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CS-W001157 4
Total: USD 88.00

4-Oxocyclohexanecarboxylic acid

  • CAS No. 874-61-3

  • Cat. No. CS-W004786
  • Purity≥98%
  • MDL No.MFCD00102035

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

4-Oxocyclohexanecarboxylic acid|CS-W004786

Structure of 874-61-3

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General Information

  • CAS No. 874-61-3
  • Cat. No. CS-W004786
  • Purity ≥98%
  • MDL No. MFCD00102035
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O₃
  • Molecular Weight 142.15
  • Synonym(s) Cyclohexanone-4-carboxylic Acid
  • SMILES O=C(C1CCC(CC1)=O)O

Description

4-Oxocyclohexanecarboxylic acid features a conjugated keto-carboxylic acid motif within a cyclohexane ring, enabling direct functionalization at the carbonyl and carboxyl sites. This structural arrangement supports efficient derivatization in synthetic organic chemistry, particularly in the construction of cyclic lactones and bioactive heterocycles under mild conditions. The molecule exhibits enhanced solubility in polar aprotic solvents and stability during standard bench handling.

Application

4-Oxocyclohexanecarboxylic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized cyclohexane scaffolds. Its conjugated keto-acid functionality facilitates nucleophilic additions, decarboxylation reactions, and serves as a key intermediate in the synthesis of bioactive heterocycles and natural product analogs. The compound exhibits good bench stability and compatibility with standard purification techniques, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Kiec-Kononowicz; Farghaly; Blaschke Archiv der Pharmazie, 1991 , vol. 324, # 4 p. 235 - 237
  • Route2

    References

    • Kim, In-Hae; Park, Yong-Kyu; Hammock, Bruce D.; Nishi, Kosuke Journal of Medicinal Chemistry, 2011 , vol. 54, # 6 p. 1752 - 1761
  • Route3
    • Triethyl 4-oxocyclohexane-1,1,3-tricarboxylate|CS-0574760
      57899-62-4
    • ~29%
    • In-stock
      4-Oxocyclohexanecarboxylic acid|CS-W004786
      874-61-3

    References

    • CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; ZHU, Li; HU, Yuandong; YU, Rong; HU, Wei; ZHAO, Na; PENG, Yong; LUO, Hong; HAN, Yongxin Patent: WO2013/97773 A1, 2013 ; Location in patent: Paragraph 0219 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   0.8303
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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