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CS-W001157 4
Total: USD 88.00

Ethyl 2-cyclohexylideneacetate

  • CAS No. 1552-92-7

  • Cat. No. CS-0151873
  • Purity≥98%
  • MDL No.MFCD00017627

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

Ethyl 2-cyclohexylideneacetate|CS-0151873

Structure of 1552-92-7

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General Information

  • CAS No. 1552-92-7
  • Cat. No. CS-0151873
  • Purity ≥98%
  • MDL No. MFCD00017627
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆O₂
  • Molecular Weight 168.23
  • Synonym(s) Ethyl cyclohexylideneacetate
  • SMILES CCOC(=O)C=C1CCCCC1

Description

Ethyl 2-cyclohexylideneacetate features a conjugated enone system flanked by a cyclohexylidene group and an ester moiety, enabling efficient participation in Michael additions and Diels-Alder reactions. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring electron-deficient alkene units.

Application

Ethyl 2-cyclohexylideneacetate serves as a versatile Michael acceptor and enone equivalent in synthetic organic chemistry. Its conjugated enone system enables reliable nucleophilic addition, cycloaddition, and aldol-type reactions under mild conditions. The molecule exhibits good bench stability and facilitates straightforward purification, making it valuable for building complex carbocyclic and heterocyclic frameworks in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      623-73-4
    • null|null
      108-94-1
    • ~10%
    • In-stock
      Ethyl 2-cyclohexylideneacetate|CS-0151873
      1552-92-7

    References

    • Wang, Peng; Liu, Chun-Rong; Sun, Xiu-Li; Chen, Shuai-Shuai; Li, Jun-Fang; Xie, Zuowei; Tang, Yong Chemical Communications, 2012 , vol. 48, # 2 p. 290 - 292
  • Route2
    • In-stock
      Ethyl 2-(diethoxyphosphoryl)acetate  Ticagrelor Impuruity|CS-0167245
      867-13-0
    • null|null
      108-94-1
    • ~99%
    • In-stock
      Ethyl 2-cyclohexylideneacetate|CS-0151873
      1552-92-7

    References

    • Comito, Robert J.; Finelli, Fernanda G.; Macmillan, David W. C. Journal of the American Chemical Society, 2013 , vol. 135, # 25 p. 9358 - 9361
  • Route3
    • null|null
      141045-76-3
    • ~81%
    • In-stock
      Ethyl 2-cyclohexylideneacetate|CS-0151873
      1552-92-7

    References

    • Fischer, Christian; Smith, Sean W.; Powell, David A.; Fu, Gregory C. Journal of the American Chemical Society, 2006 , vol. 128, # 5 p. 1472 - 1473

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.44
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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