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CS-W001157 4
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5-Formylthiophene-2-carboxylic acid

  • CAS No. 4565-31-5

  • Cat. No. CS-0017900
  • Molecule weightNone
  • Purity≥96%
  • MDL No.MFCD00191437

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

5-Formylthiophene-2-carboxylic acid|CS-0017900

Structure of 4565-31-5

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General Information

  • CAS No. 4565-31-5
  • Cat. No. CS-0017900
  • Purity ≥96%
  • MDL No. MFCD00191437
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄O₃S
  • Molecular Weight None
  • Synonym(s) 5-formylthiophene-2-carboxylate
  • SMILES O=C(C1=CC=C(C=O)S1)O

Description

5-Formylthiophene-2-carboxylic acid features a bifunctional architecture integrating an aldehyde and a carboxylic acid group on a thiophene scaffold. This arrangement enables direct conjugation in heterocyclic synthesis, supporting efficient derivatization for bioconjugation and materials applications. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions.

Application

5-Formylthiophene-2-carboxylic acid serves as a versatile di-functional building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds. Its orthogonal functional groups—aldehyde and carboxylic acid—facilitate diverse transformations including amidation, reductive amination, and cycloadditions. The molecule exhibits excellent bench stability and compatibility with standard purification protocols, making it well-suited for iterative synthetic campaigns in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • CHONG KUN DANG PHARMACEUTICAL CORP. Patent: WO2004/37808 A1, 2004 ; Location in patent: Page 14-15; 93 ;
  • Route2

    References

    • Moehlmann, Lennart; Ludwig, Stefan; Blechert, Siegfried Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 602 - 607
  • Route3
    • 2-(2-Thienyl)-1,3-dioxolane|CS-W004535
      58268-08-9
    • null|null
      124-38-9
    • ~%
    • In-stock
      5-Formylthiophene-2-carboxylic acid|CS-0017900
      4565-31-5

    References

    • Mahboobi, Siavosh; Dove, Stefan; Sellmer, Andreas; Winkler, Matthias; Eichhorn, Emerich; Pongratz, Herwig; Ciossek, Thomas; Baer, Thomas; Maier, Thomas; Beckers, Thomas Journal of Medicinal Chemistry, 2009 , vol. 52, # 8 p. 2265 - 2279

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
Precautionary Statements : P264-P280-P305+P351+P338-P337+P313

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   1.2588
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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