substitution, coupling reactions, and multi-component synthesis, to construct this compound. These methods not only enhance the scalability of production but also pave the way for its integration into more complex molecular frameworks. The ability to precisely control the regiochemistry and stereochemistry during synthesis is particularly noteworthy, as it ensures the formation of the desired product with high purity and yield.

The electronic properties of 2-Bromo-5-fluoropyridine-3-acetonitrile are heavily influenced by the electronegative substituents present on the pyridine ring. Bromine and fluorine atoms introduce significant electron-withdrawing effects, which can modulate the reactivity of the molecule in various chemical transformations. This makes it an ideal candidate for applications in drug discovery, where fine-tuning electronic properties is crucial for achieving desired pharmacokinetic profiles. For instance, recent studies have highlighted its potential as a lead compound in the development of kinase inhibitors, a class of drugs that target specific enzymes involved in cellular signaling pathways.

In addition to its role in medicinal chemistry, 2-Bromo-5-fluoropyridine-3-acetonitrile has found applications in materials science. Its ability to participate in cross-coupling reactions has made it a valuable precursor for constructing advanced materials such as organic semiconductors and functional polymers. These materials exhibit unique electronic properties that are essential for applications in electronics, optoelectronics, and energy storage systems. For example, researchers have utilized this compound to synthesize novel π-conjugated systems that exhibit enhanced charge transport properties.

The steric effects introduced by the bromine and fluorine substituents also play a critical role in determining the behavior of 2-Bromo-5-fluoropyridine-3-acetonitrile in chemical reactions. These effects can influence reaction selectivity, reaction rates, and product stability. By leveraging these properties, chemists can design more efficient synthetic pathways and develop innovative chemical processes. Recent studies have demonstrated its utility as a versatile intermediate in the construction of heterocyclic compounds, which are widely used in pharmaceuticals and agrochemicals.

From an environmental standpoint, understanding the fate and behavior of 2-Bromo-5-fluoropyridine-3-acetonitrile in different ecosystems is essential for ensuring its safe use and disposal. Researchers have investigated its degradation pathways under various conditions, including photolysis, hydrolysis, and microbial degradation. These studies provide valuable insights into its persistence in the environment and guide efforts to develop sustainable synthetic practices that minimize ecological impact.

In conclusion, 2-Bromo-5-fluoropyridine-3-acetonitrile (CAS No. 1227607-56-8) is a multifaceted compound with diverse applications across multiple disciplines. Its unique combination of electronic and steric properties makes it an invaluable tool for chemists seeking to design innovative molecules with tailored functionalities. As research continues to uncover new synthetic methods and applications for this compound, its role in advancing scientific knowledge and technological innovation will undoubtedly grow.

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