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CS-W001157 4
Total: USD 88.00

1-(2-Hydroxy-5-(trifluoromethyl)phenyl)ethanone

  • CAS No. 67589-15-5

  • Cat. No. CS-W005903
  • Purity≥97%
  • MDL No.MFCD11840324

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

1-(2-Hydroxy-5-(trifluoromethyl)phenyl)ethanone|CS-W005903

Structure of 67589-15-5

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General Information

  • CAS No. 67589-15-5
  • Cat. No. CS-W005903
  • Purity ≥97%
  • MDL No. MFCD11840324
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇F₃O₂
  • Molecular Weight 204.15
  • Synonym(s) 2'-hydroxy-5'-(trifluoroMethyl)acetophenone
  • SMILES CC(=O)C1=C(O)C=CC(=C1)C(F)(F)F

Description

1-(2-Hydroxy-5-(trifluoromethyl)phenyl)ethanone features a hydroxylated aromatic ring flanked by a trifluoromethyl group and a ketone-bearing side chain. This electron-deficient scaffold integrates readily into synthetic routes requiring polar, moisture-tolerant phenolic ketones.

Application

1-(2-Hydroxy-5-(trifluoromethyl)phenyl)ethanone serves as a valuable building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and functionalized aromatic systems. Its ortho-hydroxyl group facilitates chelation and intramolecular cyclization, while the trifluoromethyl substituent enhances metabolic stability and lipophilicity. The ketone functionality allows for diverse transformations including enolization, nucleophilic addition, and reductive amination, making it a practical scaffold for lead optimization and process development.

Synthesis

  • Route1

    References

    • Fujimoto, Tatsuhiko; Kunitomo, Jun; Tomata, Yoshihide; Marui, Shogo; Nishiyama, Keiji; Nakashima, Masato; Yoshikubo, Shin-Ichi; Hirai, Keisuke; Hirozane, Mariko Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 21 p. 6414 - 6416
  • Route2
    • null|null
      97674-02-7
    • In-stock
      2-Bromo-4-(trifluoromethyl)phenol|CS-W003301
      81107-97-3
    • ~41%
    • In-stock
      1-(2-Hydroxy-5-(trifluoromethyl)phenyl)ethanone|CS-W005903
      67589-15-5

    References

    • PFIZER PRODUCTS INC. Patent: WO2008/65508 A1, 2008 ; Location in patent: Page/Page column 24 ;
  • Route3
    • null|null
      75-77-4
    • In-stock
      1-(2-Methoxy-5-trifluoromethylphenyl)ethanone|CS-0188339
      503464-99-1
    • ~%
    • In-stock
      1-(2-Hydroxy-5-(trifluoromethyl)phenyl)ethanone|CS-W005903
      67589-15-5

    References

    • Central Glass Company, Limited Patent: US2003/109574 A1, 2003 ;

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   2.6136
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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