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CS-W001157 4
Total: USD 88.00

Ethyl 3-oxo-3-(p-tolyl)propanoate

  • CAS No. 27835-00-3

  • Cat. No. CS-0042836
  • Purity≥97%
  • MDL No.MFCD03424815

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

Ethyl 3-oxo-3-(p-tolyl)propanoate|CS-0042836

Structure of 27835-00-3

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General Information

  • CAS No. 27835-00-3
  • Cat. No. CS-0042836
  • Purity ≥97%
  • MDL No. MFCD03424815
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄O₃
  • Molecular Weight None
  • Synonym(s) Ethyl 3-(4-methylphenyl)-3-oxopropanoate
  • SMILES CCOC(=O)CC(=O)C1=CC=C(C)C=C1

Application

Ethyl 3-oxo-3-(p-tolyl)propanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted cyclohexanones and heterocyclic scaffolds via Claisen condensation and Michael addition reactions. Its α,β-unsaturated ketone functionality offers high reactivity in nucleophilic additions and conjugate functionalization, while the ethyl ester group supports subsequent transformations under standard conditions. Bench-stable and readily purified by distillation or crystallization, it functions effectively in multistep synthesis workflows requiring predictable regioselectivity and functional group compatibility.

Synthesis

  • Route1
    • 4'-Methylacetophenone, ≥95%|CS-1269192
      122-00-9
    • null|null
      105-58-8
    • ~90%
    • In-stock
      Ethyl 3-oxo-3-(p-tolyl)propanoate|CS-0042836
      27835-00-3

    References

    • Kumar, Satish; Namkung, Wan; Verkman; Sharma, Pawan K. Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 14 p. 4237 - 4244
  • Route2
    • null|null
      623-73-4
    • In-stock
      p-Tolualdehyde|CS-W013576
      104-87-0
    • ~83%
    • In-stock
      Ethyl 3-oxo-3-(p-tolyl)propanoate|CS-0042836
      27835-00-3

    References

    • Jeyakumar, Kandasamy; Chand, Dillip Kumar Synthesis, 2008 , # 11 p. 1685 - 1687
  • Route3
    • In-stock
      Ethyl acetoacetate|CS-0016216
      141-97-9
    • (1H-benzo[d][1,2,3]triazol-1-yl)(p-tolyl)methanone|CS-0331686
      59046-28-5
    • ~82%
    • In-stock
      Ethyl 3-oxo-3-(p-tolyl)propanoate|CS-0042836
      27835-00-3

    References

    • Katritzky, Alan R.; Wang, Zuoquan; Wang, Mingyi; Wilkerson, Chavon R.; Hall, C. Dennis; Akhmedov, Novruz G. Journal of Organic Chemistry, 2004 , vol. 69, # 20 p. 6617 - 6622

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   2.13092
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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