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Ethyl 2-oxovalerate

  • CAS No. 50461-74-0

  • Cat. No. CS-W022665
  • Purity≥95%
  • MDL No.MFCD06410882

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

Ethyl 2-oxovalerate|CS-W022665

Structure of 50461-74-0

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General Information

  • CAS No. 50461-74-0
  • Cat. No. CS-W022665
  • Purity ≥95%
  • MDL No. MFCD06410882
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₃
  • Molecular Weight 144.17
  • Synonym(s) Pentanoic Acid, 2-Oxo-, Ethyl Ester
  • SMILES C(C)CC(C(OCC)=O)=O

Description

Ethyl 2-oxovalerate is a versatile β-keto ester featuring a ketone group flanked by an ethyl ester and a propyl chain. This structure enables direct incorporation into Claisen condensations, aldol reactions, and Michael additions. The molecule exhibits enhanced stability under standard conditions, facilitating straightforward handling in synthetic workflows.

Application

Ethyl 2-oxovalerate serves as a versatile β-keto ester building block in synthetic organic chemistry, enabling efficient construction of substituted cycloalkanes and heterocycles via Claisen condensations and related transformations. Its well-documented reactivity facilitates facile enolization and nucleophilic addition, supporting robust functional group tolerance and straightforward purification. The molecule's bench-stable nature and compatibility with standard reaction conditions make it a practical choice for medicinal chemistry lead optimization and process-scale synthesis.

Synthesis

  • Route1

    References

    • EVONIK DEGUSSA GmbH Patent: US2009/76302 A1, 2009 ; Location in patent: Page/Page column 7 ;
  • Route2

    References

    • Stergiou, Anastasios; Bariotaki, Anna; Kalaitzakis, Dimitris; Smonou, Ioulia Journal of Organic Chemistry, 2013 , vol. 78, # 14 p. 7268 - 7273
  • Route3
    • null|null
      79584-44-4
    • ~75%
    • In-stock
      Ethyl 2-oxovalerate|CS-W022665
      50461-74-0

    References

    • Boivin, Stephane; Outurquin, Francis; Paulmier, Claude Tetrahedron, 1997 , vol. 53, # 49 p. 16767 - 16782

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   0.9187
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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