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CS-W001157 4
Total: USD 88.00

Ethyl 2-benzylidene-3-oxobutanoate

  • CAS No. 620-80-4

  • Cat. No. CS-W022652
  • Molecule weight218.25
  • Purity≥95%
  • MDL No.MFCD00521137

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

Ethyl 2-benzylidene-3-oxobutanoate|CS-W022652

Structure of 620-80-4

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General Information

  • CAS No. 620-80-4
  • Cat. No. CS-W022652
  • Purity ≥95%
  • MDL No. MFCD00521137
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₄O₃
  • Molecular Weight 218.25
  • Synonym(s) Ethyl α-Acetylcinnamate (mixture of isomers)
  • SMILES CC(/C(C(OCC)=O)=C\C1=CC=CC=C1)=O

Description

Ethyl 2-benzylidene-3-oxobutanoate features a conjugated enone system flanked by ester and benzylidene groups, enabling efficient Michael additions and Claisen condensations. This versatile scaffold integrates readily into complex heterocycles and natural product architectures under mild conditions.

Application

Ethyl 2-benzylidene-3-oxobutanoate serves as a versatile Michael acceptor and enone building block in synthetic organic chemistry. Its α,β-unsaturated carbonyl system enables efficient conjugate additions, Diels-Alder reactions, and heterocycle formation. The molecule exhibits bench stability, facilitates straightforward purification, and tolerates diverse functional groups—making it a practical reagent for constructing complex scaffolds in medicinal chemistry and natural product synthesis.

Synthesis

  • Route1
    • In-stock
      Ethyl acetoacetate|CS-0016216
      141-97-9
    • null|null
      100-52-7
    • ~94%
    • In-stock
      Ethyl 2-benzylidene-3-oxobutanoate|CS-W022652
      620-80-4

    References

    • Yi, Xiu-Chun; Huang, Meng-Xuan; Qi, Yan; Gao, En-Qing Dalton Transactions, 2014 , vol. 43, # 9 p. 3691 - 3697
  • Route2
    • null|null
      98516-48-4
    • null|null
      15301-37-8
    • ~92%
    • In-stock
      Ethyl 2-benzylidene-3-oxobutanoate|CS-W022652
      620-80-4
    • null|null
      95199-88-5

    References

    • Tetrahedron, , vol. 41, # 5 p. 913 - 918
  • Route3
    • null|null
      100-52-7
    • null|null
      36276-69-4
    • ~%
    • In-stock
      Ethyl 2-benzylidene-3-oxobutanoate|CS-W022652
      620-80-4

    References

    • Chemische Berichte, , vol. 31, p. 734

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   2.2221
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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