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CS-W001157 4
Total: USD 88.00

Methyl 5-fluoro-2-hydroxybenzoate

  • CAS No. 391-92-4

  • Cat. No. CS-W005914
  • Purity≥98%
  • MDL No.MFCD03427141

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

Methyl 5-fluoro-2-hydroxybenzoate|CS-W005914

Structure of 391-92-4

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General Information

  • CAS No. 391-92-4
  • Cat. No. CS-W005914
  • Purity ≥98%
  • MDL No. MFCD03427141
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇FO₃
  • Molecular Weight 170.14
  • Synonym(s) None
  • SMILES O=C(OC)C1=CC(F)=CC=C1O

Description

Methyl 5-fluoro-2-hydroxybenzoate features a fluorinated aromatic ring paired with strategically positioned hydroxyl and ester functionalities. This combination enables selective reactivity in synthetic transformations, particularly in coupling reactions requiring electron-deficient aryl intermediates. The molecule exhibits enhanced stability under standard bench conditions and demonstrates favorable solubility in common organic solvents.

Application

Methyl 5-fluoro-2-hydroxybenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient access to bioactive heterocycles and functionalized aromatic scaffolds. The ortho-hydroxyl group facilitates intramolecular hydrogen bonding and enables directed metalation or electrophilic substitution, while the fluorine substituent enhances metabolic stability and modulates electronic properties. Its bench-stable nature and compatibility with standard coupling reactions make it well-suited for multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      5-Fluoro-2-hydroxybenzoic acid|CS-W016245
      345-16-4
    • null|null
      149-73-5
    • ~90%
    • In-stock
      Methyl 5-fluoro-2-hydroxybenzoate|CS-W005914
      391-92-4

    References

    • AGOURON PHARMACEUTICALS, INC.; CANCER RESEARCH TECHNOLOGY LTD. Patent: US2006/63926 A1, 2006 ; Location in patent: Page/Page column 5; 8 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      5-Fluoro-2-hydroxybenzoic acid|CS-W016245
      345-16-4
    • ~74%
    • In-stock
      Methyl 5-fluoro-2-hydroxybenzoate|CS-W005914
      391-92-4

    References

    • PFIZER INC.; BAILEY, Simon; BURKE, Benjamin, Joseph; COLLINS, Michael, Raymond; CUI, Jingrong, Jean; DEAL, Judith, Gail; HOFFMAN, Robert, Louis; HUANG, Qinhua; JOHNSON, Ted, William; KANIA, Robert, Steven; KATH, John, Charles; LE, Phuong, Thi, Quy; MCTIGUE, Michele, Ann; PALMER, Cynthia, Louise; RICHARDSON, Paul, Francis; SACH, Neal, William Patent: WO2013/132376 A1, 2013 ; Location in patent: Page/Page column 181 ;
  • Route3

    References

    • Lerman, Ori; Tor, Yitzhak; Rozen, Shlomo Journal of Organic Chemistry, 1981 , vol. 46, # 22 p. 4629 - 4631

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   46.53
  • LogP   1.3179
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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