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Methyl 3-chlorothiophene-2-carboxylate

  • CAS No. 88105-17-3

  • Cat. No. CS-W017390
  • Purity≥98%
  • MDL No.MFCD00068135

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

Methyl 3-chlorothiophene-2-carboxylate|CS-W017390

Structure of 88105-17-3

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General Information

  • CAS No. 88105-17-3
  • Cat. No. CS-W017390
  • Purity ≥98%
  • MDL No. MFCD00068135
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClO₂S
  • Molecular Weight 176.61
  • Synonym(s) methyl 3-chlorothiophene-2-carboxylate88105-17-3
  • SMILES COC(=O)C1=C(Cl)C=CS1

Description

Methyl 3-chlorothiophene-2-carboxylate features a thiophene core with orthogonal chloro and ester functionalities, enabling selective coupling in heterocyclic synthesis. This bench-stable reagent integrates readily into cross-coupling protocols and delivers high functional group tolerance under standard conditions.

Application

Methyl 3-chlorothiophene-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiophenes via palladium-catalyzed cross-coupling reactions. The chloro group at the 3-position facilitates direct functionalization, while the methyl ester offers a handle for subsequent transformations. Bench-stable and readily purified by column chromatography, it functions reliably in medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Heterocycles, , vol. 71, # 1 p. 87 - 104
  • Route2
    • null|null
      67-56-1
    • In-stock
      3-Chlorothiophene-2-carboxylic acid|CS-0043862
      59337-89-2
    • ~%
    • In-stock
      Methyl 3-chlorothiophene-2-carboxylate|CS-W017390
      88105-17-3

    References

    • Bulletin of the Chemical Society of Japan, , vol. 56, # 8 p. 2463 - 2468

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.1881
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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