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CS-W001157 4
Total: USD 88.00

4-Bromo-thiophene-2-carboxylic acid

  • CAS No. 16694-18-1

  • Cat. No. CS-W003059
  • Purity≥98%
  • MDL No.MFCD03422294

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

4-Bromo-thiophene-2-carboxylic acid|CS-W003059

Structure of 16694-18-1

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General Information

  • CAS No. 16694-18-1
  • Cat. No. CS-W003059
  • Purity ≥98%
  • MDL No. MFCD03422294
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrO₂S
  • Molecular Weight 207.05
  • Synonym(s) 4-bromothiophene-2-carboxylic acid
  • SMILES OC(=O)c1cc(cs1)Br

Description

4-Bromo-thiophene-2-carboxylic acid features a bromine substituent at the 4-position of a thiophene ring, delivering enhanced reactivity for cross-coupling transformations. The carboxylic acid group enables direct derivatization or integration into bioactive scaffolds. This bench-stable, moisture-tolerant compound serves as a key building block in medicinal chemistry and materials science.

Application

4-Bromo-thiophene-2-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The bromo group enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid functionality facilitates amide formation, esterification, and direct derivatization. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for iterative functionalization in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • 3-DIMENSIONAL PHARMACEUTICALS, INC. Patent: WO2003/99805 A1, 2003 ; Location in patent: Page 150-151 ;
  • Route2
    • In-stock
      2,4-Dibromothiophene|CS-M0432
      3140-92-9
    • null|null
      124-38-9
    • ~74%
    • In-stock
      4-Bromo-thiophene-2-carboxylic acid|CS-W003059
      16694-18-1

    References

    • AiCuris GmbH and Co. KG Patent: US2012/22123 A1, 2012 ; Location in patent: Page/Page column 12-13 ;
  • Route3

    References

    • Binder, Dieter; Prager, Bernhard C.; Noe, Christian R. Journal of Chemical Research, Miniprint, 1981 , # 5 p. 1801 - 1824

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

Quality Control

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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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