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CS-W001157 4
Total: USD 88.00

Ethyl 2-fluoro-3-oxobutanoate

  • CAS No. 1522-41-4

  • Cat. No. CS-0151900
  • Purity≥95%
  • MDL No.MFCD00215830

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

Ethyl 2-fluoro-3-oxobutanoate|CS-0151900

Structure of 1522-41-4

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General Information

  • CAS No. 1522-41-4
  • Cat. No. CS-0151900
  • Purity ≥95%
  • MDL No. MFCD00215830
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉FO₃
  • Molecular Weight 148.13
  • Synonym(s) FLUOROACETOACETIC ACID ETHYL ESTER
  • SMILES CCOC(=O)C(C(=O)C)F

Description

Ethyl 2-fluoro-3-oxobutanoate features a fluorinated β-keto ester scaffold with enhanced electrophilicity at the carbonyl carbon. This bench-stable reagent integrates readily into Michael additions and aldol-type condensations, enabling efficient access to fluorinated synthons under mild conditions.

Application

Ethyl 2-fluoro-3-oxobutanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to fluorinated β-keto ester derivatives. Its α-fluoro carbonyl functionality facilitates nucleophilic addition and enolization under mild conditions, while the ester group supports standard transformations such as hydrolysis, reduction, and Claisen condensations. The molecule exhibits good bench stability and is compatible with a range of functional groups, making it suitable for modular synthesis of fluorinated heterocycles and bioactive intermediates.

Synthesis

  • Route1

    References

    • Xu, Ze-Qi; DesMarteau, Daryl D.; Gotoh, Yoshihiko Journal of Fluorine Chemistry, 1992 , vol. 58, # 1 p. 71 - 79
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 112, # 23 p. 8563 - 8575
  • Route3
    • In-stock
      Ethyl acetoacetate|CS-0016216
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    • ~81%
    • In-stock
      Ethyl 2-fluoro-3-oxobutanoate|CS-0151900
      1522-41-4
    • Ethyl 2,2-difluoro-3-oxobutanoate|CS-0464841
      2266-48-0
    • null|null
      363-77-9

    References

    • Tetrahedron, , vol. 52, # 1 p. 1 - 8

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

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   0.4766
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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