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CS-W001157 4
Total: USD 88.00

3-Hydroxy-4-iodobenzoic acid

  • CAS No. 58123-77-6

  • Cat. No. CS-W008049
  • Purity≥98%
  • MDL No.MFCD02068386

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

3-Hydroxy-4-iodobenzoic acid|CS-W008049

Structure of 58123-77-6

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General Information

  • CAS No. 58123-77-6
  • Cat. No. CS-W008049
  • Purity ≥98%
  • MDL No. MFCD02068386
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅IO₃
  • Molecular Weight 264.02
  • Synonym(s) None
  • SMILES OC1=C(C=CC(=C1)C(=O)O)I

Description

3-Hydroxy-4-iodobenzoic acid features a hydroxyl group adjacent to a carboxylic acid, enabling direct functionalization in synthetic sequences. The para-iodo substituent provides a reactive handle for palladium-catalyzed cross-coupling, facilitating the integration of complex aryl motifs into bioactive scaffolds under standard conditions.

Application

3-Hydroxy-4-iodobenzoic acid serves as a versatile building block for the synthesis of functionalized aromatic scaffolds, enabling direct Suzuki-Miyaura and Stille coupling reactions due to its iodine handle. The ortho-hydroxyl and carboxylic acid groups provide complementary reactivity for derivatization, protecting group strategies, and metal coordination. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for medicinal chemistry and process development workflows requiring multi-step transformations.

Synthesis

  • Route1

    References

    • GALDERMA RESEARCH and DEVELOPMENT, S.N.C. Patent: WO2006/18326 A1, 2006 ; Location in patent: Page/Page column 78 ; WO 2006/018326 A1
  • Route2
    • null|null
      1310-73-2
    • In-stock
      3-Hydroxybenzoic acid|CS-W004049
      99-06-9
    • ~%
    • In-stock
      3-Hydroxy-4-iodobenzoic acid|CS-W008049
      58123-77-6

    References

    • US2010/158843 A1, ; US 20100158843 A1
  • Route3

    References

    • Recueil des Travaux Chimiques des Pays-Bas, , vol. 41, p. 701

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   57.53
  • LogP   1.695
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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