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CS-W001157 4
Total: USD 88.00

5,5'-Dibromo-2,2'-bithiophene

  • CAS No. 4805-22-5

  • Cat. No. CS-W013945
  • Purity≥98%
  • MDL No.MFCD00219110

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

5,5'-Dibromo-2,2'-bithiophene|CS-W013945

Structure of 4805-22-5

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General Information

  • CAS No. 4805-22-5
  • Cat. No. CS-W013945
  • Purity ≥98%
  • MDL No. MFCD00219110
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Br₂S₂
  • Molecular Weight 324.05
  • Synonym(s) 5,5-DIBROMO-2,2-BITHIOPHENE; 5,5'-Dibromo-2,2'-bithiophene
  • SMILES BrC1=CC=C(S1)C2=CC=C(S2)Br

Description

5,5'-Dibromo-2,2'-bithiophene serves as a key building block for conjugated polymers and small-molecule semiconductors. The dibromo substitution pattern enables efficient palladium-catalyzed cross-coupling reactions, facilitating precise molecular engineering in organic electronics. This compound exhibits enhanced solubility and processability compared to unsubstituted analogs, supporting high-performance device fabrication under standard conditions.

Synthesis

  • Route1

    References

    • Okamoto, Tsuyoshi; Kakinami, Takaaki; Fujimoto, Hiroshi; Kajigaeshi, Shoji Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 8 p. 2566 - 2568
  • Route2
    • null|null
      3141-27-3
    • ~96%
    • In-stock
      5,5'-Dibromo-2,2'-bithiophene|CS-W013945
      4805-22-5

    References

    • Wang, Nai-Xing Synthetic Communications, 2003 , vol. 33, # 12 p. 2119 - 2124
  • Route3
    • null|null
      1003-09-4
    • ~80%
    • In-stock
      5,5'-Dibromo-2,2'-bithiophene|CS-W013945
      4805-22-5

    References

    • Takahashi, Masabumi; Masui, Kentaro; Sekiguchi, Hiroki; Kobayashi, Nobuhiko; Mori, Atsunori; Funahashi, Masahiro; Tamaoki, Nobuyuki Journal of the American Chemical Society, 2006 , vol. 128, # 33 p. 10930 - 10933

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   5.0016
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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