Cas no 31819-37-1 (3-Bromo-2,5-dimethylthiophene)

3-Bromo-2,5-dimethylthiophene is a brominated thiophene derivative characterized by its methyl substituents at the 2- and 5-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of functionalized thiophene-based materials. Its bromine moiety enables efficient cross-coupling reactions, such as Suzuki or Stille couplings, facilitating the construction of complex heterocyclic systems. The methyl groups enhance steric and electronic properties, making it useful in the development of conjugated polymers, pharmaceuticals, and agrochemicals. The compound exhibits good stability and solubility in common organic solvents, ensuring ease of handling in synthetic applications. Its well-defined reactivity profile makes it a valuable building block for tailored molecular architectures.
3-Bromo-2,5-dimethylthiophene structure
3-Bromo-2,5-dimethylthiophene structure
Product Name:3-Bromo-2,5-dimethylthiophene
CAS No:31819-37-1
MF:C6H7BrS
MW:191.088779687881
MDL:MFCD18451735
CID:1448353
PubChem ID:638585
Update Time:2025-10-28

3-Bromo-2,5-dimethylthiophene Chemical and Physical Properties

Names and Identifiers

    • Thiophene, 3-bromo-2,5-dimethyl-
    • 3-bromo-2-methyl-5-methyl-thiophene
    • 3-BROMO-2,5-DIMETHYLTHIOPHENE(WXC00917)
    • CS-0197145
    • AKOS006319808
    • 3-bromo-2,5-dimethyl-thiophene
    • MFCD18451735
    • UODXWHPNUCOZEZ-UHFFFAOYSA-N
    • AT16738
    • 2,5-Dimethyl-3-bromothiophene
    • DB-216734
    • 3-bromo-2,5-dimethylthiophene
    • DTXSID30348583
    • EN300-107844
    • InChI=1/C6H7BrS/c1-4-3-6(7)5(2)8-4/h3H,1-2H
    • Z1198655269
    • SCHEMBL2812953
    • 31819-37-1
    • AS-77233
    • DTXCID60299655
    • 3-Bromo-2,5-dimethylthiophene
    • MDL: MFCD18451735
    • Inchi: 1S/C6H7BrS/c1-4-3-6(7)5(2)8-4/h3H,1-2H3
    • InChI Key: UODXWHPNUCOZEZ-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C)SC=1C

Computed Properties

  • Exact Mass: 189.94521
  • Monoisotopic Mass: 189.94518g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0
  • Complexity: 84.6
  • 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: 3.1
  • Topological Polar Surface Area: 28.2?2

Experimental Properties

  • PSA: 0

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Additional information on 3-Bromo-2,5-dimethylthiophene

Comprehensive Guide to Thiophene, 3-bromo-2,5-dimethyl- (CAS No. 31819-37-1): Properties, Applications, and Market Insights

Thiophene, 3-bromo-2,5-dimethyl- (CAS No. 31819-37-1) is a specialized organic compound belonging to the thiophene derivatives family. This brominated dimethyl thiophene has gained significant attention in recent years due to its unique chemical properties and versatile applications in pharmaceuticals, agrochemicals, and material science. With the increasing demand for heterocyclic compounds in research and industry, understanding this compound's characteristics becomes essential for chemists and manufacturers alike.

The molecular structure of 3-bromo-2,5-dimethylthiophene features a five-membered aromatic ring containing sulfur, with bromine and two methyl groups strategically positioned. This configuration contributes to its remarkable stability and reactivity patterns, making it valuable for various organic synthesis applications. Recent studies in green chemistry have explored more sustainable production methods for such compounds, aligning with current environmental concerns in the chemical industry.

In pharmaceutical research, Thiophene, 3-bromo-2,5-dimethyl- serves as a crucial building block for developing novel drug candidates. Its molecular framework is particularly useful in creating bioactive molecules with potential therapeutic applications. The compound's ability to undergo various cross-coupling reactions makes it valuable in medicinal chemistry, especially in the development of targeted therapies that are currently trending in pharmaceutical research.

The material science field has shown growing interest in brominated thiophene derivatives like this compound for their potential in creating advanced organic semiconductors. With the global push toward flexible electronics and organic photovoltaics, researchers are investigating how such compounds can contribute to more efficient energy conversion materials. This aligns perfectly with current market demands for sustainable energy solutions.

From a commercial perspective, the market for 3-bromo-2,5-dimethylthiophene has seen steady growth, particularly in regions with strong pharmaceutical and electronics industries. Manufacturers are responding to increased demand by improving production scalability while maintaining high purity standards. Quality control remains paramount, as even minor impurities can significantly affect the compound's performance in sensitive applications.

Storage and handling of Thiophene, 3-bromo-2,5-dimethyl- require standard laboratory precautions for organic compounds. While not classified as hazardous under normal conditions, proper ventilation and personal protective equipment are recommended when working with this material. These safety considerations are particularly important given the current emphasis on workplace safety standards in chemical industries worldwide.

Analytical characterization of this compound typically involves techniques such as GC-MS, NMR spectroscopy, and HPLC. Recent advancements in analytical technology have made it easier to verify the purity and identity of brominated thiophene compounds, which is crucial for research and industrial applications where precise molecular structures are required.

The synthesis of 3-bromo-2,5-dimethylthiophene generally involves bromination of 2,5-dimethylthiophene under controlled conditions. Current research focuses on optimizing these processes to improve yields and reduce environmental impact, reflecting the chemical industry's shift toward more sustainable practices. These developments are particularly relevant as companies seek to align with global green chemistry initiatives.

Looking ahead, the future applications of Thiophene, 3-bromo-2,5-dimethyl- appear promising. Its potential in developing new electronic materials and pharmaceutical intermediates continues to attract research interest. As synthetic methodologies advance and applications diversify, this compound is likely to maintain its importance in specialized chemical sectors.

For researchers and industry professionals seeking high-quality 3-bromo-2,5-dimethylthiophene, it's essential to source from reputable suppliers who can provide comprehensive analytical data and consistent batch-to-batch quality. The compound's growing importance in various high-tech applications makes quality assurance a critical factor in procurement decisions.

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