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CS-W001157 4
Total: USD 88.00

2-(4-Fluorophenyl)propanoic acid

  • CAS No. 75908-73-5

  • Cat. No. CS-W002265
  • Purity≥96%
  • MDL No.MFCD00054492

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

2-(4-Fluorophenyl)propanoic acid|CS-W002265

Structure of 75908-73-5

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General Information

  • CAS No. 75908-73-5
  • Cat. No. CS-W002265
  • Purity ≥96%
  • MDL No. MFCD00054492
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉FO₂
  • Molecular Weight 168.17
  • Synonym(s) p-Fluoro-ALPHA-methylphenylacetic acid
  • SMILES CC(c1ccc(cc1)F)C(=O)O

Description

2-(4-Fluorophenyl)propanoic acid features a fluorinated aromatic ring paired with a chiral aliphatic carboxylic acid moiety, enabling its use in asymmetric synthesis and medicinal chemistry. This bench-stable compound integrates readily into pharmaceutical intermediates requiring electron-withdrawing fluorine substitution and enhanced metabolic stability.

Application

2-(4-Fluorophenyl)propanoic acid serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of bioactive compounds through standard coupling and functionalization reactions. Its fluorinated aromatic moiety enhances metabolic stability and modulates lipophilicity, while the α-methyl carboxylic acid functionality offers reliable reactivity in amide bond formation, esterification, and decarboxylation processes. The compound exhibits excellent bench stability and is readily purified by recrystallization, facilitating its use in scalable synthetic routes.

Synthesis

  • Route1
    • Methyl 2-(4-fluorophenyl)propanoate|CS-0568644
      50415-71-9
    • ~99%
    • In-stock
      2-(4-Fluorophenyl)propanoic acid|CS-W002265
      75908-73-5

    References

    • Kato, Dai-ichiro; Mitsuda, Satoshi; Ohta, Hiromichi Organic letters, 2002 , vol. 4, # 3 p. 371 - 373 Title/Abstract Full Text View citing articles Show Details Kato, Dai-Ichiro; Mitsuda, Satoshi; Ohta, Hiromichi Journal of Organic Chemistry, 2003 , vol. 68, # 19 p. 7234 - 7242
  • Route2

    References

    • Organic letters, , vol. 4, # 3 p. 371 - 373 Journal of Organic Chemistry, , vol. 68, # 19 p. 7234 - 7242
  • Route3
    • null|null
      405-99-2
    • null|null
      124-38-9
    • ~36%
    • In-stock
      2-(4-Fluorophenyl)propanoic acid|CS-W002265
      75908-73-5

    References

    • Greenhalgh, Mark D.; Thomas, Stephen P. Journal of the American Chemical Society, 2012 , vol. 134, # 29 p. 11900 - 11903

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
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   37.3
  • LogP   2.0138
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   2

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