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CS-W001157 4
Total: USD 88.00

5-Formyl-2-hydroxybenzoic acid

  • CAS No. 616-76-2

  • Cat. No. CS-0014013
  • Purity≥97%
  • MDL No.MFCD00006945

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

5-Formyl-2-hydroxybenzoic acid|CS-0014013

Structure of 616-76-2

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General Information

  • CAS No. 616-76-2
  • Cat. No. CS-0014013
  • Purity ≥97%
  • MDL No. MFCD00006945
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆O₄
  • Molecular Weight 166.13
  • Synonym(s) Formylsalicylic acid
  • SMILES O=C(O)C1=CC(C=O)=CC=C1O

Description

5-Formyl-2-hydroxybenzoic acid features a strategically positioned aldehyde group flanked by a phenolic hydroxyl and a carboxylic acid, enabling dual functionalization in synthetic sequences. This ortho-substituted scaffold supports efficient coupling reactions and serves as a key intermediate in the construction of complex aromatic systems.

Application

5-Formyl-2-hydroxybenzoic acid serves as a versatile tri-functional building block for medicinal chemistry and materials synthesis, enabling direct access to complex heterocycles via tandem condensation, cyclization, or metal-catalyzed coupling reactions. Its ortho-hydroxyl and carboxylic acid groups provide strong chelation capability and facilitate purification via crystallization or ion-exchange chromatography. The aldehyde functionality supports efficient derivatization through reductive amination, oxime formation, or transition-metal-catalyzed cross-couplings, offering robust utility in scaffold diversification and macrocyclic ring construction.

Synthesis

  • Route1

    References

    • Jiang, Jian-An; Du, Jia-Lei; Liao, Dao-Hua; Wang, Zhan-Guo; Ji, Ya-Fei Tetrahedron Letters, 2014 , vol. 55, # 8 p. 1406 - 1411
  • Route2
    • null|null
      100-97-0
    • Salicylic acid, ≥99%|CS-1268363
      69-72-7
    • ~12%
    • In-stock
      5-Formyl-2-hydroxybenzoic acid|CS-0014013
      616-76-2

    References

    • Hou, Jun-Li; Yi, Hui-Ping; Shao, Xue-Bin; Li, Chuang; Wu, Zong-Quan; Jiang, Xi-Kui; Wu, Li-Zhu; Tung, Chen-Ho; Li, Zhan-Ting Angewandte Chemie - International Edition, 2006 , vol. 45, # 5 p. 796 - 800
  • Route3
    • null|null
      85392-08-1
    • ~%
    • In-stock
      5-Formyl-2-hydroxybenzoic acid|CS-0014013
      616-76-2

    References

    • Journal of the Chemical Society, , p. 554

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   74.6
  • LogP   0.9029
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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