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CS-W001157 4
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Methyl benzo[b]thiophene-2-carboxylate

  • CAS No. 22913-24-2

  • Cat. No. CS-0043114
  • Purity≥98%
  • MDL No.MFCD00067791

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

Methyl benzo[b]thiophene-2-carboxylate|CS-0043114

Structure of 22913-24-2

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General Information

  • CAS No. 22913-24-2
  • Cat. No. CS-0043114
  • Purity ≥98%
  • MDL No. MFCD00067791
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈O₂S
  • Molecular Weight 192.23
  • Synonym(s) methyl benzothiophene-2-carboxylate
  • SMILES O=C(C1=CC2=CC=CC=C2S1)OC

Description

Methyl benzo[b]thiophene-2-carboxylate is a heterocyclic ester featuring a fused benzothiophene core with a methyl carboxylate group at the 2-position. This electron-deficient scaffold integrates readily into synthetic routes for bioactive molecules, offering enhanced stability and predictable reactivity in cross-coupling and functionalization processes.

Application

Methyl benzo[b]thiophene-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its benzothiophene core enables efficient transition-metal-catalyzed coupling reactions, while the ester functionality supports selective transformations. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis and scale-up applications.

Synthesis

  • Route1
    • null|null
      7342-85-0
    • null|null
      201230-82-2
    • ~70%
    • In-stock
      Benzo[b]thiophene-2-carboxylic acid|CS-W004876
      6314-28-9
    • In-stock
      Methyl benzo[b]thiophene-2-carboxylate|CS-0043114
      22913-24-2

    References

    • Journal of Organic Chemistry, , vol. 60, # 26 p. 8336 - 8340
  • Route2

    References

    • Tetrahedron, , vol. 68, # 24 p. 4701 - 4709
  • Route3
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • null|null
      1191415-24-3
    • ~73%
    • In-stock
      2-Bromobenzo[b]thiophene|CS-W005319
      5394-13-8
    • In-stock
      Methyl benzo[b]thiophene-2-carboxylate|CS-0043114
      22913-24-2

    References

    • Organic Letters, , vol. 13, # 11 p. 2868 - 2871

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-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.6879
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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