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CS-W001157 4
Total: USD 88.00

Methyl 3-hydroxythiophene-2-carboxylate

  • CAS No. 5118-06-9

  • Cat. No. CS-M0427
  • Purity≥97%
  • MDL No.MFCD00055642

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

Methyl 3-hydroxythiophene-2-carboxylate|CS-M0427

Structure of 5118-06-9

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General Information

  • CAS No. 5118-06-9
  • Cat. No. CS-M0427
  • Purity ≥97%
  • MDL No. MFCD00055642
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆O₃S
  • Molecular Weight 158.18
  • Synonym(s) 3-Hydroxy-2-(methoxycarbonyl)thiophene; 3-Hydroxy-2-thiophenecarboxylic acid methyl ester; Methyl-3-hydroxy-2-thiophene carboxylate
  • SMILES O=C(C1=C(O)C=CS1)OC

Description

Methyl 3-hydroxythiophene-2-carboxylate features a hydroxylated thiophene core with a methyl ester handle, enabling direct functionalization in heterocyclic synthesis. The electron-rich ring system supports transition-metal-catalyzed couplings, while the pendant hydroxyl group offers sites for derivatization or coordination. This bench-stable compound serves as a versatile intermediate in medicinal chemistry and materials development.

Application

Methyl 3-hydroxythiophene-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C3 position via oxidation or esterification. The pendant hydroxyl group offers orthogonal reactivity for derivatization, while the methyl ester facilitates subsequent transformations. Its bench-stable nature and compatibility with standard coupling protocols make it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • null|null
      80-63-7
    • null|null
      2365-48-2
    • ~70%
    • In-stock
      Methyl 3-hydroxythiophene-2-carboxylate|CS-M0427
      5118-06-9

    References

    • Plant; Harder; Mencke; Bertram Pesticide Science, 1996 , vol. 48, # 4 p. 351 - 358
  • Route2
    • In-stock
      Methyl 2,3-dichloropropanoate|CS-W017982
      3674-09-7
    • null|null
      2365-48-2
    • ~56%
    • In-stock
      Methyl 3-hydroxythiophene-2-carboxylate|CS-M0427
      5118-06-9

    References

    • Savitha, Gurunathan; Hergue, Noemie; Guilmet, Erwan; Allain, Magali; Frere, Pierre Tetrahedron Letters, 2011 , vol. 52, # 12 p. 1288 - 1291
  • Route3
    • null|null
      2365-48-2
    • null|null
      623-47-2
    • ~71%
    • In-stock
      Methyl 3-hydroxythiophene-2-carboxylate|CS-M0427
      5118-06-9

    References

    • Plant; Harder; Mencke; Bertram Pesticide Science, 1996 , vol. 48, # 4 p. 351 - 358

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

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   1.2403
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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