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CS-W001157 4
Total: USD 88.00

2,3-Dibromothiophene

  • CAS No. 3140-93-0

  • Cat. No. CS-W019996
  • Purity≥97%
  • MDL No.MFCD00005418

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

2,3-Dibromothiophene|CS-W019996

Structure of 3140-93-0

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General Information

  • CAS No. 3140-93-0
  • Cat. No. CS-W019996
  • Purity ≥97%
  • MDL No. MFCD00005418
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂Br₂S
  • Molecular Weight 241.93
  • Synonym(s) BUTTPARK 146\50-38; 2,3-Dibromothiophene
  • SMILES BrC1=C(Br)SC=C1

Description

2,3-Dibromothiophene is a brominated heterocyclic compound featuring two adjacent bromine substituents on the thiophene ring. This configuration imparts high reactivity in cross-coupling processes, enabling efficient integration into complex molecular architectures. The molecule exhibits excellent stability under standard conditions and serves as a valuable building block for functionalized materials and pharmaceutical intermediates.

Application

2,3-Dibromothiophene serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions to construct biaryl and alkylated thiophene derivatives. The bromine substituents exhibit high reactivity in standard coupling protocols, offering excellent functional group tolerance and bench stability. Its defined regiochemistry facilitates precise molecular construction in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Goldberg, Yuri; Alper, Howard Journal of Organic Chemistry, 1993 , vol. 58, # 11 p. 3072 - 3075
  • Route2
    • 2,3,5-Tribromothiophene|CS-W012003
      3141-24-0
    • ~83%
    • In-stock
      2,3-Dibromothiophene|CS-W019996
      3140-93-0

    References

    • Xie, Yang; Ng, Siu-Choon; Hor, T. S. Andy; Chan, Hardy S. O. Journal of Chemical Research - Part S, 1996 , # 3 p. 150 - 151
  • Route3
    • null|null
      77998-63-1
    • ~%
    • In-stock
      2,3-Dibromothiophene|CS-W019996
      3140-93-0

    References

    • Journal of Organometallic Chemistry, , vol. 204, # 2 p. 153 - 168

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS06
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H301-H319
Precautionary Statements : P210-P233-P240-P241-P242-P243-P264-P270-P280-P330-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.2731
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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