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CS-W001157 4
Total: USD 88.00

4-Nitrothiophene-2-carboxylic acid

  • CAS No. 13138-70-0

  • Cat. No. CS-0130059
  • Purity≥98%
  • MDL No.MFCD07787605

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

4-Nitrothiophene-2-carboxylic acid|CS-0130059

Structure of 13138-70-0

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General Information

  • CAS No. 13138-70-0
  • Cat. No. CS-0130059
  • Purity ≥98%
  • MDL No. MFCD07787605
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃NO₄S
  • Molecular Weight 173.15
  • Synonym(s) 4-Nitro-2-thiophenecarboxylic acid
  • SMILES O=C(C1=CC([N+]([O-])=O)=CS1)O

Description

4-Nitrothiophene-2-carboxylic acid features a fused thiophene core bearing both a nitro group at the para position and a carboxylic acid functionality at the adjacent carbon. This combination imparts strong electron-withdrawing character and enhances reactivity in cross-coupling and cyclization processes. The molecule exhibits good bench stability and solubility in common organic solvents, facilitating straightforward integration into synthetic workflows.

Application

4-Nitrothiophene-2-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the thiophene core. Its nitro and carboxylic acid groups provide orthogonal reactivity for coupling reactions, metal-catalyzed transformations, and derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it suitable for iterative synthesis workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Chemische Berichte, , vol. 20, p. 116
  • Route2
    • methyl 4-nitrothiophene-2-carboxylate|CS-0008650
      24647-78-7
    • ~99%
    • In-stock
      4-Nitrothiophene-2-carboxylic acid|CS-0130059
      13138-70-0

    References

    • Elliot, Richard, L.; O'Hanlon, Peter J.; Rogers, Norman H. Tetrahedron, 1987 , vol. 43, # 14 p. 3295 - 3302
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 121, # 34 p. 7751 - 7759

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   80.44
  • LogP   1.3545
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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