Cas no 301199-32-6 (2-Bromo-5-pentylThiophene)

2-Bromo-5-pentylthiophene is a brominated thiophene derivative featuring a pentyl substituent at the 5-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of conjugated polymers, liquid crystals, and pharmaceuticals. The bromine atom at the 2-position enhances reactivity, enabling efficient cross-coupling reactions such as Suzuki or Stille couplings for constructing complex thiophene-based architectures. The pentyl chain improves solubility in organic solvents, facilitating processing in material science applications. Its well-defined structure and functional group compatibility make it valuable for designing optoelectronic materials and agrochemicals. The compound is typically handled under inert conditions due to its sensitivity to moisture and air.
2-Bromo-5-pentylThiophene structure
2-Bromo-5-pentylThiophene structure
Product Name:2-Bromo-5-pentylThiophene
CAS No:301199-32-6
MF:C9H13BrS
MW:233.168520689011
MDL:MFCD20486049
CID:2129310
PubChem ID:11310825
Update Time:2025-06-07

2-Bromo-5-pentylThiophene Chemical and Physical Properties

Names and Identifiers

    • 2-bromo-5-pentylThiophene
    • 5-bromo-2-n-pentylthiophene
    • SOZIBLSTUIVYKC-UHFFFAOYSA-N
    • FCH1605926
    • 301199-32-6
    • AS-59170
    • SCHEMBL3357183
    • W19332
    • AKOS030528486
    • DB-068223
    • BMA19932
    • 2-Bromo-5-pentylThiophene
    • MDL: MFCD20486049
    • Inchi: 1S/C9H13BrS/c1-2-3-4-5-8-6-7-9(10)11-8/h6-7H,2-5H2,1H3
    • InChI Key: SOZIBLSTUIVYKC-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(CCCCC)S1

Computed Properties

  • Exact Mass: 231.99213g/mol
  • Monoisotopic Mass: 231.99213g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 4
  • Complexity: 106
  • 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
  • Topological Polar Surface Area: 28.2
  • XLogP3: 4.9

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Additional information on 2-Bromo-5-pentylThiophene

Comprehensive Overview of 2-Bromo-5-pentylThiophene (CAS No. 301199-32-6): Properties, Applications, and Industry Trends

The chemical compound 2-Bromo-5-pentylThiophene (CAS No. 301199-32-6) is a specialized organic molecule that has garnered significant attention in recent years due to its versatile applications in pharmaceuticals, material science, and agrochemical research. As a brominated thiophene derivative, this compound exhibits unique electronic and structural properties, making it a valuable building block for synthesizing advanced materials and bioactive molecules. The growing demand for thiophene-based compounds in organic electronics and medicinal chemistry has further elevated the importance of 2-Bromo-5-pentylThiophene in contemporary research.

One of the most frequently searched questions about 2-Bromo-5-pentylThiophene revolves around its synthesis and purification methods. Researchers often seek optimized protocols for preparing this compound with high yield and purity, as these factors critically influence its performance in downstream applications. The bromine atom at the 2-position and the pentyl chain at the 5-position of the thiophene ring contribute to its distinctive reactivity, enabling selective functionalization in cross-coupling reactions—a topic of high interest in modern organic synthesis.

In the context of green chemistry trends, scientists are increasingly exploring eco-friendly alternatives for synthesizing 2-Bromo-5-pentylThiophene. Recent publications highlight the use of catalytic systems and solvent-free conditions to minimize environmental impact while maintaining efficiency. This aligns with broader industry movements toward sustainable chemical production, addressing concerns about waste reduction and energy consumption—a subject frequently queried in academic and industrial forums.

The compound's role in organic electronic materials represents another hot topic among researchers. With the rapid advancement of flexible electronics and OLED technology, 2-Bromo-5-pentylThiophene serves as a crucial precursor for developing conjugated polymers with tunable optoelectronic properties. Its ability to facilitate π-electron delocalization makes it particularly valuable for creating materials with enhanced charge transport characteristics—a key requirement for next-generation display technologies and photovoltaic devices.

From a commercial perspective, the global market for thiophene derivatives like 2-Bromo-5-pentylThiophene has shown steady growth, driven by expanding applications in specialty chemicals and advanced materials. Industry reports indicate rising demand from Asia-Pacific regions, particularly for research-grade and high-purity formulations. Quality control parameters such as HPLC purity, moisture content, and storage stability remain critical discussion points among procurement specialists and formulation scientists.

Analytical characterization of 2-Bromo-5-pentylThiophene typically involves advanced techniques including NMR spectroscopy, mass spectrometry, and X-ray crystallography. These methods provide essential structural verification and purity assessment, ensuring the compound meets rigorous research standards. Recent methodological improvements in analytical chemistry have enabled more precise quantification of isomeric impurities—a development that addresses common quality concerns raised by end-users.

Looking ahead, the scientific community anticipates novel applications for 2-Bromo-5-pentylThiophene in emerging fields such as metal-organic frameworks (MOFs) and supramolecular chemistry. Its structural features offer intriguing possibilities for designing functional materials with tailored porosity and selective binding properties. These potential applications are generating considerable discussion in materials science circles and represent an active area of investigation for research teams worldwide.

For researchers working with 2-Bromo-5-pentylThiophene, proper handling and storage recommendations remain essential knowledge. While not classified as hazardous under standard conditions, best practices suggest maintaining the compound under inert atmosphere at low temperatures to preserve its chemical integrity over extended periods—a practical consideration often overlooked in laboratory settings but crucial for reproducible experimental results.

The patent landscape surrounding thiophene derivatives continues to evolve, with several recent filings highlighting innovative uses of 2-Bromo-5-pentylThiophene in specialized applications. Intellectual property analysts note increased activity in sectors ranging from electronic materials to pharmaceutical intermediates, reflecting the compound's growing commercial significance. This trend underscores the importance of staying current with literature and patent disclosures when planning research projects involving this versatile building block.

Academic interest in 2-Bromo-5-pentylThiophene shows no signs of waning, with citation metrics indicating steady growth in published research over the past decade. The compound's unique combination of synthetic accessibility and structural versatility ensures its continued relevance across multiple disciplines—from fundamental organic chemistry to applied materials science. As interdisciplinary research becomes increasingly prevalent, 2-Bromo-5-pentylThiophene stands poised to play an even more prominent role in scientific innovation.

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