Cas no 148759-25-5 (5-(Bromomethyl)-2-furancarbonitrile)

5-(Bromomethyl)-2-furancarbonitrile is a versatile heterocyclic compound featuring both a bromomethyl group and a nitrile functionality on a furan ring. This structure makes it a valuable intermediate in organic synthesis, particularly for constructing more complex furan-based derivatives. The bromomethyl group offers reactivity for nucleophilic substitution, enabling further functionalization, while the nitrile group provides opportunities for additional transformations such as hydrolysis or reduction. Its well-defined reactivity profile and stability under standard conditions make it suitable for applications in pharmaceuticals, agrochemicals, and materials science. The compound is typically handled under inert conditions to preserve its reactivity and purity.
5-(Bromomethyl)-2-furancarbonitrile structure
148759-25-5 structure
Product Name:5-(Bromomethyl)-2-furancarbonitrile
CAS No:148759-25-5
MF:C6H4BrNO
MW:186.006060600281
MDL:MFCD01821242
CID:100411
PubChem ID:10821395
Update Time:2025-10-28

5-(Bromomethyl)-2-furancarbonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Furancarbonitrile,5-(bromomethyl)-
    • 5-(bromomethyl)-2-Furancarbonitrile
    • 5-(Bromomethyl)-2-furonitrile
    • 3-methoxy-4-chlorobenzyl bromide
    • 4-bromomethyl-1-chloro-2-methoxy-benzene
    • 4-chloro-3-methoxybenzyl bromide
    • 5-(bromomethyl)-2-chloroanisole
    • 5-(bromomethyl)-3-chloroanisole
    • 5-(bromomethyl)furan-2-carbonitrile
    • ACMC-1CIDD
    • AG-D-14035
    • AGN-PC-00NE60
    • Benzene,4-(bromomethyl)-1-chloro-2-methoxy-
    • CTK4A2015
    • SureCN364121
    • 2-Furancarbonitrile,5-(bromomethyl)-(9CI)
    • IRWXGDBFGWSFSF-UHFFFAOYSA-N
    • D94913
    • 5-bromomethylfuran-2-carbo-nitrile
    • 5-Bromomethylfuran-2-carbononitrile
    • EN300-366719
    • 5-Bromomethyl-2-cyanofuran
    • AKOS027326088
    • 148759-25-5
    • AS-78013
    • SCHEMBL2331180
    • DB-368113
    • 5-(Bromomethyl)-2-furancarbonitrile
    • MDL: MFCD01821242
    • Inchi: 1S/C6H4BrNO/c7-3-5-1-2-6(4-8)9-5/h1-2H,3H2
    • InChI Key: IRWXGDBFGWSFSF-UHFFFAOYSA-N
    • SMILES: BrCC1=CC=C(C#N)O1

Computed Properties

  • Exact Mass: 184.94763g/mol
  • Monoisotopic Mass: 184.94763g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 139
  • 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: 1.6
  • Topological Polar Surface Area: 36.9?2

5-(Bromomethyl)-2-furancarbonitrile Pricemore >>

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Additional information on 5-(Bromomethyl)-2-furancarbonitrile

Recent Advances in the Application of 5-(Bromomethyl)-2-furancarbonitrile (CAS: 148759-25-5) in Chemical Biology and Pharmaceutical Research

5-(Bromomethyl)-2-furancarbonitrile (CAS: 148759-25-5) is a versatile chemical intermediate that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its reactive bromomethyl and nitrile functional groups, serves as a key building block in the synthesis of various heterocyclic compounds and biologically active molecules. Recent studies have highlighted its utility in drug discovery, material science, and agrochemical development, making it a subject of intense investigation within the scientific community.

One of the most notable applications of 5-(Bromomethyl)-2-furancarbonitrile is its role in the synthesis of furan-based derivatives, which exhibit a wide range of biological activities. Recent research has demonstrated that these derivatives can act as potent inhibitors of enzymes involved in inflammatory pathways, making them promising candidates for the development of anti-inflammatory drugs. Additionally, the compound's ability to undergo nucleophilic substitution reactions has been exploited in the design of novel covalent inhibitors targeting specific protein residues, a strategy that has gained traction in targeted cancer therapy.

In the context of material science, 5-(Bromomethyl)-2-furancarbonitrile has been utilized as a precursor for the synthesis of functionalized polymers and organic frameworks. These materials exhibit unique electronic and optical properties, making them suitable for applications in organic electronics and sensing technologies. A recent study published in the Journal of Materials Chemistry reported the successful incorporation of this compound into a conjugated polymer backbone, resulting in enhanced charge transport properties and improved device performance in organic field-effect transistors.

From a synthetic chemistry perspective, advances in catalytic methodologies have enabled more efficient and selective transformations of 5-(Bromomethyl)-2-furancarbonitrile. For instance, palladium-catalyzed cross-coupling reactions have been employed to construct complex molecular architectures with high precision. These developments have not only expanded the synthetic utility of the compound but also provided access to new chemical space for drug discovery efforts. Researchers have also explored its use in click chemistry reactions, where it serves as a valuable handle for bioconjugation and labeling applications.

The safety and handling considerations of 5-(Bromomethyl)-2-furancarbonitrile have also been addressed in recent literature. Given its reactive nature, proper storage conditions and handling protocols are essential to ensure safe laboratory practices. Several studies have investigated its stability under various conditions, providing valuable insights for industrial-scale applications. Furthermore, green chemistry approaches have been developed to minimize waste generation during its synthesis and subsequent transformations, aligning with the growing emphasis on sustainable chemical processes.

Looking ahead, the unique properties of 5-(Bromomethyl)-2-furancarbonitrile position it as a valuable tool for interdisciplinary research at the interface of chemistry, biology, and materials science. Ongoing investigations into its reactivity patterns and biological activities are expected to uncover new applications in drug development and beyond. As synthetic methodologies continue to evolve, this compound is likely to play an increasingly important role in the design of next-generation therapeutics and functional materials.

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