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CS-W001157 4
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Methyl 3-oxo-3-(4-(trifluoromethyl)phenyl)propanoate

  • CAS No. 212755-76-5

  • Cat. No. CS-0187493
  • Molecule weight246.18
  • Purity≥98%
  • MDL No.MFCD00216521

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

Methyl 3-oxo-3-(4-(trifluoromethyl)phenyl)propanoate|CS-0187493

Structure of 212755-76-5

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General Information

  • CAS No. 212755-76-5
  • Cat. No. CS-0187493
  • Purity ≥98%
  • MDL No. MFCD00216521
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₉F₃O₃
  • Molecular Weight 246.18
  • Synonym(s) Methyl 4-(trifluoromethyl)benzoylacetate
  • SMILES COC(=O)CC(=O)C1=CC=C(C=C1)C(F)(F)F

Description

Methyl 3-oxo-3-(4-(trifluoromethyl)phenyl)propanoate features a sterically accessible β-keto ester motif flanked by an electron-deficient aryl group, enabling direct functionalization in cross-coupling and condensation reactions. The trifluoromethyl substituent enhances metabolic stability and lipophilicity, making this scaffold valuable for medicinal chemistry and materials synthesis under standard conditions.

Application

Methyl 3-oxo-3-(4-(trifluoromethyl)phenyl)propanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted cyclohexanones and heterocyclic scaffolds. Its α,β-unsaturated ketone functionality facilitates Michael additions, aldol condensations, and palladium-catalyzed couplings. The trifluoromethyl group enhances metabolic stability and lipophilicity, making it valuable in medicinal chemistry campaigns. Bench-stable and readily purified by column chromatography, it functions effectively in multi-step syntheses requiring robust functional group tolerance.

Synthesis

  • Route1
    • In-stock
      1-(4-(Trifluoromethyl)phenyl)ethanone|CS-W007473
      709-63-7
    • null|null
      616-38-6
    • ~94%
    • In-stock
      Methyl 3-oxo-3-(4-(trifluoromethyl)phenyl)propanoate|CS-0187493
      212755-76-5

    References

    • US2012/277224 A1, ; Page/Page column 78-79 ; US 20120277224 A1

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.4512
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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