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CS-W001157 4
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Methyl 3-oxo-3-phenylpropanoate

  • CAS No. 614-27-7

  • Cat. No. CS-0019251
  • Purity≥95%
  • MDL No.MFCD00957180

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

Methyl 3-oxo-3-phenylpropanoate|CS-0019251

Structure of 614-27-7

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General Information

  • CAS No. 614-27-7
  • Cat. No. CS-0019251
  • Purity ≥95%
  • MDL No. MFCD00957180
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight None
  • Synonym(s) None
  • SMILES O=C(OC)CC(C1=CC=CC=C1)=O

Description

Methyl 3-oxo-3-phenylpropanoate features a conjugated ketone and ester system flanked by a phenyl group, enabling facile Michael addition and aldol-type cyclizations. This electron-deficient enone scaffold integrates readily into complex heterocycles and serves as a key building block in natural product synthesis and medicinal chemistry.

Application

Methyl 3-oxo-3-phenylpropanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted benzylated heterocycles and functionalized aromatic systems. Its α,β-unsaturated ketone motif facilitates Michael additions, aldol condensations, and transition-metal-catalyzed couplings. The ester group provides a handle for selective reduction or hydrolysis, while the phenyl substituent enhances stability and aids purification. This compound functions reliably in multistep syntheses requiring orthogonal reactivity and bench-stable intermediates.

Synthesis

  • Route1
    • In-stock
      Acetophenone|CS-0015982
      98-86-2
    • null|null
      616-38-6
    • ~96%
    • In-stock
      Methyl 3-oxo-3-phenylpropanoate|CS-0019251
      614-27-7

    References

    • Chemical Communications, , vol. 47, # 39 p. 11143 - 11145
  • Route2
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • null|null
      532-27-4
    • ~85%
    • In-stock
      Methyl 3-oxo-3-phenylpropanoate|CS-0019251
      614-27-7

    References

    • Synthesis, , # 3 p. 317 - 319
  • Route3
    • null|null
      93-58-3
    • null|null
      79-20-9
    • ~%
    • In-stock
      Methyl 3-oxo-3-phenylpropanoate|CS-0019251
      614-27-7

    References

    • Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, , vol. 147, p. 74 Bulletin de la Societe Chimique de France, , vol. <4> 3, p. 950

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   1.4324
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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