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3-(2-(Trifluoromethyl)phenyl)propanoic acid

  • CAS No. 94022-99-8

  • Cat. No. CS-M0242
  • Molecule weight218.17
  • Purity≥98%
  • MDL No.None

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

3-(2-(Trifluoromethyl)phenyl)propanoic acid|CS-M0242

Structure of 94022-99-8

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General Information

  • CAS No. 94022-99-8
  • Cat. No. CS-M0242
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉F₃O₂
  • Molecular Weight 218.17
  • Synonym(s) 3-[o-(α,α,α-trifluorotolyl)]propionic acid
  • SMILES O=C(O)CCC1=C(C=CC=C1)C(F)(F)F

Description

This trifluoromethyl-substituted phenylpropanoic acid integrates a robust electron-deficient aryl moiety with a flexible aliphatic carboxylic acid handle, enabling direct conjugation in synthetic routes. The para-trifluoromethyl group enhances metabolic stability and modulates lipophilicity, making this scaffold valuable for medicinal chemistry applications requiring optimized pharmacokinetic profiles.

Application

3-(2-(Trifluoromethyl)phenyl)propanoic acid serves as a valuable building block for bioactive molecule synthesis, featuring a trifluoromethylated aryl group that enhances metabolic stability and membrane permeability. The propionic acid side chain enables straightforward derivatization via esterification, amidation, or coupling reactions. Its bench-stable solid form facilitates handling and purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 10, # 14 p. 1519 - 1522
  • Route2
    • null|null
      3984-22-3
    • In-stock
      1-Bromo-2-(trifluoromethyl)benzene|CS-0016026
      392-83-6
    • ~94%
    • In-stock
      3-(2-(Trifluoromethyl)phenyl)propanoic acid|CS-M0242
      94022-99-8

    References

    • Lemhadri, Mhamed; Doucet, Henri; Santelli, Maurice Tetrahedron, 2004 , vol. 60, # 50 p. 11533 - 11540

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-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.7226
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   3

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