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CS-W001157 4
Total: USD 88.00

2-Fluoro-4-hydroxybenzoic acid

  • CAS No. 65145-13-3

  • Cat. No. CS-W002753
  • Purity≥98%
  • MDL No.MFCD01310985

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

2-Fluoro-4-hydroxybenzoic acid|CS-W002753

Structure of 65145-13-3

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General Information

  • CAS No. 65145-13-3
  • Cat. No. CS-W002753
  • Purity ≥98%
  • MDL No. MFCD01310985
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FO₃
  • Molecular Weight 156.11
  • Synonym(s) 2-Fluoro-4-hydroxybenzoicacid
  • SMILES FC1=C(C(O)=O)C=CC(O)=C1

Description

2-Fluoro-4-hydroxybenzoic acid features a strategically positioned fluorine atom and hydroxyl group on the aromatic ring, enabling enhanced electronic modulation and hydrogen-bonding capacity. This combination supports efficient integration into bioactive scaffolds and facilitates downstream derivatization in medicinal chemistry campaigns.

Application

2-Fluoro-4-hydroxybenzoic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation of fluorinated phenolic and carboxylic acid functionalities. Its ortho-fluoro and para-hydroxy groups offer complementary reactivity for selective derivatization, including esterification, amidation, and transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and facilitates purification via standard crystallization or chromatographic methods, making it well-suited for iterative synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • Hormann, Robert Eugene; Potter, David W.; Chortyk, Orestes; Tice, Colin M.; Carlson, Glenn Richard; Meyer, Andrew; Opie, Thomas R. Patent: US2006/20146 A1, 2006 ; Location in patent: Page/Page column 30 ;
  • Route2
    • 3-Chloro-2-fluoro-4-hydroxybenzoic acid|CS-0567551
      860296-15-7
    • ~88%
    • In-stock
      2-Fluoro-4-hydroxybenzoic acid|CS-W002753
      65145-13-3

    References

    • Marzi, Elena; Bobbio, Carla; Cottet, Fabrice; Schlosser, Manfred European Journal of Organic Chemistry, 2005 , # 10 p. 2116 - 2123
  • Route3
    • null|null
      860296-18-0
    • null|null
      124-38-9
    • ~49%
    • In-stock
      2-Fluoro-4-hydroxybenzoic acid|CS-W002753
      65145-13-3
    • In-stock
      2-Fluoro-6-hydroxybenzoic acid|CS-W008162
      67531-86-6

    References

    • European Journal of Organic Chemistry, , # 10 p. 2116 - 2123

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   57.53
  • LogP   1.2295
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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