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CS-W001157 4
Total: USD 88.00

2-Hydroxy-5-(trifluoromethyl)benzoic acid

  • CAS No. 79427-88-6

  • Cat. No. CS-W018876
  • Purity≥97%
  • MDL No.None

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

2-Hydroxy-5-(trifluoromethyl)benzoic acid|CS-W018876

Structure of 79427-88-6

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General Information

  • CAS No. 79427-88-6
  • Cat. No. CS-W018876
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃O₃
  • Molecular Weight 206.12
  • Synonym(s) 2-Hydroxy-5-trifluoromethylbenzoic acid
  • SMILES O=C(O)C1=CC(C(F)(F)F)=CC=C1O

Description

2-Hydroxy-5-(trifluoromethyl)benzoic acid features a strategically positioned trifluoromethyl group that imparts enhanced electron-withdrawal and metabolic stability. The ortho-hydroxyl moiety enables chelation and directs regioselective functionalization. This compound serves as a key scaffold in bioactive molecule design, particularly in pharmaceutical intermediates requiring polar, electron-deficient aromatic systems under standard bench conditions.

Application

2-Hydroxy-5-(trifluoromethyl)benzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to bioactive heterocycles. Its ortho-hydroxyl and trifluoromethyl groups provide enhanced solubility, metabolic stability, and favorable electronic effects for downstream functionalization. The molecule exhibits excellent bench stability and facilitates direct coupling reactions, including amide formation and Suzuki-Miyaura cross-couplings, due to its robust functional group tolerance and straightforward purification profile.

Synthesis

  • Route1

    References

    • THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-quan Patent: WO2011/37929 A2, 2011 ; Location in patent: Page/Page column 14; 19-20 ;
  • Route2
    • 2-Methoxymethoxy-5-(trifluoromethyl)benzoic acid|CS-0191593
      368422-27-9
    • ~90%
    • In-stock
      2-Hydroxy-5-(trifluoromethyl)benzoic acid|CS-W018876
      79427-88-6

    References

    • Marzi, Elena; Mongin, Florence; Spitaleri, Andrea; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 15 p. 2911 - 2915
  • Route3
    • null|null
      124-38-9
    • In-stock
      3-(Trifluoromethyl)phenol|CS-W010869
      98-17-9
    • ~65%
    • In-stock
      2-Hydroxy-5-(trifluoromethyl)benzoic acid|CS-W018876
      79427-88-6

    References

    • Marzi, Elena; Mongin, Florence; Spitaleri, Andrea; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 15 p. 2911 - 2915

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-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   57.53
  • LogP   2.1092
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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