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CS-W001157 4
Total: USD 88.00

2-Hydroxy-3-(trifluoromethyl)benzoic acid

  • CAS No. 251300-32-0

  • Cat. No. CS-0187798
  • Purity≥98%
  • MDL No.None

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

2-Hydroxy-3-(trifluoromethyl)benzoic acid|CS-0187798

Structure of 251300-32-0

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General Information

  • CAS No. 251300-32-0
  • Cat. No. CS-0187798
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃O₃
  • Molecular Weight 206.12
  • Synonym(s) Trifluoromehtylsalicylicacid
  • SMILES C1=CC(=C(C(=C1)C(F)(F)F)O)C(=O)O

Description

This trifluoromethyl-substituted benzoic acid features a strategically positioned hydroxyl group, enabling direct conjugation in bioconjugation workflows. The electron-withdrawing trifluoromethyl moiety enhances acidity and metabolic stability, while the ortho-hydroxy arrangement facilitates chelation and solid-phase integration.

Application

2-Hydroxy-3-(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, serving as a key intermediate in the construction of pharmacophores requiring polar, electron-deficient aromatic scaffolds.

Synthesis

  • Route1
    • null|null
      124-38-9
    • 1-(Methoxymethoxy)-2-(trifluoromethyl)benzene|CS-W015334
      336628-65-0
    • ~10%
    • In-stock
      2-Hydroxy-3-(trifluoromethyl)benzoic acid|CS-0187798
      251300-32-0

    References

    • ABBOTT LABORATORIES; GOMTSYAN, Arthur R.; VOIGHT, Eric A.; BAYBURT, Erol K.; CHEN, Jun; DAANEN, Jerome F.; DIDOMENICO, Stanley, Jr.; KORT, Michael E.; KYM, Philip R.; MCDONALD, Heath A.; PERNER, Richard J.; SCHMIDT, Robert G. Patent: WO2010/45402 A1, 2010 ; Location in patent: Page/Page column 61-62 ; WO 2010/045402 A1
  • Route2
    • 2-(Methoxymethoxy)-3-(trifluoromethyl)benzoic acid|CS-0617659
      368422-26-8
    • ~88%
    • In-stock
      2-Hydroxy-3-(trifluoromethyl)benzoic acid|CS-0187798
      251300-32-0

    References

    • Marzi, Elena; Mongin, Florence; Spitaleri, Andrea; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 15 p. 2911 - 2915
  • Route3
    • In-stock
      2-(Trifluoromethyl)phenol|CS-W016125
      444-30-4
    • null|null
      124-38-9
    • ~58%
    • In-stock
      2-Hydroxy-3-(trifluoromethyl)benzoic acid|CS-0187798
      251300-32-0

    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-P280-P302+P352

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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