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CS-W001157 4
Total: USD 88.00

5-Bromo-1-benzothiophene-2-carboxylic acid

  • CAS No. 7312-10-9

  • Cat. No. CS-0033871
  • Purity≥95%
  • MDL No.MFCD01929338

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

5-Bromo-1-benzothiophene-2-carboxylic acid|CS-0033871

Structure of 7312-10-9

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General Information

  • CAS No. 7312-10-9
  • Cat. No. CS-0033871
  • Purity ≥95%
  • MDL No. MFCD01929338
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrO₂S
  • Molecular Weight 257.10
  • Synonym(s) 5-BROMO-BENZO[B]THIOPHENE-2-CARBOXYLIC ACID
  • SMILES O=C(C1=CC2=CC(Br)=CC=C2S1)O

Description

5-Bromo-1-benzothiophene-2-carboxylic acid integrates a bromine substituent and carboxylic acid group into a benzothiophene scaffold, offering a versatile platform for cross-coupling reactions and medicinal chemistry applications. The electron-deficient aromatic core enables efficient functionalization, while the carboxylic acid facilitates derivatization under standard conditions.

Application

5-Bromo-1-benzothiophene-2-carboxylic acid serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. The bromine and carboxylic acid functionalities enable diverse transformations, including Suzuki-Miyaura coupling and amide formation, with excellent bench stability and straightforward purification. Its compatibility with standard cross-coupling protocols makes it ideal for constructing complex scaffolds in medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      1423-64-9
    • ~%
    • In-stock
      5-Bromo-1-benzothiophene-2-carboxylic acid|CS-0033871
      7312-10-9

    References

    • US5576343 A1, ; US 5576343 A
  • Route2

    References

    • BAYER HEALTHCARE AG Patent: WO2003/104227 A1, 2003 ; Location in patent: Page 51 ;
  • Route3
    • null|null
      101774-45-2
    • ~%
    • In-stock
      5-Bromo-1-benzothiophene-2-carboxylic acid|CS-0033871
      7312-10-9

    References

    • Journal of the Chemical Society, , p. 2624,2628

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.362
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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