Cas no 24647-83-4 (methyl 4,5-dibromothiophene-3-carboxylate)

Methyl 4,5-dibromothiophene-3-carboxylate is a brominated thiophene derivative with significant utility in organic synthesis and pharmaceutical intermediates. Its key advantages include high reactivity due to the presence of two bromine substituents, which facilitate further functionalization via cross-coupling reactions such as Suzuki or Stille couplings. The ester group enhances solubility in common organic solvents, simplifying purification and handling. This compound is particularly valuable in the construction of complex heterocyclic systems, serving as a versatile building block in materials science and medicinal chemistry. Its stability under standard storage conditions ensures reliable performance in synthetic applications.
methyl 4,5-dibromothiophene-3-carboxylate structure
24647-83-4 structure
Product Name:methyl 4,5-dibromothiophene-3-carboxylate
CAS No:24647-83-4
MF:C6H4Br2O2S
MW:299.967759132385
CID:4642838
PubChem ID:820695
Update Time:2025-06-28

methyl 4,5-dibromothiophene-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • methyl 4,5-dibromothiophene-3-carboxylate
    • Inchi: 1S/C6H4Br2O2S/c1-10-6(9)3-2-11-5(8)4(3)7/h2H,1H3
    • InChI Key: VMUWJHBYVBQAQG-UHFFFAOYSA-N
    • SMILES: C1(C(OC)=O)=CSC(Br)=C1Br

methyl 4,5-dibromothiophene-3-carboxylate Pricemore >>

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Additional information on methyl 4,5-dibromothiophene-3-carboxylate

Methyl 4,5-Dibromothiophene-3-carboxylate (CAS 24647-83-4): Properties, Applications, and Market Insights

Methyl 4,5-dibromothiophene-3-carboxylate (CAS 24647-83-4) is a specialized organic compound with significant applications in pharmaceutical and material science research. This brominated thiophene derivative has gained attention due to its unique structural properties, making it valuable for synthesizing advanced materials and bioactive molecules. With the growing interest in heterocyclic compounds and organobromine chemistry, this compound has become increasingly relevant in modern chemical research.

The molecular structure of methyl 4,5-dibromothiophene carboxylate features a thiophene ring substituted with two bromine atoms at the 4 and 5 positions, along with a methyl ester group at the 3-position. This specific arrangement contributes to its electronic properties and reactivity patterns, which are particularly useful in cross-coupling reactions and polymer chemistry. Researchers have explored its potential in creating conductive polymers and organic semiconductors, areas that are currently receiving substantial attention in renewable energy and electronics applications.

In pharmaceutical applications, 4,5-dibromothiophene-3-carboxylic acid methyl ester serves as a key intermediate for developing various therapeutic agents. Its brominated thiophene core is particularly valuable in medicinal chemistry, where such structures are known to exhibit diverse biological activities. Recent studies have investigated its derivatives for potential applications in drug discovery and biomolecular engineering, aligning with current trends in personalized medicine and targeted therapies.

The synthesis and handling of methyl 4,5-dibromothiophene carboxylate require specialized knowledge in organic synthesis techniques. Modern synthetic approaches focus on improving yield and purity while minimizing environmental impact, reflecting the chemical industry's shift toward green chemistry principles. Researchers are particularly interested in developing more efficient bromination methods and esterification processes for this compound, addressing common challenges in its production.

From a commercial perspective, the demand for high-purity methyl 4,5-dibromothiophene-3-carboxylate has been steadily increasing. Suppliers and manufacturers are responding to this demand by optimizing production processes and ensuring consistent quality. The compound's market growth is driven by its applications in advanced material science and pharmaceutical research, sectors that are experiencing rapid expansion worldwide. Current market analyses suggest continued interest in this specialty chemical, particularly from research institutions and innovative material developers.

Quality control for CAS 24647-83-4 involves rigorous analytical techniques, including HPLC analysis, NMR spectroscopy, and mass spectrometry. These methods ensure the compound meets the stringent purity requirements for research and industrial applications. Recent advancements in analytical chemistry have improved the detection and quantification of impurities, further enhancing the reliability of this important chemical intermediate.

Storage and handling recommendations for methyl 4,5-dibromothiophene carboxylate follow standard protocols for organic bromine compounds. Proper storage conditions typically include protection from light and moisture, with temperature control to maintain stability. These precautions align with best practices in chemical safety management and help preserve the compound's integrity for research applications.

Emerging research directions for 4,5-dibromothiophene-3-carboxylic acid methyl ester include its potential in organic electronics and photovoltaic materials. Scientists are investigating its derivatives for use in organic light-emitting diodes (OLEDs) and solar cell technologies, areas that are critical for sustainable energy solutions. These applications leverage the compound's electron-accepting properties and thermal stability, making it a promising candidate for next-generation materials.

Regulatory aspects surrounding methyl 4,5-dibromothiophene-3-carboxylate vary by region, but generally follow guidelines for research chemicals. Compliance with REACH regulations and other chemical safety standards is essential for manufacturers and distributors. The compound's classification and handling requirements are regularly reviewed to reflect current scientific understanding and environmental protection measures.

Future prospects for CAS 24647-83-4 appear promising, with potential applications expanding into nanotechnology and bioconjugation chemistry. As research continues to uncover new properties and applications for this versatile compound, its importance in both academic and industrial settings is likely to grow. The ongoing development of sustainable synthetic methods and novel applications ensures that methyl 4,5-dibromothiophene carboxylate will remain a valuable tool in chemical research and innovation.

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