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CS-W001157 4
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2-Fluoro-5-hydroxybenzaldehyde

  • CAS No. 103438-84-2

  • Cat. No. CS-W004997
  • Purity≥97%
  • MDL No.MFCD09038469

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

2-Fluoro-5-hydroxybenzaldehyde|CS-W004997

Structure of 103438-84-2

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General Information

  • CAS No. 103438-84-2
  • Cat. No. CS-W004997
  • Purity ≥97%
  • MDL No. MFCD09038469
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FO₂
  • Molecular Weight None
  • Synonym(s) None
  • SMILES FC1=C(C=O)C=C(C=C1)O

Description

2-Fluoro-5-hydroxybenzaldehyde features a strategically positioned aldehyde group flanked by fluorine and hydroxyl substituents, enabling direct incorporation into bioactive scaffolds. This electron-deficient aromatic core supports efficient coupling reactions under standard conditions, offering enhanced reactivity for synthetic intermediates in medicinal chemistry.

Application

2-Fluoro-5-hydroxybenzaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the phenolic hydroxyl and aldehyde sites. Its ortho-fluoro substituent facilitates nucleophilic aromatic substitution or transition-metal-catalyzed coupling reactions. The compound exhibits bench stability, ease of purification, and compatibility with common protecting group strategies, making it well-suited for synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1
    • 5-[(Tert-Butyldimethylsilanyl)oxy]-2-fluorobenzaldehyde|CS-0191860
      113984-67-1
    • ~94%
    • In-stock
      2-Fluoro-5-hydroxybenzaldehyde|CS-W004997
      103438-84-2

    References

    • Sinhababu, Achintya K.; Kawase, Masami; Borchardt, Ronald T. Synthesis, 1988 , # 9 p. 710 - 712
  • Route2

    References

    • Langer, Oliver; Dolle, Frederic; Valette, Heric; Halldin, Christer; Vaufrey, Francoise; Fuseau, Chantal; Coulon, Christine; Ottaviani, Michele; Nagren, Kjell; Bottlaender, Michel; Maziere, Bernard; Crouzel, Christian Bioorganic and Medicinal Chemistry, 2001 , vol. 9, # 3 p. 677 - 694
  • Route3
    • 5-[(Tert-Butyldimethylsilanyl)oxy]-2-fluorobenzaldehyde|CS-0191860
      113984-67-1
    • null|null
      100-44-7
    • ~5%
    • In-stock
      2-Fluoro-5-hydroxybenzaldehyde|CS-W004997
      103438-84-2
    • 5-Benzyloxy-2-fluorobenzaldehyde|CS-0191816
      103438-92-2

    References

    • Tetrahedron Letters, , vol. 28, # 36 p. 4139 - 4142

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   37.3
  • LogP   1.3438
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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