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Thiophene-2-carboxamide

  • CAS No. 5813-89-8

  • Cat. No. CS-0181836
  • Purity≥98%
  • MDL No.MFCD00010425

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

Thiophene-2-carboxamide|CS-0181836

Structure of 5813-89-8

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General Information

  • CAS No. 5813-89-8
  • Cat. No. CS-0181836
  • Purity ≥98%
  • MDL No. MFCD00010425
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅NOS
  • Molecular Weight 127.16
  • Synonym(s) 2-Thiophenecarboxamide
  • SMILES O=C(C1=CC=CS1)N

Description

Thiophene-2-carboxamide serves as a key heterocyclic scaffold in medicinal chemistry and materials science. This bench-stable, moisture-tolerant compound features a polar amide group conjugated to an electron-rich thiophene ring, enabling robust integration into functional molecules. It functions as a versatile building block for synthesizing bioactive compounds and conductive polymers.

Application

Thiophene-2-carboxamide serves as a versatile building block in medicinal chemistry and materials science, offering a stable, electron-deficient heterocyclic core. Its amide functionality enables straightforward derivatization via standard coupling reactions, while the thiophene ring provides robustness and π-conjugation. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse functional groups, facilitating its use in constructing bioactive scaffolds and conjugated polymers.

Synthesis

  • Route1

    References

    • Tetrahedron, , vol. 68, # 21 p. 3948 - 3951
  • Route2
    • null|null
      1003-09-4
    • null|null
      201230-82-2
    • ~86%
    • In-stock
      Thiophene-2-carboxamide|CS-0181836
      5813-89-8

    References

    • Journal of Organic Chemistry, , vol. 66, # 12 p. 4311 - 4315
  • Route3
    • Thiophene-2-carbaldehydeoxime|CS-0171538
      29683-84-9
    • ~10%
    • In-stock
      Thiophene-2-carboxamide|CS-0181836
      5813-89-8

    References

    • Advanced Synthesis and Catalysis, , vol. 351, # 11-12 p. 1807 - 1812

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.09
  • LogP   0.847
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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