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CS-W001157 4
Total: USD 88.00

Methyl thiophene-2-carboxylate

  • CAS No. 5380-42-7

  • Cat. No. CS-0038500
  • Purity≥97%
  • MDL No.None

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

Methyl thiophene-2-carboxylate|CS-0038500

Structure of 5380-42-7

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General Information

  • CAS No. 5380-42-7
  • Cat. No. CS-0038500
  • Purity ≥97%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆O₂S
  • Molecular Weight 142.18
  • Synonym(s) Thiophene-2-carboxylic acid methy lester
  • SMILES COC(=O)C1=CC=CS1

Description

Methyl thiophene-2-carboxylate is a bench-stable heterocyclic ester featuring a thiophene ring fused to a carboxylate functionality. This structure delivers enhanced electron density at the α-position, enabling efficient coupling in cross-coupling reactions. The methyl ester group facilitates straightforward derivatization under standard conditions, making this compound valuable for synthesizing bioactive molecules and functional materials.

Application

Methyl thiophene-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiophenes via cross-coupling, electrophilic functionalization, and transition-metal-catalyzed transformations. Its methyl ester functionality offers stability and ease of purification, while the thiophene core provides a robust scaffold for medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      Rivaroxaban impurity 50|CS-W020070
      527-72-0
    • ~92%
    • In-stock
      Methyl thiophene-2-carboxylate|CS-0038500
      5380-42-7

    References

    • Liang, Yong-Min; Xu, Qi-Hai; Wu, Xiao-Li; Ma, Yong-Xiang Journal of Chemical Research, 2004 , # 3 p. 226 - 227
  • Route2
    • In-stock
      2-Thiophenecarboxaldehyde|CS-W013657
      98-03-3
    • null|null
      67-56-1
    • ~96%
    • In-stock
      Methyl thiophene-2-carboxylate|CS-0038500
      5380-42-7

    References

    • De Sarkar, Suman; Grimme, Stefan; Studer, Armido Journal of the American Chemical Society, 2010 , vol. 132, p. 1190 - 1191
  • Route3
    • In-stock
      2-Thiophenecarboxaldehyde|CS-W013657
      98-03-3
    • null|null
      75-91-2
    • ~87%
    • In-stock
      Methyl thiophene-2-carboxylate|CS-0038500
      5380-42-7

    References

    • Li, Pan; Zhao, Jingjing; Lang, Rui; Xia, Chungu; Li, Fuwei Tetrahedron Letters, 2014 , vol. 55, # 2 p. 390 - 393

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   26.3
  • LogP   1.5347
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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