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Ethyl 3-cyclohexyl-3-oxopropanoate

  • CAS No. 15971-92-3

  • Cat. No. CS-0122075
  • Purity≥97%
  • MDL No.MFCD04115574

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

Ethyl 3-cyclohexyl-3-oxopropanoate|CS-0122075

Structure of 15971-92-3

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General Information

  • CAS No. 15971-92-3
  • Cat. No. CS-0122075
  • Purity ≥97%
  • MDL No. MFCD04115574
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₈O₃
  • Molecular Weight None
  • Synonym(s) 3-Cyclohexyl-3-oxopropionic Acid Ethyl Ester
  • SMILES O=C(OCC)CC(C1CCCCC1)=O

Description

Ethyl 3-cyclohexyl-3-oxopropanoate features a sterically hindered β-keto ester core that enables reliable enolization and nucleophilic addition reactions. This bench-stable compound integrates seamlessly into synthetic sequences requiring controlled carbonyl reactivity, particularly in the construction of cyclic ketones and functionalized heterocycles under mild conditions.

Application

Ethyl 3-cyclohexyl-3-oxopropanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted cyclohexane derivatives via aldol-type condensations and Michael additions. Its α,β-unsaturated ester functionality facilitates conjugate addition reactions, while the cyclohexyl group provides steric and electronic modulation. The compound exhibits excellent bench stability and is readily purified by distillation or chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      623-73-4
    • null|null
      2043-61-0
    • ~83%
    • In-stock
      Ethyl 3-cyclohexyl-3-oxopropanoate|CS-0122075
      15971-92-3

    References

    • Yadav; Subba Reddy; Eeshwaraiah; Reddy Tetrahedron, 2005 , vol. 61, # 4 p. 875 - 878
  • Route2
    • null|null
      141-78-6
    • null|null
      2719-27-9
    • ~96%
    • In-stock
      Ethyl 3-cyclohexyl-3-oxopropanoate|CS-0122075
      15971-92-3

    References

    • Misaki, Tomonori; Nagase, Ryohei; Matsumoto, Kunshi; Tanabe, Yoo Journal of the American Chemical Society, 2005 , vol. 127, # 9 p. 2854 - 2855
  • Route3
    • null|null
      74628-01-6
    • null|null
      141-78-6
    • ~%
    • In-stock
      Ethyl 3-cyclohexyl-3-oxopropanoate|CS-0122075
      15971-92-3

    References

    • WO2004/22560 A1, ; Page 33-34 ; WO 2004/022560 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   2.089
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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