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CS-W001157 4
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Methyl 2-hydroxy-4-(trifluoromethyl)benzoate

  • CAS No. 345-28-8

  • Cat. No. CS-0131352
  • Purity≥95%
  • MDL No.MFCD00632389

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

Methyl 2-hydroxy-4-(trifluoromethyl)benzoate|CS-0131352

Structure of 345-28-8

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General Information

  • CAS No. 345-28-8
  • Cat. No. CS-0131352
  • Purity ≥95%
  • MDL No. MFCD00632389
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇F₃O₃
  • Molecular Weight 220.15
  • Synonym(s) Benzoic acid, 2-hydroxy-4-(trifluoromethyl)-, methyl ester
  • SMILES O=C(OC)C1=CC=C(C(F)(F)F)C=C1O

Description

Methyl 2-hydroxy-4-(trifluoromethyl)benzoate features a trifluoromethyl group that imparts enhanced electron-withdrawing character and metabolic stability. The phenolic hydroxyl enables direct functionalization or derivatization, while the methyl ester provides synthetic versatility. This compound serves as a key building block in medicinal chemistry and agrochemical synthesis, particularly for bioactive heterocycles.

Application

Methyl 2-hydroxy-4-(trifluoromethyl)benzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to functionalized aromatic scaffolds. The ortho-hydroxyl group facilitates directed metalation and subsequent C–H functionalization, while the trifluoromethyl moiety imparts enhanced metabolic stability and lipophilicity. Its bench-stable nature and compatibility with common coupling and derivatization protocols make it ideal for sequential transformations in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      4-Trifluoromethylsalicylic acid|CS-W015348
      328-90-5
    • ~73%
    • In-stock
      Methyl 2-hydroxy-4-(trifluoromethyl)benzoate|CS-0131352
      345-28-8

    References

    • ENVIVO PHARMACEUTICALS, INC.; METHYLGENE INC. Patent: WO2009/137499 A1, 2009 ; Location in patent: Page/Page column 81 ; WO 2009/137499 A1
  • Route2
    • In-stock
      4-Trifluoromethylsalicylic acid|CS-W015348
      328-90-5
    • null|null
      74-88-4
    • ~81%
    • In-stock
      Methyl 2-hydroxy-4-(trifluoromethyl)benzoate|CS-0131352
      345-28-8

    References

    • Hammann, Jeffrey M.; Unzner, Teresa A.; Magauer, Thomas Chemistry - A European Journal, 2014 , vol. 20, # 22 p. 6733 - 6738

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   46.53
  • LogP   2.1976
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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