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CS-W001157 4
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2,2,2-Trifluoro-1-(4-hydroxyphenyl)ethanone

  • CAS No. 1823-63-8

  • Cat. No. CS-0130348
  • Purity≥97%
  • MDL No.None

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

2,2,2-Trifluoro-1-(4-hydroxyphenyl)ethanone|CS-0130348

Structure of 1823-63-8

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General Information

  • CAS No. 1823-63-8
  • Cat. No. CS-0130348
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃O₂
  • Molecular Weight 190.12
  • Synonym(s) 4'-Hydroxy-2,2,2-trifluoroacetophenone
  • SMILES OC1=CC=C(C=C1)C(C(F)(F)F)=O

Description

2,2,2-Trifluoro-1-(4-hydroxyphenyl)ethanone features a trifluoromethyl group flanking a phenolic hydroxyl, delivering enhanced electron-withdrawing character and improved metabolic stability. This scaffold integrates readily into bioactive molecules requiring polar, lipophilic domains with controlled solubility and resistance to oxidative degradation under standard conditions.

Application

2,2,2-Trifluoro-1-(4-hydroxyphenyl)ethanone serves as a valuable building block in medicinal chemistry, enabling the synthesis of fluorinated aryl ketones via standard condensation and coupling reactions. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the phenolic hydroxyl facilitates further derivatization. Its bench-stable nature and compatibility with common protecting group strategies streamline downstream functionalization in API development workflows.

Synthesis

  • Route1

    References

    • Genoni, Andrea; Benaglia, Maurizio; Massolo, Elisabetta; Rossi, Sergio Chemical Communications, 2013 , vol. 49, # 75 p. 8365 - 8367
  • Route2
    • null|null
      760969-01-5
    • ~87%
    • In-stock
      2,2,2-Trifluoro-1-(4-hydroxyphenyl)ethanone|CS-0130348
      1823-63-8

    References

    • Kan, Jovi Tze Wai; Toy, Patrick Tetrahedron Letters, 2004 , vol. 45, # 33 p. 6357 - 6359
  • Route3
    • In-stock
      (4-Bromophenoxy)trimethylsilane|CS-0324138
      17878-44-3
    • null|null
      383-63-1
    • ~66%
    • In-stock
      2,2,2-Trifluoro-1-(4-hydroxyphenyl)ethanone|CS-0130348
      1823-63-8

    References

    • Valls-Miret, Mariona; Bradley, Mark Tetrahedron Letters, 2011 , vol. 52, # 50 p. 6819 - 6822

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   37.3
  • LogP   2.1372
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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