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CS-W001157 4
Total: USD 88.00

2,2-Bithiophene-5-carboxaldehyde

  • CAS No. 3779-27-9

  • Cat. No. CS-0155520
  • Purity≥98%
  • MDL No.MFCD00052294

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

2,2-Bithiophene-5-carboxaldehyde|CS-0155520

Structure of 3779-27-9

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General Information

  • CAS No. 3779-27-9
  • Cat. No. CS-0155520
  • Purity ≥98%
  • MDL No. MFCD00052294
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆OS₂
  • Molecular Weight 194.27
  • Synonym(s) 5-Formyl-2,2'-bithiophene
  • SMILES C1=CSC(=C1)C2=CC=C(C=O)S2

Description

2,2-Bithiophene-5-carboxaldehyde delivers a conjugated aldehyde handle flanked by electron-rich thiophene rings, enabling direct incorporation into π-conjugated materials. The aldehyde group facilitates efficient coupling reactions under mild conditions, while the bithiophene scaffold ensures enhanced charge transport properties in organic semiconductors and molecular electronics applications.

Application

2,2-Bithiophene-5-carboxaldehyde serves as a versatile building block for conjugated materials, enabling efficient coupling in Suzuki and Stille reactions due to its stable thiophene backbone and reactive aldehyde group. The molecule exhibits good bench stability and facilitates straightforward purification, making it suitable for the synthesis of functionalized oligothiophenes and advanced organic semiconductors.

Synthesis

  • Route1
    • In-stock
      2-(2-Thienyl)thiophen|CS-W008787
      492-97-7
    • null|null
      68-12-2
    • ~91%
    • In-stock
      2,2-Bithiophene-5-carboxaldehyde|CS-0155520
      3779-27-9

    References

    • Raimundo, Jean-Manuel; Blanchard, Philippe; Gallego-Planas, Nuria; Mercier, Nicolas; Ledoux-Rak, Isabelle; Hierle, Rolland; Roncali, Jean Journal of Organic Chemistry, 2002 , vol. 67, # 1 p. 205 - 218
  • Route2

    References

    • Industrial Technology Research Institute Patent: US5602170 A1, 1997 ;
  • Route3
    • null|null
      3480-11-3
    • null|null
      68-12-2
    • ~63%
    • In-stock
      2,2-Bithiophene-5-carboxaldehyde|CS-0155520
      3779-27-9

    References

    • Deng, Huayun; Fang, Ye; He, Mingqian; Hu, Haibei; Niu, Weijun; Sun, Haiyan Patent: US2012/22116 A1, 2012 ; Location in patent: Page/Page column 55 ;

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   17.07
  • LogP   3.2891
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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