Cas no 172514-63-5 (2-Bromo-5-N-octylthiophene)

2-Bromo-5-N-octylthiophene is a brominated thiophene derivative featuring an octyl side chain, which enhances its solubility in organic solvents while maintaining reactivity for further functionalization. The bromine substituent at the 2-position makes it a valuable intermediate in cross-coupling reactions, such as Suzuki or Stille couplings, enabling the synthesis of conjugated polymers or small molecules for organic electronics. The N-octyl group improves processability, making it suitable for applications in organic semiconductors, OLEDs, and photovoltaic materials. Its well-defined structure and stability under standard conditions ensure consistent performance in synthetic workflows. This compound is particularly useful in materials science for designing tailored π-conjugated systems.
2-Bromo-5-N-octylthiophene structure
2-Bromo-5-N-octylthiophene structure
Product Name:2-Bromo-5-N-octylthiophene
CAS No:172514-63-5
MF:C12H19BrS
MW:275.24826169014
MDL:MFCD20265580
CID:2083901
PubChem ID:125307757
Update Time:2025-08-05

2-Bromo-5-N-octylthiophene Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-5-n-octylthiophene
    • 2-bromo-5-octylThiophene
    • USLMRHXOAXBGCS-UHFFFAOYSA-N
    • B3738
    • MFCD20265580
    • AKOS015835077
    • T70419
    • BS-44029
    • DA-20825
    • DTXSID50572803
    • 172514-63-5
    • SCHEMBL3076471
    • DTXCID30523575
    • 2-Bromo-5-N-octylthiophene
    • MDL: MFCD20265580
    • Inchi: 1S/C12H19BrS/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h9-10H,2-8H2,1H3
    • InChI Key: USLMRHXOAXBGCS-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(CCCCCCCC)S1

Computed Properties

  • Exact Mass: 274.03900
  • Monoisotopic Mass: 274.03908g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 7
  • Complexity: 138
  • 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: 6.5

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Melting Point: 5°C(lit.)
  • Boiling Point: 112°C/0.2mmHg(lit.)
  • Flash Point: 140.0±22.3 °C
  • Refractive Index: 1.5180-1.5220
  • PSA: 28.24000
  • LogP: 5.41360
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

2-Bromo-5-N-octylthiophene Security Information

2-Bromo-5-N-octylthiophene Pricemore >>

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2-Bromo-5-N-octylthiophene Production Method

Additional information on 2-Bromo-5-N-octylthiophene

Comprehensive Guide to 2-Bromo-5-N-octylthiophene (CAS No. 172514-63-5): Properties, Applications, and Industry Insights

2-Bromo-5-N-octylthiophene (CAS No. 172514-63-5) is a specialized organic compound gaining significant attention in advanced material science and electronics. This brominated thiophene derivative features a unique molecular structure combining a thiophene ring with an octyl chain and bromine substituent, making it invaluable for designing conductive polymers and organic semiconductors. Researchers increasingly explore its role in flexible electronics, OLED displays, and solar cell technologies due to its tunable electronic properties.

The compound's CAS number 172514-63-5 serves as a critical identifier in chemical databases, ensuring precise tracking in material research and industrial applications. Recent studies highlight its potential in organic thin-film transistors (OTFTs), where its solution-processability and charge-carrier mobility outperform traditional silicon-based components. As sustainability becomes a global priority, 2-Bromo-5-N-octylthiophene emerges as a key enabler for eco-friendly electronics, aligning with the demand for low-energy manufacturing processes.

Synthetic routes to CAS 172514-63-5 typically involve palladium-catalyzed cross-coupling reactions, with yields optimized for large-scale production. The octyl side chain enhances solubility in common organic solvents, facilitating its integration into inkjet-printed circuits and wearable sensors. Industry reports project growth in the conjugated polymers market, driven by compounds like 2-Bromo-5-N-octylthiophene that enable lighter, more flexible devices.

From an analytical perspective, 172514-63-5 exhibits distinct UV-Vis absorption peaks between 300-400 nm, making it suitable for optoelectronic characterization. Its thermal stability (decomposition >250°C) meets requirements for high-temperature device fabrication. Patent filings reveal innovative uses in bioelectronic interfaces and energy storage systems, addressing trending searches on "organic electronic materials 2024" and "sustainable alternatives to indium tin oxide".

Quality control protocols for 2-Bromo-5-N-octylthiophene emphasize HPLC purity verification (>98%) and moisture-sensitive storage conditions. The compound's regioselective bromination pattern ensures consistent performance in polymerization reactions, a frequent query among researchers developing donor-acceptor copolymers. Regulatory databases confirm its compliance with major chemical inventories (TSCA, REACH), supporting global commercialization.

Emerging applications leverage the self-assembly properties of CAS 172514-63-5 to create nanostructured conductive films. This aligns with nanotechnology trends, particularly in printed flexible electronics for IoT devices. Comparative studies show its hole-transport efficiency surpasses many thiophene homologs, explaining its adoption in next-gen photovoltaic materials. Technical forums frequently discuss its structure-property relationships, reflecting the compound's multidisciplinary relevance.

As the push for green chemistry intensifies, 2-Bromo-5-N-octylthiophene demonstrates advantages in low-toxicity synthesis compared to heavy-metal-containing alternatives. Its compatibility with roll-to-roll processing answers industry demands for scalable organic electronics. Recent conference presentations highlight breakthroughs in ternary blend organic solar cells incorporating this versatile building block.

The compound's crystallinity modulation through side-chain engineering makes it a model system for studying charge transport mechanisms. Analytical techniques like GIWAXS (grazing-incidence wide-angle X-ray scattering) confirm its molecular packing efficiency—a hot topic in materials science publications. With the organic electronics market projected to exceed $100 billion by 2027, 172514-63-5 stands as a critical material for innovation in smart packaging and biomedical sensors.

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