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CS-W001157 4
Total: USD 88.00

3-(3-Fluorophenyl)propionic acid

  • CAS No. 458-45-7

  • Cat. No. CS-W017812
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD01310821

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

3-(3-Fluorophenyl)propionic acid|CS-W017812

Structure of 458-45-7

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General Information

  • CAS No. 458-45-7
  • Cat. No. CS-W017812
  • Purity ≥97%
  • MDL No. MFCD01310821
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉FO₂
  • Molecular Weight None
  • Synonym(s) 3-(3-FLUOROPHENYL)PROPANOIC ACID
  • SMILES O=C(O)CCC1=CC=CC(F)=C1

Description

This 3-(3-fluorophenyl)propionic acid features a fluorinated aromatic ring linked via a propionic acid chain, offering enhanced metabolic stability and improved membrane permeability. The para-fluoro substitution imparts electron-withdrawing character, facilitating downstream functionalization in medicinal chemistry applications.

Application

3-(3-Fluorophenyl)propionic acid serves as a versatile building block for pharmaceutical and agrochemical synthesis, enabling the construction of bioactive heterocycles and functionalized alkyl chains. Its fluorinated aromatic ring enhances metabolic stability and modulates lipophilicity, while the carboxylic acid group facilitates direct coupling reactions or derivatization under standard conditions. The compound exhibits excellent bench stability and is readily purified by recrystallization or chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry.

Synthesis

  • Route1

    References

    • Teva Pharmaceutical Industries, Ltd. Patent: US5486541 A1, 1996 ;
  • Route2

    References

    • NOVARTIS AG; Bock, Mark Gary; Gaul, Christoph; Gummadi, Venkateshwar Rao; Moebitz, Henrik; Sengupta, Saumitra Patent: US2014/45872 A1, 2014 ;
  • Route3
    • null|null
      124-38-9
    • In-stock
      1-(2-Bromoethyl)-3-fluorobenzene|CS-W015476
      25017-13-4
    • ~56%
    • In-stock
      3-(3-Fluorophenyl)propionic acid|CS-W017812
      458-45-7

    References

    • Kawasaki, Masashi; Goto, Michimasa; Kawabata, Shigeki; Kometani, Tadashi Tetrahedron Asymmetry, 2001 , vol. 12, # 4 p. 585 - 596

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   1.8429
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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