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CS-W001157 4
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Ethyl acetoacetate

  • CAS No. 141-97-9

  • Cat. No. CS-0016216
  • Purity≥98%
  • MDL No.MFCD00009199

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

Ethyl acetoacetate|CS-0016216

Structure of 141-97-9

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General Information

  • CAS No. 141-97-9
  • Cat. No. CS-0016216
  • Purity ≥98%
  • MDL No. MFCD00009199
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₃
  • Molecular Weight 130.14
  • Synonym(s) Ethyl acetylacetate; EAA
  • SMILES CC(CC(OCC)=O)=O

Description

Ethyl acetoacetate is a versatile reagent that can be used as a nucleophile in alkylation, conjugate addition and condensation reactions. Some of its applications are:Alkylation at the -carbon of ethyl acetoacetate followed by hydrolysis and decarboxylation can afford a variety of methyl ketones. It also undergoes acylation at the -carbon in the presence of MgCl2 and pyridine to give synthetically important intermediates.It can be used in Knoevenagel condensation with aliphatic, aromatic, and heteroaromatic aldehydes to produce -alkylideneacetoacetates.

Synthesis

  • Route1
    • null|null
      64-17-5
    • In-stock
      Methyl acetylacetate|CS-0017265
      105-45-3
    • ~94%
    • In-stock
      Ethyl acetoacetate|CS-0016216
      141-97-9

    References

    • Dharma Rao; Kaushik Tetrahedron Letters, 2011 , vol. 52, # 39 p. 5104 - 5106
  • Route2

    References

    • Venkat Ragavan; Vijayakumar; Rajesh; Palakshi Reddy; Karthikeyan; Suchetha Kumari Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 12 p. 4193 - 4197
  • Route3

    References

    • Venkat Ragavan; Vijayakumar; Rajesh; Palakshi Reddy; Karthikeyan; Suchetha Kumari Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 12 p. 4193 - 4197

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302-H315-H319-H335
Precautionary Statements : P210-P261-P280

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   0.5286
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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