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CS-W001157 4
Total: USD 88.00

2,2'-Bithiophene-5,5'-dicarboxaldehyde

  • CAS No. 32364-72-0

  • Cat. No. CS-0128022
  • Purity≥96%
  • MDL No.None

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

2,2'-Bithiophene-5,5'-dicarboxaldehyde|CS-0128022

Structure of 32364-72-0

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General Information

  • CAS No. 32364-72-0
  • Cat. No. CS-0128022
  • Purity ≥96%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆O₂S₂
  • Molecular Weight 222.28
  • Synonym(s) 5,5'-Diformyl-2,2'-bithiophene
  • SMILES O=CC1=CC=C(S1)C2=CC=C(C=O)S2

Description

2,2'-Bithiophene-5,5'-dicarboxaldehyde features two electron-rich thiophene rings linked by a direct bond, bearing aldehyde groups at the 5-positions. This planar, conjugated scaffold enables efficient π-extension in organic semiconductors and facilitates coupling reactions for functionalized materials in optoelectronic applications.

Application

2,2'-Bithiophene-5,5'-dicarboxaldehyde serves as a versatile building block for conjugated materials, enabling efficient synthesis of π-extended heterocycles via condensation and coupling reactions. Its dual aldehyde functionality offers high reactivity in imine formation, Staudinger ligation, and transition-metal-catalyzed cross-couplings, facilitating the construction of functionalized oligothiophenes and donor-acceptor architectures. Bench-stable and readily purified by recrystallization, it supports scalable access to advanced electronic materials.

Synthesis

  • Route1
    • In-stock
      5,5'-Dibromo-2,2'-bithiophene|CS-W013945
      4805-22-5
    • null|null
      68-12-2
    • ~76%
    • In-stock
      2,2'-Bithiophene-5,5'-dicarboxaldehyde|CS-0128022
      32364-72-0

    References

    • UNIVERSITE LAVAL Patent: WO2005/16882 A1, 2005 ; Location in patent: Page/Page column 29 ;
  • Route2

    References

    • Wei, Yen; Wang, Bin; Wang, Wei; Tian, Jing Tetrahedron Letters, 1995 , vol. 36, # 5 p. 665 - 668
  • Route3

    References

    • Hassan, Jwanro; Lavenot, Laurence; Gozzi, Christel; Lemaire, Marc Tetrahedron Letters, 1999 , vol. 40, # 5 p. 857 - 858

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   3.1016
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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