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CS-W001157 4
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2-Fluoro-3-hydroxybenzoic acid

  • CAS No. 91658-92-3

  • Cat. No. CS-0160011
  • Purity≥96%
  • MDL No.MFCD01862066

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

2-Fluoro-3-hydroxybenzoic acid|CS-0160011

Structure of 91658-92-3

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General Information

  • CAS No. 91658-92-3
  • Cat. No. CS-0160011
  • Purity ≥96%
  • MDL No. MFCD01862066
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅FO₃
  • Molecular Weight 156.11
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=CC(O)=C1F

Description

2-Fluoro-3-hydroxybenzoic acid features a strategically positioned fluorine atom and hydroxyl group on the aromatic ring, enabling enhanced electronic modulation and hydrogen bonding potential. This combination supports efficient incorporation into bioactive scaffolds and facilitates downstream functionalization in medicinal chemistry campaigns under standard conditions.

Application

2-Fluoro-3-hydroxybenzoic acid serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the ortho-fluorine position via nucleophilic substitution. The adjacent hydroxyl and carboxylic acid groups provide orthogonal handles for derivatization, including esterification, amide coupling, or protection strategies. Its stability under standard bench conditions and compatibility with common reaction protocols make it well-suited for the synthesis of bioactive heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY Patent: WO2004/13145 A1, 2004 ; Location in patent: Page 35 ; WO 2004/013145 A1
  • Route2

    References

    • European Journal of Organic Chemistry, , # 15 p. 2911 - 2915
  • Route3
    • 1-Fluoro-2-(methoxymethoxy)benzene|CS-0193636
      117570-31-7
    • ~%
    • In-stock
      2-Fluoro-3-hydroxybenzoic acid|CS-0160011
      91658-92-3

    References

    • European Journal of Organic Chemistry, , # 15 p. 2911 - 2915

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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