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CS-W001157 4
Total: USD 88.00

2-(4-Oxocyclohexyl)acetic acid

  • CAS No. 52263-23-7

  • Cat. No. CS-0072017
  • Purity≥95%
  • MDL No.MFCD09864369

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

2-(4-Oxocyclohexyl)acetic acid|CS-0072017

Structure of 52263-23-7

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General Information

  • CAS No. 52263-23-7
  • Cat. No. CS-0072017
  • Purity ≥95%
  • MDL No. MFCD09864369
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₃
  • Molecular Weight None
  • Synonym(s) 2-(4-Oxocyclohexyl)
  • SMILES O=C(O)CC1CCC(CC1)=O

Description

This cyclohexyl-containing carboxylic acid features a ketone-functionalized aliphatic chain, enabling integration into diverse synthetic pathways. The conjugated oxocyclohexyl moiety provides enhanced stability and reactivity in transition metal-catalyzed transformations. Designed for efficient derivatization, this compound serves as a robust scaffold for medicinal chemistry and materials synthesis under standard conditions.

Application

2-(4-Oxocyclohexyl)acetic acid serves as a versatile building block for cyclohexanone-derived scaffolds in medicinal and process chemistry. Its carboxylic acid functionality enables direct derivatization, while the ketone group supports nucleophilic additions, enolizations, and reductive transformations. The molecule exhibits good bench stability and facilitates efficient purification via crystallization or standard chromatography. Functions effectively in coupling reactions and as a precursor to heterocyclic systems through cyclization pathways.

Synthesis

  • Route1

    References

    • Warner-Lambert Company Patent: US4988699 A1, 1991 ; US 4988699 A
  • Route2

    References

    • Ungnade; Morriss Journal of the American Chemical Society, 1948 , vol. 70, p. 1898
  • Route3

    References

    • Gobbi, Luca; Jaeschke, Georg; Rodriguez Sarmiento, Rosa Maria; Steward, Lucinda Patent: US2009/42943 A1, 2009 ; Location in patent: Page/Page column 20 ; US 20090042943 A1

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   1.2204
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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