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CS-W001157 4
Total: USD 88.00

2,2,2-Trifluoro-N-phenylacetamide

  • CAS No. 404-24-0

  • Cat. No. CS-W015963
  • Purity≥95%
  • MDL No.None

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

2,2,2-Trifluoro-N-phenylacetamide|CS-W015963

Structure of 404-24-0

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General Information

  • CAS No. 404-24-0
  • Cat. No. CS-W015963
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆F₃NO
  • Molecular Weight 189.13
  • Synonym(s) 2,2,2-Trifluoroacetanilide
  • SMILES O=C(C(F)(F)F)NC1=CC=CC=C1

Description

2,2,2-Trifluoro-N-phenylacetamide features a trifluoromethyl group flanking a carbonyl-linked phenylamine moiety, delivering enhanced stability and lipophilicity. This structural combination facilitates efficient integration into bioactive scaffolds, particularly in medicinal chemistry applications requiring metabolic resistance and membrane permeability.

Application

2,2,2-Trifluoro-N-phenylacetamide serves as a stable, bench-ready building block for trifluoromethylated aromatic amides. It enables direct incorporation of the trifluoromethyl group into complex scaffolds via standard amide coupling protocols or nucleophilic substitution reactions. The molecule exhibits excellent functional group tolerance and facilitates purification due to its crystalline nature, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
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      74497-02-2
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      407-25-0
    • ~95%
    • In-stock
      2,2,2-Trifluoro-N-phenylacetamide|CS-W015963
      404-24-0

    References

    • Gotteland; Delhon; Junquero; Oms; Halazy Bioorganic and Medicinal Chemistry Letters, 1996 , vol. 6, # 5 p. 533 - 538
  • Route2
    • null|null
      74497-02-2
    • null|null
      76-05-1
    • ~95%
    • In-stock
      2,2,2-Trifluoro-N-phenylacetamide|CS-W015963
      404-24-0

    References

    • Han, Ki-Jong; Kim, Misoo Letters in Organic Chemistry, 2011 , vol. 8, # 8 p. 559 - 561
  • Route3
    • In-stock
      (2-Aminophenyl)(pyridin-2-yl)methanone|CS-0317845
      42471-56-7
    • null|null
      407-25-0
    • ~97%
    • In-stock
      2,2,2-Trifluoro-N-phenylacetamide|CS-W015963
      404-24-0

    References

    • CeNes Limited Patent: EP1183243 B1, 2006 ; Location in patent: Page/Page column 12 ;

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   2.1874
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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