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CS-W001157 4
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Benzo[b]benzo[4,5]thieno[2,3-d]thiophene

  • CAS No. 248-70-4

  • Cat. No. CS-0110612
  • Purity≥98%
  • MDL No.MFCD02114004

*For research and further manufacturing use only, not for direct human use.

Benzo[b]benzo[4,5]thieno[2,3-d]thiophene|CS-0110612

Structure of 248-70-4

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General Information

  • CAS No. 248-70-4
  • Cat. No. CS-0110612
  • Purity ≥98%
  • MDL No. MFCD02114004
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₈S₂
  • Molecular Weight 240.34
  • Synonym(s) benzthieno[3,2-b]benzothiophene
  • SMILES C12=CC=CC=C1C3=C(S2)C4=CC=CC=C4S3

Description

Benzo[b]benzo[4,5]thieno[2,3-d]thiophene delivers a rigid, planar polycyclic scaffold with enhanced electron delocalization. This fused thiophene system exhibits high thermal stability and favorable charge transport properties, making it well-suited for organic semiconductors and advanced materials in optoelectronic applications.

Application

Benzo[b]benzo[4,5]thieno[2,3-d]thiophene serves as a rigid, polycyclic sulfur-containing heteroaromatic scaffold with enhanced planarity and electron-rich character. It functions as a key building block in the synthesis of organic semiconductors and functional materials, enabling efficient π-conjugation and favorable charge transport properties. The molecule exhibits excellent thermal and oxidative stability, facilitating its use in high-performance device architectures. Its well-defined reactivity profile supports selective functionalization at peripheral positions, allowing tailored derivatization for advanced electronic applications.

Synthesis

  • Route1

    References

    • Saito, Masahiko; Osaka, Itaru; Miyazaki, Eigo; Takimiya, Kazuo; Kuwabara, Hirokazu; Ikeda, Masaaki Tetrahedron Letters, 2011 , vol. 52, # 2 p. 285 - 288
  • Route2
    • 1,2-Bis(2-bromophenyl)ethyne|CS-0504790
      38399-13-2
    • ~62%
    • In-stock
      Benzo[b]benzo[4,5]thieno[2,3-d]thiophene|CS-0110612
      248-70-4

    References

    • Li, Yaming; Nie, Caiping; Wang, Huifeng; Li, Xiaoying; Verpoort, Francis; Duan, Chunying European Journal of Organic Chemistry, 2011 , # 36 p. 7331 - 7338
  • Route3
    • null|null
      76280-33-6
    • ~79%
    • In-stock
      Benzo[b]benzo[4,5]thieno[2,3-d]thiophene|CS-0110612
      248-70-4

    References

    • Zherdeva, S. Yu.; Zheltov, A. Ya.; Kozik, T. A.; Stepanov, B. I. Journal of Organic Chemistry USSR (English Translation), 1980 , vol. 16, p. 379 - 383 Zhurnal Organicheskoi Khimii, 1980 , vol. 16, # 2 p. 425 - 429

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   5.2692
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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