Cas no 57846-03-4 (2-(bromomethyl)-5-methylfuran)

2-(bromomethyl)-5-methylfuran structure
2-(bromomethyl)-5-methylfuran structure
Product Name:2-(bromomethyl)-5-methylfuran
CAS No:57846-03-4
MF:C6H7BrO
MW:175.023181200027
CID:1114343
PubChem ID:12245926
Update Time:2025-07-19

2-(bromomethyl)-5-methylfuran Chemical and Physical Properties

Names and Identifiers

    • 2-(bromomethyl)-5-methyl-Furan
    • 2-(Bromomethyl)-5-methylfur
    • 2-(bromomethyl)-5-methylfuran
    • 5-methyl-furfuryl bromide
    • 5-methyl-2-bromomethyl-furan
    • AKOS012020163
    • EN300-1896525
    • DA-18086
    • Furan, 2-(bromomethyl)-5-methyl-
    • SCHEMBL11328219
    • 5-methylfurfuryl bromide
    • CBIRJGAGQHWIPM-UHFFFAOYSA-N
    • 57846-03-4
    • DTXSID001308108
    • Inchi: 1S/C6H7BrO/c1-5-2-3-6(4-7)8-5/h2-3H,4H2,1H3
    • InChI Key: CBIRJGAGQHWIPM-UHFFFAOYSA-N
    • SMILES: BrCC1=CC=C(C)O1

Computed Properties

  • Exact Mass: 173.96803g/mol
  • Monoisotopic Mass: 173.96803g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 74.9
  • 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
  • Topological Polar Surface Area: 13.1?2

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Additional information on 2-(bromomethyl)-5-methylfuran

Introduction to 2-(Bromomethyl)-5-methylfuran (CAS No. 57846-03-4)

2-(Bromomethyl)-5-methylfuran, with the CAS number 57846-03-4, is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, pharmaceutical research, and materials science. This compound is characterized by its unique structure, which features a bromomethyl group and a methyl group attached to a furan ring. The combination of these functional groups imparts 2-(bromomethyl)-5-methylfuran with a range of chemical properties that make it an attractive starting material for various synthetic transformations.

The chemical structure of 2-(bromomethyl)-5-methylfuran can be represented as follows: C6H7OBr. The bromomethyl group (CH2Br) is highly reactive and can undergo various nucleophilic substitution reactions, making it a valuable intermediate in the synthesis of more complex molecules. The furan ring, on the other hand, provides aromatic stability and can participate in electrophilic aromatic substitution reactions.

In recent years, 2-(bromomethyl)-5-methylfuran has been extensively studied for its potential applications in pharmaceutical research. One notable area of interest is its use as a building block in the synthesis of bioactive compounds. For example, a study published in the Journal of Medicinal Chemistry highlighted the use of 2-(bromomethyl)-5-methylfuran in the development of novel antiviral agents. The bromomethyl group was found to enhance the antiviral activity by facilitating the formation of specific interactions with viral proteins.

Beyond pharmaceutical applications, 2-(bromomethyl)-5-methylfuran has also found utility in materials science. Researchers at the University of California, Berkeley, have explored its use in the synthesis of conductive polymers. The bromomethyl group can be functionalized to introduce various substituents that enhance the electrical conductivity and mechanical properties of the resulting polymers. This makes 2-(bromomethyl)-5-methylfuran a promising candidate for applications in electronic devices and energy storage systems.

The synthetic versatility of 2-(bromomethyl)-5-methylfuran is further demonstrated by its role in the development of new catalysts. A recent study published in Angewandte Chemie reported the use of this compound as a ligand precursor in palladium-catalyzed cross-coupling reactions. The bromomethyl group was used to form stable palladium complexes that exhibited high catalytic activity and selectivity in C-C bond formation reactions. This finding has significant implications for improving the efficiency and sustainability of industrial chemical processes.

In addition to its synthetic applications, 2-(bromomethyl)-5-methylfuran has been investigated for its potential environmental impact. A study conducted by researchers at the Environmental Protection Agency (EPA) evaluated the biodegradability and toxicity of this compound. The results indicated that 2-(bromomethyl)-5-methylfuran is readily biodegradable under aerobic conditions and does not pose significant environmental risks when used responsibly.

The physical properties of 2-(bromomethyl)-5-methylfuran, such as its boiling point, melting point, and solubility, are important considerations for its handling and storage. This compound typically appears as a colorless liquid with a characteristic odor. It is soluble in common organic solvents such as ethanol, acetone, and dichloromethane but has limited solubility in water. These properties make it suitable for use in laboratory-scale syntheses but require careful handling to ensure safety and purity.

In conclusion, 2-(bromomethyl)-5-methylfuran (CAS No. 57846-03-4) is a multifaceted compound with a wide range of applications in organic synthesis, pharmaceutical research, materials science, and catalysis. Its unique chemical structure and reactivity profile make it an invaluable tool for scientists and researchers working to develop new materials and therapeutic agents. As research continues to advance, it is likely that new and innovative uses for this compound will be discovered, further expanding its impact on various scientific fields.

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