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2-(2-(Trifluoromethoxy)phenyl)acetic acid

  • CAS No. 220239-67-8

  • Cat. No. CS-0081167
  • Purity≥98%
  • MDL No.MFCD00236325

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

2-(2-(Trifluoromethoxy)phenyl)acetic acid|CS-0081167

Structure of 220239-67-8

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General Information

  • CAS No. 220239-67-8
  • Cat. No. CS-0081167
  • Purity ≥98%
  • MDL No. MFCD00236325
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇F₃O₃
  • Molecular Weight 220.15
  • Synonym(s) 2-(Trifluoromethoxy)phenylacetic acid
  • SMILES OC(CC1=C(OC(F)(F)F)C=CC=C1)=O

Description

This trifluoromethoxy-substituted acetic acid features a highly electron-deficient aryl ring, enhancing its utility in medicinal chemistry. The ortho-trifluoromethoxy group imparts significant lipophilicity and metabolic stability, making it ideal for incorporating into bioactive scaffolds. Designed for direct use in coupling reactions, the carboxylic acid functionality enables efficient amide and ester formation under standard conditions.

Application

2-(2-(Trifluoromethoxy)phenyl)acetic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive compounds through standard coupling reactions. Its trifluoromethoxy group imparts enhanced metabolic stability and lipophilicity, while the carboxylic acid functionality facilitates direct derivatization or incorporation into peptide-like scaffolds. The compound exhibits excellent bench stability and is readily purified by recrystallization, supporting its use in scalable synthetic workflows.

Synthesis

  • Route1

    References

    • US5968938 A1, ; US 5968938 A

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   46.53
  • LogP   2.2123
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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