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CS-W001157 4
Total: USD 88.00

4-Cyano-3-fluorobenzoic acid

  • CAS No. 176508-81-9

  • Cat. No. CS-W008427
  • Purity≥97%
  • MDL No.MFCD03094324

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

4-Cyano-3-fluorobenzoic acid|CS-W008427

Structure of 176508-81-9

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General Information

  • CAS No. 176508-81-9
  • Cat. No. CS-W008427
  • Purity ≥97%
  • MDL No. MFCD03094324
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄FNO₂
  • Molecular Weight 165.12
  • Synonym(s) 3-Fluoro-4-Cyanobenzoic acid
  • SMILES C(#N)C1=C(C=C(C(=O)O)C=C1)F

Description

4-Cyano-3-fluorobenzoic acid features a strategically positioned cyano and fluorine group flanking a carboxylic acid, enabling enhanced electron withdrawal and metabolic stability. This combination supports direct incorporation into bioactive scaffolds and facilitates efficient derivatization in medicinal chemistry campaigns under standard conditions.

Application

4-Cyano-3-fluorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both nitrile and fluorinated aromatic functionalities into target molecules. Its carboxylic acid group facilitates straightforward amidation, esterification, and coupling reactions, while the ortho-fluoro and cyano substituents provide excellent regioselectivity in electrophilic substitution and transition-metal-catalyzed transformations. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for high-throughput synthesis and process development workflows.

Synthesis

  • Route1
    • null|null
      557-21-1
    • In-stock
      4-Bromo-3-fluorobenzoic acid|CS-W002663
      153556-42-4
    • ~%
    • In-stock
      4-Cyano-3-fluorobenzoic acid|CS-W008427
      176508-81-9

    References

    • WO2007/70826 A1, ; Page/Page column 121 ; WO 2007/070826 A1
  • Route2

    References

    • Organic letters, , vol. 5, # 1 p. 7 - 10
  • Route3
    • In-stock
      4-Bromo-3-fluorobenzonitrile|CS-W007735
      133059-44-6
    • null|null
      201230-82-2
    • ~%
    • In-stock
      4-Cyano-3-fluorobenzoic acid|CS-W008427
      176508-81-9

    References

    • WO2006/45350 A1, ; Page/Page column 59-60 ; WO 2006/045350 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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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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