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CS-W001157 4
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2-Bromo-3-chlorothiophene

  • CAS No. 77893-68-6

  • Cat. No. CS-0042744
  • Purity≥96%
  • MDL No.MFCD00043882

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

2-Bromo-3-chlorothiophene|CS-0042744

Structure of 77893-68-6

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General Information

  • CAS No. 77893-68-6
  • Cat. No. CS-0042744
  • Purity ≥96%
  • MDL No. MFCD00043882
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrClS
  • Molecular Weight 197.48
  • Synonym(s) None
  • SMILES ClC1=C(Br)SC=C1

Description

2-Bromo-3-chlorothiophene is a halogenated thiophene derivative featuring complementary reactive sites for cross-coupling and functionalization. The bromine at C2 enables palladium-catalyzed coupling, while the chlorine at C3 offers orthogonal reactivity or stability under specific conditions. This dual-halogen pattern supports modular synthesis of complex heterocycles in medicinal chemistry and materials science.

Application

2-Bromo-3-chlorothiophene serves as a versatile heterocyclic building block for the synthesis of functionalized thiophene derivatives. Its complementary halogenation pattern enables sequential cross-coupling reactions, facilitating access to biaryl and substituted heterocycles under palladium-catalyzed conditions. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for use in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • El Kassmi; Fache; Lemaire Synthetic Communications, 1994 , vol. 24, # 1 p. 95 - 101

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   3.164
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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