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CS-W001157 4
Total: USD 88.00

3-Ethoxycyclohex-2-en-1-one

  • CAS No. 5323-87-5

  • Cat. No. CS-0100015
  • Purity≥95%
  • MDL No.MFCD00001580

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

3-Ethoxycyclohex-2-en-1-one|CS-0100015

Structure of 5323-87-5

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General Information

  • CAS No. 5323-87-5
  • Cat. No. CS-0100015
  • Purity ≥95%
  • MDL No. MFCD00001580
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₂
  • Molecular Weight 140.18
  • Synonym(s) 3-Ethoxy-2-cyclohexene-1-one
  • SMILES O=C1C=C(OCC)CCC1

Description

3-Ethoxycyclohex-2-en-1-one is a reactive enone scaffold featuring a conjugated double bond and an electrophilic ketone, enabling efficient Michael additions and Diels-Alder cycloadditions. The ethoxy group enhances solubility in organic media while maintaining stability under standard bench conditions. This versatile building block integrates readily into complex molecular architectures during synthetic campaigns.

Application

3-Ethoxycyclohex-2-en-1-one serves as a versatile synthon in organic synthesis, enabling efficient construction of substituted cyclohexane and heterocyclic frameworks. Its α,β-unsaturated enone functionality facilitates Michael additions, conjugate reductions, and Diels-Alder reactions with high regiocontrol. The ethoxycarbonyl group provides a handle for selective transformations, including hydrolysis and decarboxylation, while the compound exhibits good bench stability and ease of purification—ideal for iterative synthetic sequences in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • null|null
      64-17-5
    • In-stock
      Cyclohexane-1,3-dione|CS-W007466
      504-02-9
    • ~94%
    • In-stock
      3-Ethoxycyclohex-2-en-1-one|CS-0100015
      5323-87-5

    References

    • Bhosale, Rajesh S.; Bhosale, Sidhanath V.; Bhosale, Sheshanath V.; Wang, Tianyu; Zubaidha Tetrahedron Letters, 2004 , vol. 45, # 39 p. 7187 - 7188
  • Route2
    • null|null
      64-17-5
    • null|null
      112630-10-1
    • ~87%
    • In-stock
      3-Ethoxycyclohex-2-en-1-one|CS-0100015
      5323-87-5

    References

    • Lambert, Joseph B.; Taba, Kalulu M. Journal of Organic Chemistry, 1980 , vol. 45, # 3 p. 452 - 455
  • Route3

    References

    • Justus Liebigs Annalen der Chemie, , vol. 278, p. 28 Journal of the American Chemical Society, , vol. 70, p. 2174,2176

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   26.3
  • LogP   1.6598
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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