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CS-W001157 4
Total: USD 88.00

5-Methoxythiophene-2-carboxylic acid

  • CAS No. 29212-22-4

  • Cat. No. CS-0113050
  • Purity≥98%
  • MDL No.MFCD02317367

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

5-Methoxythiophene-2-carboxylic acid|CS-0113050

Structure of 29212-22-4

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General Information

  • CAS No. 29212-22-4
  • Cat. No. CS-0113050
  • Purity ≥98%
  • MDL No. MFCD02317367
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆O₃S
  • Molecular Weight 158.18
  • Synonym(s) 2-(5-methoxythiophene)carboxylic acid
  • SMILES O=C(C1=CC=C(OC)S1)O

Description

5-Methoxythiophene-2-carboxylic acid features a thiophene core functionalized with a methoxy group at the 5-position and a carboxylic acid at the 2-position, enabling direct coupling in synthetic routes. This arrangement delivers enhanced solubility and stability under standard conditions, facilitating integration into pharmaceutical intermediates and materials chemistry applications.

Application

5-Methoxythiophene-2-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its well-defined reactivity enables direct functionalization at the carboxylic acid group, while the methoxy and thiophene functionalities offer orthogonal handles for further derivatization. The compound exhibits excellent bench stability and facilitates efficient purification via standard crystallization or chromatographic methods, making it ideal for use in medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • In-stock
      2-Methoxythiophene|CS-W001141
      16839-97-7
    • null|null
      124-38-9
    • ~12%
    • In-stock
      5-Methoxythiophene-2-carboxylic acid|CS-0113050
      29212-22-4

    References

    • Nemoto, Koji; Onozawa, Satoru; Konno, Megumi; Morohashi, Naoya; Hattori, Tetsutaro Bulletin of the Chemical Society of Japan, 2012 , vol. 85, # 3 p. 369 - 371
  • Route2
    • In-stock
      2-Methoxythiophene|CS-W001141
      16839-97-7
    • null|null
      109-72-8
    • ~%
    • In-stock
      5-Methoxythiophene-2-carboxylic acid|CS-0113050
      29212-22-4

    References

    • Takeda Chemical Industries, Ltd. Patent: US5840917 A1, 1998 ;
  • Route3

    References

    • Sice Journal of the American Chemical Society, 1953 , vol. 75, p. 3697,3699

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   46.53
  • LogP   1.4549
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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