Cas no 1333222-29-9 (5-Bromo-4-vinylpyrimidine)

5-Bromo-4-vinylpyrimidine is a versatile heterocyclic compound featuring a bromine substituent at the 5-position and a vinyl group at the 4-position of the pyrimidine ring. This structure makes it a valuable intermediate in organic synthesis, particularly for cross-coupling reactions such as Suzuki-Miyaura or Heck couplings, enabling the construction of complex pyrimidine derivatives. The vinyl group offers further functionalization potential through addition or polymerization reactions. Its high reactivity and selectivity make it useful in pharmaceutical and agrochemical research for developing bioactive molecules. The compound is typically handled under inert conditions due to its sensitivity to air and moisture. Proper storage and handling are essential to maintain stability.
5-Bromo-4-vinylpyrimidine structure
5-Bromo-4-vinylpyrimidine structure
Product Name:5-Bromo-4-vinylpyrimidine
CAS No:1333222-29-9
MF:C6H5BrN2
MW:185.021300077438
CID:1033475
PubChem ID:71303699
Update Time:2025-06-11

5-Bromo-4-vinylpyrimidine Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-4-vinylpyrimidine
    • 5-bromo-4-ethenylpyrimidine
    • SB55804
    • DTXSID50745090
    • SCHEMBL15648691
    • 1333222-29-9
    • Inchi: 1S/C6H5BrN2/c1-2-6-5(7)3-8-4-9-6/h2-4H,1H2
    • InChI Key: SEDPESMXZNGSEC-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CN=C1C=C

Computed Properties

  • Exact Mass: 183.96361g/mol
  • Monoisotopic Mass: 183.96361g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 105
  • 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: 1.7
  • Topological Polar Surface Area: 25.8?2

5-Bromo-4-vinylpyrimidine Pricemore >>

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Additional information on 5-Bromo-4-vinylpyrimidine

Introduction to 5-Bromo-4-vinylpyrimidine (CAS No. 1333222-29-9)

5-Bromo-4-vinylpyrimidine (CAS No. 1333222-29-9) is a versatile heterocyclic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. Its unique structural properties make it a valuable intermediate in the synthesis of various biologically active molecules. This compound features a bromine substituent at the 5-position and a vinyl group at the 4-position of the pyrimidine ring, which provides multiple sites for further functionalization and chemical manipulation.

The< strong>5-Bromo-4-vinylpyrimidine molecule is particularly interesting due to its role in the development of novel therapeutic agents. The bromine atom serves as a handle for cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are widely employed in medicinal chemistry to construct complex molecular frameworks. Additionally, the vinyl group can undergo various transformations, including polymerization, addition reactions, and cyclization, making it a versatile building block for synthetic chemistry.

In recent years, there has been a surge in research focused on developing new antiviral and anticancer agents. The< strong>5-Bromo-4-vinylpyrimidine scaffold has been explored as a key component in the design of inhibitors targeting viral enzymes and cancer-related kinases. For instance, studies have demonstrated its utility in generating pyrimidine-based inhibitors that disrupt viral replication cycles by inhibiting essential enzymes like reverse transcriptase or protease. These findings highlight the compound's potential in combating infectious diseases and cancer.

The< strong>CAS No. 1333222-29-9 identifier ensures precise identification and traceability of this compound in scientific literature and industrial applications. Researchers often rely on such standardized numbering systems to ensure consistency and accuracy when referencing chemical substances in their work. The< strong>5-Bromo-4-vinylpyrimidine is widely used in academic laboratories and pharmaceutical companies due to its reactivity and the ease with which it can be incorporated into more complex molecules.

One of the most compelling aspects of< strong>5-Bromo-4-vinylpyrimidine is its role in the development of next-generation agrochemicals. Pyrimidine derivatives are known for their efficacy as herbicides, fungicides, and insecticides. The< strong>CAS No. 1333222-29-9-labeled compound serves as a precursor in synthesizing novel agrochemicals that offer improved crop protection while minimizing environmental impact. This aligns with global efforts to develop sustainable agricultural practices that support food security without compromising ecological balance.

The synthesis of< strong>5-Bromo-4-vinylpyrimidine typically involves multi-step organic reactions starting from readily available pyrimidine precursors. Advanced synthetic methodologies have been developed to enhance yield and purity, ensuring that researchers have access to high-quality material for their experiments. Techniques such as palladium-catalyzed cross-coupling reactions and transition-metal-mediated transformations have been particularly effective in constructing the desired molecular architecture efficiently.

In conclusion, the< strong>5-Bromo-4-vinylpyrimidine (CAS No. 1333222-29-9) is a multifaceted compound with significant applications in pharmaceuticals, agrochemicals, and materials science. Its unique structural features enable diverse chemical modifications, making it an indispensable tool for synthetic chemists. As research continues to uncover new biological activities and synthetic possibilities, this compound will undoubtedly remain at the forefront of scientific innovation.

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