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CS-W001157 4
Total: USD 88.00

3-Bromo-2-methylbenzo[b]thiophene

  • CAS No. 10243-15-9

  • Cat. No. CS-W021857
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD01830303

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

3-Bromo-2-methylbenzo[b]thiophene|CS-W021857

Structure of 10243-15-9

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General Information

  • CAS No. 10243-15-9
  • Cat. No. CS-W021857
  • Purity ≥97%
  • MDL No. MFCD01830303
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrS
  • Molecular Weight None
  • Synonym(s) 3-bromo-2-methyl-benzothiophene
  • SMILES CC1=C(Br)C2=CC=CC=C2S1

Description

3-Bromo-2-methylbenzo[b]thiophene features a fused bicyclic core with bromine and methyl substituents at adjacent positions, enabling selective cross-coupling reactions. This electron-deficient heterocycle integrates readily into synthetic pathways for functionalized thiophene-based materials.

Application

3-Bromo-2-methylbenzo[b]thiophene serves as a versatile building block in the synthesis of functionalized heterocycles, particularly for palladium-catalyzed cross-coupling reactions. The bromo group enables reliable Suzuki, Stille, and Negishi couplings, while the methyl substituent enhances solubility and modulates electronic properties. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Tetrahedron, , vol. 63, # 38 p. 9482 - 9487
  • Route2
    • null|null
      74-88-4
    • ~75%
    • In-stock
      3-Bromo-2-methylbenzo[b]thiophene|CS-W021857
      10243-15-9

    References

    • WO2006/107784 A1, ; Page/Page column 98 ; WO 2006/107784 A1
  • Route3
    • In-stock
      2,3-Dibromobenzo[b]thiophene|CS-W005898
      6287-82-7
    • null|null
      77-78-1
    • ~%
    • In-stock
      3-Bromo-2-methylbenzo[b]thiophene|CS-W021857
      10243-15-9

    References

    • US4659717 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 : 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   0
  • LogP   3.97222
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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