Cas no 24666-43-1 (4-bromo-2-methylfuran)

4-Bromo-2-methylfuran is a halogenated furan derivative with the molecular formula C?H?BrO. This compound is characterized by the presence of a bromine substituent at the 4-position and a methyl group at the 2-position of the furan ring. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and functional materials. Its reactive bromine moiety enables efficient cross-coupling reactions, such as Suzuki or Stille couplings, while the methyl group enhances stability and influences regioselectivity. The compound is typically handled under inert conditions due to its sensitivity to light and moisture. Its well-defined structure and reactivity make it valuable for constructing complex heterocyclic frameworks.
4-bromo-2-methylfuran structure
4-bromo-2-methylfuran structure
Product Name:4-bromo-2-methylfuran
CAS No:24666-43-1
MF:C5H5BrO
MW:160.996600866318
CID:2142232
PubChem ID:11126564
Update Time:2025-05-23

4-bromo-2-methylfuran Chemical and Physical Properties

Names and Identifiers

    • 3-bromo-5-methylfuran
    • 4-bromo-2-methylfuran
    • 976-590-7
    • DB-315237
    • I11460
    • SY280162
    • MFCD15144097
    • SCHEMBL1016586
    • KCRDQNWBIQNKEL-UHFFFAOYSA-N
    • EN300-114505
    • Furan, 4-bromo-2-methyl-
    • 24666-43-1
    • 2-Methyl-4-bromofuran
    • Inchi: 1S/C5H5BrO/c1-4-2-5(6)3-7-4/h2-3H,1H3
    • InChI Key: KCRDQNWBIQNKEL-UHFFFAOYSA-N
    • SMILES: BrC1=COC(C)=C1

Computed Properties

  • Exact Mass: 159.95238g/mol
  • Monoisotopic Mass: 159.95238g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 65.1
  • 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: 2.1
  • Topological Polar Surface Area: 13.1?2

4-bromo-2-methylfuran Pricemore >>

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Additional information on 4-bromo-2-methylfuran

Introduction to 4-Bromo-2-Methylfuran (CAS No. 24666-43-1)

4-Bromo-2-methylfuran (CAS No. 24666-43-1) is a heterocyclic organic compound with the molecular formula C5H5BrO. It belongs to the class of furans, which are five-membered aromatic rings consisting of four carbon atoms and one oxygen atom. The compound is characterized by a bromine atom attached to the fourth position and a methyl group attached to the second position of the furan ring, giving it the name 4-bromo-2-methylfuran.

The synthesis of 4-bromo-2-methylfuran can be achieved through various methods, including the bromination of 2-methylfuran using bromine in a suitable solvent under controlled conditions. This compound is often used as an intermediate in organic synthesis, particularly in the preparation of more complex molecules with furan-based frameworks. Its structure makes it a valuable building block in medicinal chemistry and materials science.

Recent studies have highlighted the potential applications of 4-bromo-2-methylfuran in drug discovery. Researchers have explored its role as a precursor for bioactive compounds, such as antifungal and anticancer agents. For instance, derivatives of 4-bromo-2-methylfuran have been shown to exhibit potent inhibitory effects against certain enzymes involved in cancer cell proliferation.

In addition to its role in pharmaceutical research, 4-bromo-2-methylfuran has also found applications in polymer chemistry. The compound can be polymerized or incorporated into polymer networks to create materials with unique electronic and mechanical properties. These materials have potential uses in electronics, sensors, and advanced composites.

The chemical properties of 4-bromo-2-methylfuran make it an interesting subject for fundamental research as well. Its electronic structure and reactivity have been studied using computational chemistry methods, providing insights into its behavior in various chemical reactions. These studies have contributed to a better understanding of furan derivatives and their applications in organic synthesis.

From an environmental perspective, the stability and biodegradation of 4-bromo-2-methylfuran have been investigated to assess its potential impact on ecosystems. Research indicates that under certain conditions, the compound can undergo biodegradation, reducing its persistence in the environment.

In conclusion, 4-bromo-2-methylfuran (CAS No. 24666-43-1) is a versatile compound with a wide range of applications across different fields of chemistry. Its unique structure and reactivity make it an essential component in both academic research and industrial applications. As new research continues to emerge, the potential uses of this compound are expected to expand further, contributing to advancements in medicine, materials science, and beyond.

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