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CS-W001157 4
Total: USD 88.00

Ethyl diacetoacetate

  • CAS No. 603-69-0

  • Cat. No. CS-W001121
  • Purity≥96%
  • MDL No.None

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

Ethyl diacetoacetate|CS-W001121

Structure of 603-69-0

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General Information

  • CAS No. 603-69-0
  • Cat. No. CS-W001121
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₄
  • Molecular Weight 172.18
  • Synonym(s) Ethyl diacetoacetate, (3-Ethoxycarbonylacetyl acetone)
  • SMILES CCOC(=O)C(C(=O)C)C(=O)C

Description

Ethyl 2-acetyl-3-oxobutanoate serves as a key synthon in heterocyclic chemistry, featuring a β-keto ester moiety flanked by acetyl and ethoxycarbonyl groups. This arrangement enables facile cyclization under mild conditions, facilitating rapid access to functionalized pyran and furan ring systems. The compound exhibits stability under standard bench protocols and integrates readily into multi-step synthetic sequences requiring controlled enolization.

Application

Ethyl 2-acetyl-3-oxobutanoate serves as a versatile β-keto ester scaffold for multicomponent condensations and heterocycle synthesis. Its acetyl and ester functionalities enable efficient Michael additions, Claisen condensations, and cycloaddition reactions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for modular synthesis of substituted pyrans, pyridines, and bioactive core structures in medicinal chemistry workflows.

Synthesis

  • Route1
    • In-stock
      Ethyl acetoacetate|CS-0016216
      141-97-9
    • null|null
      75-36-5
    • ~88%
    • In-stock
      Ethyl diacetoacetate|CS-W001121
      603-69-0

    References

    • Jung, Jae-Chul; Blake Watkins; Avery, Mitchell A. Heterocycles, 2005 , vol. 65, # 1 p. 77 - 94
  • Route2
    • Theophylline Impurity 10|CS-1003472
      29214-62-8
    • ~%
    • In-stock
      Ethyl diacetoacetate|CS-W001121
      603-69-0

    References

    • Journal of the American Chemical Society, , vol. 74, p. 3231
  • Route3

    References

    • US2432499 , ;

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-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   60.44
  • LogP   0.3437
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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