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CS-W001157 4
Total: USD 88.00

5-Methylthiophene-3-carboxylic acid

  • CAS No. 19156-50-4

  • Cat. No. CS-0054889
  • Purity≥98%
  • MDL No.None

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

5-Methylthiophene-3-carboxylic acid|CS-0054889

Structure of 19156-50-4

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General Information

  • CAS No. 19156-50-4
  • Cat. No. CS-0054889
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆O₂S
  • Molecular Weight 142.18
  • Synonym(s) 5-Methyl-Thiophene-3-Carboxylic Acid
  • SMILES CC1=CC(=CS1)C(O)=O

Description

5-Methylthiophene-3-carboxylic acid features a thiophene core functionalized with a methyl group at the 5-position and a carboxylic acid at the 3-position, offering a robust, electron-rich heteroaromatic scaffold. This structure enables direct integration into conjugated systems, facilitates coupling reactions under mild conditions, and provides enhanced solubility in organic solvents compared to non-methylated analogs.

Application

5-Methylthiophene-3-carboxylic acid serves as a versatile building block for bioactive heterocycles and pharmaceutical intermediates. Its thiophene core provides robust stability and π-conjugation, while the carboxylic acid functionality enables direct coupling reactions or derivatization via standard esterification, amide formation, or decarboxylation protocols. The methyl group at the 5-position offers a site for selective functionalization, enhancing structural diversity in medicinal chemistry campaigns. This compound exhibits excellent bench stability and is readily purified by recrystallization, facilitating integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY; LEDGARD, Andrew, James Patent: WO2013/32804 A1, 2013 ; Location in patent: Page/Page column 6; 7 ;
  • Route2
    • In-stock
      4-Bromo-2-methylthiophene|CS-W003194
      29421-92-9
    • null|null
      124-38-9
    • ~52%
    • In-stock
      5-Methylthiophene-3-carboxylic acid|CS-0054889
      19156-50-4

    References

    • Kohara, Toshiyuki; Tanaka, Hiroshi; Kimura, Koreichi; Horiuchi, Hideki; Seio, Kohji; Arita, Masafumi; Fujimoto, Tetsuya; Yamamoto, Iwao Journal of Heterocyclic Chemistry, 2002 , vol. 39, # 1 p. 163 - 171
  • Route3

    References

    • WO2013/32804 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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   37.3
  • LogP   1.75472
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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