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CS-W001157 4
Total: USD 88.00

3-Bromo-2-hydroxybenzoic acid

  • CAS No. 3883-95-2

  • Cat. No. CS-W004936
  • Purity≥96%
  • MDL No.MFCD03265705

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

3-Bromo-2-hydroxybenzoic acid|CS-W004936

Structure of 3883-95-2

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General Information

  • CAS No. 3883-95-2
  • Cat. No. CS-W004936
  • Purity ≥96%
  • MDL No. MFCD03265705
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrO₃
  • Molecular Weight 217.02
  • Synonym(s) benzoic acid, 3-bromo-2-hydroxy-
  • SMILES BrC1=CC=CC(=C1O)C(=O)O

Description

3-Bromo-2-hydroxybenzoic acid features a bromine atom at the meta position relative to the carboxylic acid, paired with a phenolic hydroxyl group ortho to the acid. This arrangement enables direct coupling in electrophilic functionalization and facilitates chelation in metal complexation. The molecule exhibits enhanced reactivity for derivatization under mild conditions, particularly useful in synthesizing bioactive heterocycles and pharmaceutical intermediates.

Application

3-Bromo-2-hydroxybenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-hydroxyl and carboxylic acid functionalities enable efficient metal-catalyzed coupling reactions and cyclization cascades. The bromine atom facilitates palladium-catalyzed cross-couplings, while the phenolic hydroxyl supports directed metallation and derivatization. This compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for scalable medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      854914-90-2
    • ~97%
    • In-stock
      3-Bromo-2-hydroxybenzoic acid|CS-W004936
      3883-95-2

    References

    • Dobler, Markus R. Organic and Biomolecular Chemistry, 2004 , vol. 2, # 7 p. 963 - 964
  • Route2
    • null|null
      124-38-9
    • 1,3-Dibromo-2-(methoxymethoxy)-benzene|CS-0193615
      142273-81-2
    • ~96%
    • In-stock
      3-Bromo-2-hydroxybenzoic acid|CS-W004936
      3883-95-2

    References

    • Lau, Stephen Y.W.; Keay, Brian A. Canadian Journal of Chemistry, 2001 , vol. 79, # 11 p. 1541 - 1545
  • Route3

    References

    • Shrestha, Suja; Bhattarai, Bharat Raj; Lee, Keun-Hyeung; Cho, Hyeongjin Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 20 p. 6535 - 6548

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   57.53
  • LogP   1.8529
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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