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CS-W001157 4
Total: USD 88.00

3,3'-Bithiophene

  • CAS No. 3172-56-3

  • Cat. No. CS-W010806
  • Molecule weight166.26
  • Purity≥97%
  • MDL No.MFCD00041214

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

3,3'-Bithiophene|CS-W010806

Structure of 3172-56-3

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General Information

  • CAS No. 3172-56-3
  • Cat. No. CS-W010806
  • Purity ≥97%
  • MDL No. MFCD00041214
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆S₂
  • Molecular Weight 166.26
  • Synonym(s) 3,3'-Bithienyl
  • SMILES C1=CSC=C1C2=CSC=C2

Description

3,3'-Bithiophene is a bench-stable, electron-rich heteroaromatic scaffold that integrates readily into conjugated polymer backbones. Its planar structure and thiophene-based π-system enhance charge transport properties, making it valuable for organic semiconductors and optoelectronic materials.

Application

3,3'-Bithiophene serves as a key building block in the synthesis of conjugated polymers and functional organic semiconductors. Its rigid, planar structure facilitates efficient π-π stacking and charge transport. The molecule exhibits excellent bench stability and tolerates a range of standard coupling reactions, enabling straightforward functionalization at the 2- and 5-positions. Widely used in materials chemistry, it functions as a core scaffold for donor units in OLEDs and organic photovoltaics.

Synthesis

  • Route1

    References

    • Iranpoor, Nasser; Firouzabadi, Habib; Ahmadi, Yasaman European Journal of Organic Chemistry, 2012 , # 2 p. 305 - 311
  • Route2

    References

    • Meyer, Annemarie; Sigmund, Eva; Luppertz, Friedhelm; Schnakenburg, Gregor; Gadaczek, Immanuel; Bredow, Thomas; Jester, Stefan-S.; Hoeger, Sigurd Beilstein Journal of Organic Chemistry, 2010 , vol. 6, p. 1180 - 1187
  • Route3

    References

    • Billingsley, Kelvin L.; Barder, Timothy E.; Buchwald, Stephen L. Angewandte Chemie - International Edition, 2007 , vol. 46, # 28 p. 5359 - 5363

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

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.4766
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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