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Ethyl 2-oxohexanoate

  • CAS No. 5753-96-8

  • Cat. No. CS-0049501
  • Purity≥95%
  • MDL No.None

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

Ethyl 2-oxohexanoate|CS-0049501

Structure of 5753-96-8

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General Information

  • CAS No. 5753-96-8
  • Cat. No. CS-0049501
  • Purity ≥95%
  • MDL No. None
  • Storage RT, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄O₃
  • Molecular Weight 158.19
  • Synonym(s) Hexanoic acid, 2-oxo-, ethyl ester
  • SMILES CCCCC(=O)C(=O)OCC

Description

Ethyl 2-oxohexanoate serves as a key β-keto ester intermediate in organic synthesis, featuring a reactive carbonyl group flanked by an ethyl ester and a hexanoyl chain. This structure enables efficient enolization and nucleophilic addition reactions under mild conditions. The compound exhibits good stability and solubility in common organic solvents, facilitating its use in multistep synthetic sequences.

Application

Ethyl 2-oxohexanoate serves as a versatile β-keto ester building block in synthetic organic chemistry, enabling efficient access to substituted cyclohexanones and other carbocyclic scaffolds via Claisen condensations, aldol reactions, and Michael additions. Its bench-stable nature, predictable reactivity, and compatibility with diverse functional groups make it ideal for iterative synthesis in medicinal chemistry and natural product workflows.

Synthesis

  • Route1
    • Ethyl 2-hydroxyhexanoate|CS-0365271
      52089-55-1
    • ~99%
    • In-stock
      Ethyl 2-oxohexanoate|CS-0049501
      5753-96-8

    References

    • Chen, Peng; Wiesler, Donald; Chmelik, Josef; Novotny, Milos Chemical Research in Toxicology, 1996 , vol. 9, # 6 p. 970 - 979
  • Route2
    • null|null
      92273-73-9
    • null|null
      4755-77-5
    • ~36%
    • In-stock
      Ethyl 2-oxohexanoate|CS-0049501
      5753-96-8

    References

    • Anadys Pharmaceuticals, Inc. Patent: US2008/90814 A1, 2008 ; Location in patent: Page/Page column 23-24 ;
  • Route3
    • null|null
      97391-34-9
    • ~92%
    • In-stock
      Ethyl 2-oxohexanoate|CS-0049501
      5753-96-8

    References

    • Wasserman, Harry H.; Ives, Jeffrey L. Journal of Organic Chemistry, 1985 , vol. 50, # 19 p. 3573 - 3580

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   43.37
  • LogP   1.3088
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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