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CS-W001157 4
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Ethyl 5,5,5-trifluoro-2,4-dioxopentanoate

  • CAS No. 893643-18-0

  • Cat. No. CS-0097346
  • Purity≥97%
  • MDL No.MFCD08559044

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

Ethyl 5,5,5-trifluoro-2,4-dioxopentanoate|CS-0097346

Structure of 893643-18-0

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General Information

  • CAS No. 893643-18-0
  • Cat. No. CS-0097346
  • Purity ≥97%
  • MDL No. MFCD08559044
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇F₃O₄
  • Molecular Weight 212.12
  • Synonym(s) 5,5,5-TRIFLUORO-2,4-DIOXO-PENTANOIC ACID ETHYL ESTER
  • SMILES O=C(OCC)C(CC(C(F)(F)F)=O)=O

Description

Ethyl 5,5,5-trifluoro-2,4-dioxopentanoate features a trifluoromethyl group flanking a β-keto ester motif, delivering enhanced electrophilicity and stability. This electron-deficient enone system facilitates efficient Michael additions and condensation reactions under mild conditions. The molecule's bench-stable nature and solubility in common organic solvents streamline integration into synthetic sequences for complex molecule assembly.

Application

Ethyl 5,5,5-trifluoro-2,4-dioxopentanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to fluorinated carbonyl-containing scaffolds. Its trifluoromethyl group enhances electrophilicity at the β-position, facilitating nucleophilic additions and condensations under mild conditions. The molecule exhibits bench stability and compatibility with common functional groups, making it well-suited for modular synthesis of fluorinated heterocycles and bioactive intermediates.

Synthesis

  • Route1
    • In-stock
      Ethyl pyruvate|CS-0017821
      617-35-6
    • null|null
      407-25-0
    • ~74%
    • In-stock
      Ethyl 5,5,5-trifluoro-2,4-dioxopentanoate|CS-0097346
      893643-18-0

    References

    • Bessiere, J. M.; Boutevin, B.; El Bachiri, A.; El Harfi, A. Journal of Fluorine Chemistry, 1993 , vol. 65, # 1-2 p. 91 - 96

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   60.44
  • LogP   0.6401
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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