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CS-W001157 4
Total: USD 88.00

5-Methoxythiophene-2-carbaldehyde

  • CAS No. 35087-46-8

  • Cat. No. CS-0451512
  • Purity≥95%
  • MDL No.None

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

5-Methoxythiophene-2-carbaldehyde|CS-0451512

Structure of 35087-46-8

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General Information

  • CAS No. 35087-46-8
  • Cat. No. CS-0451512
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆O₂S
  • Molecular Weight 142.18
  • Synonym(s) None
  • SMILES COC1=CC=C(C=O)S1

Description

5-Methoxythiophene-2-carbaldehyde features a thiophene core with strategically positioned methoxy and aldehyde groups, enabling its use in transition-metal-catalyzed couplings and heterocyclic synthesis. The electron-donating methoxy substituent enhances reactivity at the 5-position, while the aldehyde moiety provides a handle for further functionalization. This compound exhibits good stability under standard conditions and is compatible with diverse reaction environments.

Application

5-Methoxythiophene-2-carbaldehyde serves as a versatile heterocyclic building block in medicinal chemistry and materials science, enabling efficient access to functionalized thiophene scaffolds. Its aldehyde functionality facilitates nucleophilic additions, reductive aminations, and condensation reactions, while the methoxy group enhances solubility and modulates electronic properties. Bench-stable and compatible with standard purification protocols, it functions reliably in multistep syntheses requiring orthogonal reactivity.

Synthesis

  • Route1
    • In-stock
      2-Methoxythiophene|CS-W001141
      16839-97-7
    • null|null
      68-12-2
    • ~96%
    • In-stock
      5-Methoxythiophene-2-carbaldehyde|CS-0451512
      35087-46-8

    References

    • Batista, Rosa M.F.; Costa, Susana P.G.; Belsley; Lodeiro, Carlos; Raposo, M. Manuela M. Tetrahedron, 2008 , vol. 64, # 39 p. 9230 - 9238
  • Route2
    • null|null
      68-12-2
    • ~%
    • In-stock
      5-Methoxythiophene-2-carbaldehyde|CS-0451512
      35087-46-8

    References

    • Sice Journal of the American Chemical Society, 1953 , vol. 75, p. 3697,3699
  • Route3
    • In-stock
      2-Methoxythiophene|CS-W001141
      16839-97-7
    • null|null
      68-12-2
    • ~27%
    • In-stock
      5-Methoxythiophene-2-carbaldehyde|CS-0451512
      35087-46-8
    • null|null
      19509-67-2

    References

    • Costa, Susana P.G.; Ferreira, Joao A.; Kirsch, Gilbert; Oliveira-Campos, Ana M.F. Journal of Chemical Research, Miniprint, 1997 , # 9 p. 2001 - 2013

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   1.5692
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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