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CS-W001157 4
Total: USD 88.00

2-Bromothiophene-3-carboxylic acid

  • CAS No. 24287-95-4

  • Cat. No. CS-D0553
  • Purity≥97%
  • MDL No.MFCD05865213

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

2-Bromothiophene-3-carboxylic acid|CS-D0553

Structure of 24287-95-4

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General Information

  • CAS No. 24287-95-4
  • Cat. No. CS-D0553
  • Purity ≥97%
  • MDL No. MFCD05865213
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrO₂S
  • Molecular Weight 207.05
  • Synonym(s) 3-Thiophenecarboxylic acid, 2-bromo-
  • SMILES O=C(C1=C(Br)SC=C1)O

Description

2-Bromothiophene-3-carboxylic acid features a brominated thiophene core paired with a carboxylic acid functional group, enabling direct incorporation into cross-coupling reactions and heterocyclic synthesis. This bench-stable reagent integrates readily into pharmaceutical and agrochemical scaffolds, offering high reactivity under standard conditions.

Application

2-Bromothiophene-3-carboxylic acid serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-established bromo-functional group. The carboxylic acid moiety provides additional handle for derivatization via amide formation or esterification. Its bench-stable solid form and compatibility with standard reaction conditions make it a practical choice for constructing complex thiophene-based scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Pomerantz, Martin; Amarasekara, Ananda S.; Rasika Dias Journal of Organic Chemistry, 2002 , vol. 67, # 20 p. 6931 - 6937
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 71, p. 333
  • Route3
    • Thiophene-3-carboxaldehyde diethyl acetal|CS-0196395
      3199-44-8
    • ~%
    • In-stock
      2-Bromothiophene-3-carboxylic acid|CS-D0553
      24287-95-4

    References

    • Bulletin de la Societe Chimique de France, , p. 4115 - 4120

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-H317-H319
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.2088
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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