Cas no 33527-23-0 (4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione)

4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione is a fused heterocyclic compound featuring a benzo-bisthiophene core with two carbonyl groups at the 4 and 8 positions. This structure imparts unique electronic properties, making it valuable as a building block in organic semiconductors and conductive polymers. Its extended π-conjugation and electron-deficient character enhance charge transport, which is advantageous for applications in organic electronics, such as photovoltaic devices and field-effect transistors. The compound's rigid, planar architecture also contributes to thermal and oxidative stability, ensuring reliability in high-performance materials. Its synthetic versatility allows for further functionalization, enabling tailored modifications for specific electronic or optoelectronic applications.
4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione structure
33527-23-0 structure
Product Name:4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione
CAS No:33527-23-0
MF:C10H4O2S2
MW:220.267560005188
CID:918065
PubChem ID:288498
Update Time:2025-06-14

4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione Chemical and Physical Properties

Names and Identifiers

    • 4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione
    • thieno[3,4-f][2]benzothiole-4,8-dione
    • 1H,3H-benzo[1,2-c:4,5-c']dithiophene-4,8-dione
    • 2,6-Dithia-s-indacene-4,8-dione
    • 4,8-dihidrobenzo< 1,2-c:4,5-c'> dithiophene-4,8-dione
    • 4,8-Dihydrobenzo< 1,2-c:4,5-c'> dithiophen-4,8-dion
    • AC1L69OV
    • AC1Q6NEQ
    • AG-F-13204
    • AR-1D5132
    • CTK1C3258
    • NSC149710
    • 4H,8H-Benzo[1,2-c:4,5-c']dithiophene-4,8-dione
    • benzo[1,2-c:4,5-c']dithiophene-4,8-dione
    • 4,8-dihydrobenzo[1,2-c:4,5-c']dithiophene-4,8-dione
    • 33527-23-0
    • XX20GAW81R
    • YCQHVKQGWLAQMR-UHFFFAOYSA-N
    • 1H,3H-BENZO(1,2-C:4,5-C')DITHIOPHENE-4,8-DIONE
    • F70955
    • 4,8-dihydro-benzo[1,2-c:4,5-c']dithiophene-4,8-dione
    • DTXSID90187172
    • NSC 149710
    • UNII-XX20GAW81R
    • SCHEMBL10926488
    • NSC-149710
    • Inchi: 1S/C10H4O2S2/c11-9-5-1-13-2-6(5)10(12)8-4-14-3-7(8)9/h1-4H
    • InChI Key: YCQHVKQGWLAQMR-UHFFFAOYSA-N
    • SMILES: S1C=C2C(C3=CSC=C3C(C2=C1)=O)=O

Computed Properties

  • Exact Mass: 219.96532
  • Monoisotopic Mass: 219.96527171g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 249
  • 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: 2.2
  • Topological Polar Surface Area: 90.6?2

Experimental Properties

  • PSA: 34.14
  • LogP: 2.58500

4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione Pricemore >>

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4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione Related Literature

Additional information on 4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione

Comprehensive Overview of 4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione (CAS No. 33527-23-0)

The compound 4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione (CAS No. 33527-23-0) is a highly specialized organic molecule that has garnered significant attention in recent years due to its unique structural properties and potential applications in advanced materials science. This heterocyclic compound features a fused benzo-bisthiophene core, which is a key motif in the development of organic semiconductors, photovoltaic materials, and other cutting-edge technologies. Researchers and industry professionals are increasingly interested in this compound for its electronic and optical properties, making it a hot topic in forums and scientific discussions.

One of the most frequently asked questions about 4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione is its role in organic electronics. The compound's π-conjugated system and electron-deficient dione groups make it an excellent candidate for use in organic field-effect transistors (OFETs) and organic light-emitting diodes (OLEDs). These applications align with the growing demand for sustainable and flexible electronic devices, a trend driven by the push for greener technologies. Additionally, its CAS No. 33527-23-0 is often searched in databases for material safety and synthesis protocols, reflecting the compound's relevance in both academic and industrial settings.

Another area of interest is the synthetic pathways for 4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione. Chemists are exploring efficient methods to produce this compound with high yield and purity, as it serves as a precursor for more complex materials. The benzo[1,2-c:4,5-c'']bisthiophene scaffold is particularly valuable for designing novel polymers and small molecules with tailored properties. Recent publications have highlighted its potential in dye-sensitized solar cells (DSSCs), where its ability to absorb light and facilitate charge transport is critical. This ties into broader discussions about renewable energy and the search for high-performance materials to replace traditional silicon-based solar cells.

From a structural perspective, the dione functionality in 4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione introduces redox-active sites, which are exploitable in energy storage applications. This has led to investigations into its use in organic batteries and supercapacitors, topics that are trending in materials science research. The compound's CAS No. 33527-23-0 is often cross-referenced with studies on sustainable energy storage solutions, emphasizing its multidisciplinary appeal.

In summary, 4H,8H-benzo[1,2-c:4,5-c'']bisthiophene-4,8-dione (CAS No. 33527-23-0) is a versatile compound with promising applications in organic electronics, renewable energy, and advanced materials. Its unique benzo-bisthiophene core and dione groups make it a subject of ongoing research and innovation. As the scientific community continues to explore its potential, this compound is likely to remain a key player in the development of next-generation technologies.

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