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CS-W001157 4
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4-(4-Fluorophenoxy)benzoic acid

  • CAS No. 129623-61-6

  • Cat. No. CS-0045357
  • Purity≥98%
  • MDL No.MFCD01631892

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

4-(4-Fluorophenoxy)benzoic acid|CS-0045357

Structure of 129623-61-6

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General Information

  • CAS No. 129623-61-6
  • Cat. No. CS-0045357
  • Purity ≥98%
  • MDL No. MFCD01631892
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₉FO₃
  • Molecular Weight 232.21
  • Synonym(s) None
  • SMILES O=C(O)C1=CC=C(OC2=CC=C(F)C=C2)C=C1

Description

4-(4-Fluorophenoxy)benzoic acid features a rigid, electron-deficient aromatic core that enhances its utility in pharmaceutical synthesis. The para-fluorophenoxy linkage provides favorable lipophilicity and metabolic stability, while the carboxylic acid group enables direct coupling or derivatization under standard conditions. This structure supports efficient integration into bioactive scaffolds requiring precise spatial orientation and electronic tuning.

Application

4-(4-Fluorophenoxy)benzoic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles and pharmaceutical scaffolds. Its ortho-linked aryl ether and carboxylic acid functionalities offer orthogonal reactivity for derivatization via esterification, amide coupling, or Suzuki-Miyaura cross-coupling. The fluorinated aryl moiety enhances metabolic stability and modulates electronic properties, while the compound exhibits excellent bench stability and ease of purification—ideal for iterative synthesis in API development workflows.

Synthesis

  • Route1

    References

    • Walker, Daniel Patrick; Piotrowski, David W.; Jacobsen, Eric Jon; Acker, Brad A.; Myers, Jason K.; Groppi JR., Vincent E. Patent: US2003/236279 A1, 2003 ; Location in patent: Page 34 ;
  • Route2

    References

    • Wishka, Donn G.; Myers, Jason K.; Groppi JR., Vincent E. Patent: US2003/69296 A1, 2003 ;
  • Route3

    References

    • Pharmazie, , vol. 54, # 4 p. 260 - 262

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H319-H410
Precautionary Statements : P264-P270-P273-P280-P330-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   3.3162
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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