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CS-W001157 4
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3-Bromo-2-chlorothiophene

  • CAS No. 40032-73-3

  • Cat. No. CS-W015667
  • Purity≥97%
  • MDL No.MFCD00043883

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

3-Bromo-2-chlorothiophene|CS-W015667

Structure of 40032-73-3

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General Information

  • CAS No. 40032-73-3
  • Cat. No. CS-W015667
  • Purity ≥97%
  • MDL No. MFCD00043883
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrClS
  • Molecular Weight 197.47
  • Synonym(s) 3-Bromo-2-chlorothiphene
  • SMILES ClC1=C(Br)C=CS1

Description

3-Bromo-2-chlorothiophene is a halogenated thiophene derivative featuring complementary bromo and chloro substituents at adjacent positions, enabling selective cross-coupling reactions. This electron-deficient heterocycle integrates readily into complex molecular architectures under palladium-catalyzed conditions, offering high functional group tolerance and stability during synthesis.

Application

3-Bromo-2-chlorothiophene serves as a versatile heterocyclic building block for the synthesis of biologically active compounds and functional materials. Its dual halogenation pattern enables sequential cross-coupling reactions, facilitating efficient access to substituted thiophene scaffolds. The molecule exhibits excellent bench stability and compatibility with palladium-catalyzed coupling protocols, enabling reliable functionalization under standard reaction conditions.

Synthesis

  • Route1

    References

    • Merck and Co., Inc. Patent: US5276025 A1, 1994 ;

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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