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CS-W001157 4
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5-Cyano-2-fluorobenzoic acid

  • CAS No. 146328-87-2

  • Cat. No. CS-W022368
  • Purity≥98%
  • MDL No.None

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

5-Cyano-2-fluorobenzoic acid|CS-W022368

Structure of 146328-87-2

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General Information

  • CAS No. 146328-87-2
  • Cat. No. CS-W022368
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄FNO₂
  • Molecular Weight 165.12
  • Synonym(s) 3-Carboxy-4-fluorobenzonitrile
  • SMILES O=C(O)C1=CC(C#N)=CC=C1F

Description

5-Cyano-2-fluorobenzoic acid features a strategically positioned cyano group flanking a fluorinated benzene ring, delivering enhanced electron-withdrawal and metabolic stability. This combination enables efficient incorporation into bioactive scaffolds, particularly in kinase inhibitor design and PET tracer development. The carboxylic acid moiety facilitates conjugation under standard coupling conditions.

Application

5-Cyano-2-fluorobenzoic acid serves as a versatile building block in medicinal chemistry and materials science, enabling direct incorporation of electron-withdrawing cyano and fluorine substituents into aromatic scaffolds. Its carboxylic acid functionality facilitates amide coupling, esterification, and salt formation, while the ortho-fluoro and meta-cyano groups offer enhanced metabolic stability and tunable electronic properties. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in standard synthetic workflows targeting bioactive heterocycles and functionalized aryl systems.

Synthesis

  • Route1

    References

    • ABBOTT LABORATORIES Patent: US2010/69348 A1, 2010 ; Location in patent: Page/Page column 60 ;
  • Route2

    References

    • US6384080 B1, ;
  • Route3
    • null|null
      124-38-9
    • null|null
      1194-02-1
    • ~%
    • In-stock
      5-Cyano-2-fluorobenzoic acid|CS-W022368
      146328-87-2

    References

    • Tetrahedron Letters, , vol. 33, # 49 p. 7495 - 7498

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   61.09
  • LogP   1.39558
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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