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  • 4H-Cyclopenta[2,1-B:3,4-B']Dithiophene

  • 4H-Cyclopenta[2,1-B:3,4-B']Dithiophene

    Catalog Number
    ACM389582-1
    CAS Number
    389-58-2
    Product Name
    4H-Cyclopenta[2,1-B:3,4-B']Dithiophene
    Category
    Small Molecule Semiconductor Building Blocks; Organic Light-Emitting Diode (OLED) Materials; Other Materials; Semiconductor Blocks
    Synonyms
    3,4-Dithia-7H-Cyclopenta[A]Pentalene
    IUPAC Name
    3,11-dithiatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene
    Molecular Weight
    178.3g/mol
    Molecular Formula
    C9H6S2
    Canonical SMILES
    C1C2=C(C3=C1C=CS3)SC=C2
    InChI
    InChI=1S/C9H6S2/c1-3-10-8-6(1)5-7-2-4-11-9(7)8/h1-4H,5H2
    InChI Key
    UITASDKJJNYORO-UHFFFAOYSA-N
    Melting Point
    73-75°C(lit.)
    Purity
    98%
    Appearance
    Light Brown Crystalline Powder
    Application
    4H-Cyclopenta[2,1-B:3,4-B']Dithiophene serves a crucial role in the synthesis of donor-acceptor copolymers, primarily due to its unique rigid coplanar structure that enhances π-π intermolecular interactions. This compound, commonly referred to as CPDT, is known for its excellent electron-donating properties, making it a highly sought-after building block for organic field-effect transistors and organic electronics. Its distinctive five-member ring architecture enables side-chain modifications, which enhance solution solubility-essential for device fabrication and polymer processing. A notable application is in the development of PCPDTBT, a polymer that alternates CPDT with 2,1,3-benzothiadiazole units, achieving impressive device performance with a power conversion efficiency exceeding 6%.
    Complexity
    151
    Covalently-Bonded Unit Count
    1
    Exact Mass
    177.991093g/mol
    Formal Charge
    0
    Heavy Atom Count
    11
    Monoisotopic Mass
    177.991093g/mol
    Rotatable Bond Count
    0
    XLogP3
    3
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