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CS-W001157 4
Total: USD 88.00

2-Bromo-5-chlorothiophene

  • CAS No. 2873-18-9

  • Cat. No. CS-0012608
  • Purity≥98%
  • MDL No.MFCD00014523

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

2-Bromo-5-chlorothiophene|CS-0012608

Structure of 2873-18-9

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General Information

  • CAS No. 2873-18-9
  • Cat. No. CS-0012608
  • Purity ≥98%
  • MDL No. MFCD00014523
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrClS
  • Molecular Weight 197.48
  • Synonym(s) 5-Bromo-2-chlorothiophene
  • SMILES BrC1=CC=C(Cl)S1

Description

2-Bromo-5-chlorothiophene is a halogenated thiophene derivative featuring complementary reactive sites for cross-coupling. The bromine and chlorine substituents enable sequential functionalization, offering precise control in the synthesis of complex heteroaromatic systems. This compound serves as a key building block in pharmaceutical and materials chemistry, where tailored substitution patterns are essential.

Application

2-Bromo-5-chlorothiophene serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromo and chloro substituents offer orthogonal functionalization potential, facilitating sequential derivatization. Its bench-stable nature and compatibility with standard coupling conditions make it well-suited for constructing complex thiophene-based scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      96-43-5
    • ~81%
    • In-stock
      2-Bromo-5-chlorothiophene|CS-0012608
      2873-18-9

    References

    • Goldberg, Yuri; Alper, Howard Journal of Organic Chemistry, 1993 , vol. 58, # 11 p. 3072 - 3075
  • Route2
    • null|null
      1003-09-4
    • ~77%
    • In-stock
      2-Bromo-5-chlorothiophene|CS-0012608
      2873-18-9

    References

    • Wen, Li; Rasmussen, Seth C. Journal of Chemical Crystallography, 2007 , vol. 37, # 6 p. 387 - 398

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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