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CS-W001157 4
Total: USD 88.00

3,3'-Dibromo-2,2'-bithiophene

  • CAS No. 51751-44-1

  • Cat. No. CS-W002378
  • Purity≥97%
  • MDL No.MFCD00114806

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

3,3'-Dibromo-2,2'-bithiophene|CS-W002378

Structure of 51751-44-1

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General Information

  • CAS No. 51751-44-1
  • Cat. No. CS-W002378
  • Purity ≥97%
  • MDL No. MFCD00114806
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Br₂S₂
  • Molecular Weight 324.06
  • Synonym(s) 3-bromo-2-(3-bromothiophen-2-yl)thiophene; 3,3'-Dibromo-2,2'-bithiophene
  • SMILES Brc1ccsc1c1sccc1Br

Application

3,3'-Dibromo-2,2'-bithiophene serves as a versatile building block for the synthesis of conjugated materials, enabling palladium-catalyzed cross-coupling reactions to construct extended π-systems. The dibromo substitution pattern provides orthogonal reactivity for sequential functionalization, while the bithiophene core offers excellent electronic delocalization and thermal stability. Its bench-stable solid form facilitates handling and purification in synthetic workflows targeting organic semiconductors and electroactive polymers.

Synthesis

  • Route1

    References

    • Evenson, Sean J.; Rasmussen, Seth C. Organic Letters, 2010 , vol. 12, # 18 p. 4054 - 4057
  • Route2

    References

    • Letizia, Joseph A.; Cronin, Scott; Ortiz, Rocio Ponce; Facchetti, Antonio; Ratner, Mark A.; Marks, Tobin J. Chemistry - A European Journal, 2010 , vol. 16, # 6 p. 1911 - 1928
  • Route3

    References

    • Allared, Fredrik; Hellberg, Jonas; Remonen, Tommi Tetrahedron Letters, 2002 , vol. 43, # 8 p. 1553 - 1554

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P280-P330-P405-P501

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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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