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CS-W001157 4
Total: USD 88.00

3,5-Difluoro-4-hydroxyaniline

  • CAS No. 126058-97-7

  • Cat. No. CS-M2171
  • Purity≥95%
  • MDL No.MFCD03094493

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

3,5-Difluoro-4-hydroxyaniline|CS-M2171

Structure of 126058-97-7

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General Information

  • CAS No. 126058-97-7
  • Cat. No. CS-M2171
  • Purity ≥95%
  • MDL No. MFCD03094493
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅F₂NO
  • Molecular Weight 145.11
  • Synonym(s) 4-Amino-2,6-difluorophenol; 4-amino-2,6-difluoropheneol
  • SMILES OC1=C(F)C=C(N)C=C1F

Description

3,5-Difluoro-4-hydroxyaniline features a hydroxyl group flanked by two fluorine substituents at the 3 and 5 positions, creating an electron-deficient aromatic system ideal for coupling reactions. The para-hydroxy functionality enables direct integration into bioconjugation workflows, while the difluoro substitution enhances metabolic stability and modulates electronic properties for advanced pharmaceutical intermediates.

Application

3,5-Difluoro-4-hydroxyaniline serves as a valuable building block for fluorinated aromatic scaffolds in medicinal chemistry. The hydroxyl group enables direct coupling reactions or derivatization, while the ortho-fluorine substituents facilitate nucleophilic aromatic substitution under mild conditions. Its bench-stable nature and compatibility with standard protection strategies make it well-suited for multi-step synthesis of heterocyclic compounds and API intermediates.

Synthesis

  • Route1
    • 2-(benzyloxy)-1,3-difluoro-5-nitrobenzene|CS-M2172
      847861-84-1
    • ~95%
    • In-stock
      3,5-Difluoro-4-hydroxyaniline|CS-M2171
      126058-97-7

    References

    • DECIPHERA PHARMACEUTICALS, LLC; FLYNN, Daniel, L.; PETILLO, Peter, A.; KAUFMAN, Michael, D. Patent: WO2010/51373 A1, 2010 ; Location in patent: Page/Page column 68 ; WO 2010/051373 A1
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 2 p. 329 - 332
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 42, # 2 p. 329 - 332

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

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Computational Chemistry Data

  • TPSA   46.25
  • LogP   1.2526
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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