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CS-W001157 4
Total: USD 88.00

5-Bromofuroic acid

  • CAS No. 585-70-6

  • Cat. No. CS-W001115
  • Purity≥97%
  • MDL No.MFCD00003239

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

5-Bromofuroic acid|CS-W001115

Structure of 585-70-6

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General Information

  • CAS No. 585-70-6
  • Cat. No. CS-W001115
  • Purity ≥97%
  • MDL No. MFCD00003239
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃BrO₃
  • Molecular Weight 190.98
  • Synonym(s) 5-Bromopyromucic Acid
  • SMILES OC(=O)c1ccc(o1)Br

Description

5-Bromofuroic acid offers a strategically positioned bromine atom on the furan ring, enabling direct functionalization in cross-coupling and electrophilic substitution reactions. This electron-deficient heterocycle integrates readily into complex scaffolds, providing access to bioactive molecules and advanced materials under standard conditions.

Application

5-Bromofuroic acid serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the 5-position of the furan ring. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the carboxylic acid group supports derivatization via esterification, amide formation, or decarboxylative transformations. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for constructing complex heterocyclic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • Carstensen; Kothari Journal of Pharmaceutical Sciences, 1981 , vol. 70, # 10 p. 1095 - 1100
  • Route2
    • null|null
      1899-24-7
    • ~48%
    • null|null
      27230-58-6
    • In-stock
      5-Bromofuroic acid|CS-W001115
      585-70-6

    References

    • Chemistry of Heterocyclic Compounds (New York, NY, United States), , vol. 26, # 6 p. 617 - 620 Khimiya Geterotsiklicheskikh Soedinenii, , # 6 p. 741 - 744
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 21, p. 516,518 Technology Reports of the Osaka University, , vol. 7, p. 177,182 Kogyo Kagaku Zasshi, , vol. 60, p. 370 Chem.Abstr., , p. 9054

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H319
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   50.44
  • LogP   1.7403
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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