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CS-W001157 4
Total: USD 88.00

3-(thiophen-2-yl)-1H-pyrazole-4-carbaldehyde

  • CAS No. 26033-27-2

  • Cat. No. CS-0067817
  • Purity≥98%
  • MDL No.MFCD02677688

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

3-(thiophen-2-yl)-1H-pyrazole-4-carbaldehyde|CS-0067817

Structure of 26033-27-2

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General Information

  • CAS No. 26033-27-2
  • Cat. No. CS-0067817
  • Purity ≥98%
  • MDL No. MFCD02677688
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆N₂OS
  • Molecular Weight 178.21
  • Synonym(s) 5-(2-Thienyl)-1H-pyrazole-4-carbaldehyde
  • SMILES O=CC1=CNN=C1C2=CC=CS2

Description

3-(Thiophen-2-yl)-1H-pyrazole-4-carbaldehyde integrates a thiophene moiety with a pyrazole scaffold, delivering a rigid, electron-deficient heteroaromatic system. This aldehyde functionality enables direct coupling in cross-coupling reactions and facilitates the construction of complex molecular architectures in medicinal chemistry and materials science applications.

Application

3-(Thiophen-2-yl)-1H-pyrazole-4-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to biologically relevant scaffolds. Its aldehyde functionality facilitates reductive amination, Wittig reactions, and coupling with nucleophiles, while the pyrazole-thiophene fusion provides enhanced π-conjugation and structural rigidity. The compound exhibits excellent bench stability and compatibility with standard purification methods, making it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • null|null
      3771-70-8
    • null|null
      68-12-2
    • ~44%
    • In-stock
      3-(thiophen-2-yl)-1H-pyrazole-4-carbaldehyde|CS-0067817
      26033-27-2

    References

    • Lebedev; Lebedeva; Sheludyakov; Kovaleva; Ustinova; Kozhevnikov Russian Journal of General Chemistry, 2005 , vol. 75, # 5 p. 782 - 789
  • Route2

    References

    • Lebedev; Lebedeva; Sheludyakov; Kovaleva; Ustinova; Kozhevnikov Russian Journal of General Chemistry, 2005 , vol. 75, # 5 p. 782 - 789

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   45.75
  • LogP   1.9507
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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