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CS-W001157 4
Total: USD 88.00

Diethyl 2-(2-oxopropyl)succinate

  • CAS No. 1187-74-2

  • Cat. No. CS-0020013
  • Molecule weight230.26
  • Purity≥98%
  • MDL No.MFCD00071579

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

Diethyl 2-(2-oxopropyl)succinate|CS-0020013

Structure of 1187-74-2

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General Information

  • CAS No. 1187-74-2
  • Cat. No. CS-0020013
  • Purity ≥98%
  • MDL No. MFCD00071579
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₈O₅
  • Molecular Weight 230.26
  • Synonym(s) (2-Oxopropyl)butanedioic acid diethyl ester; Diethyl acetonylsuccinate; Diethyl acetonyl succinate
  • SMILES O=C(OCC)C(CC(C)=O)CC(OCC)=O

Description

Acrolein diethyl acetal is a reagent used for the synthesis of a variety of compounds, including cinnamaldehydes.

Application

Diethyl 2-(2-oxopropyl)succinate serves as a versatile synthon in organic synthesis, enabling efficient construction of substituted cyclohexanones and other carbocyclic scaffolds via intramolecular aldol cyclization. The molecule combines a β-keto ester functionality with a pendant ketone, facilitating tandem enolate formation and ring closure under mild basic conditions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthesis workflows in medicinal chemistry and natural product total synthesis.

Synthesis

  • Route1
    • null|null
      65700-06-3
    • In-stock
      Diethyl succinate|CS-0015811
      123-25-1
    • ~62%
    • In-stock
      Diethyl 2-(2-oxopropyl)succinate|CS-0020013
      1187-74-2

    References

    • Jaouhari, Rabih; Maillard, Bernard; Filliatre, Claude; Villenave, Jean-Jacques Synthesis, 1982 , # 9 p. 760 - 763 Title/Abstract Full Text Show Details Lalande, Robert; Filliatre, Claude; Villenave, Jean-Jacques; Jaouhari, Rabih Helvetica Chimica Acta, 1984 , vol. 67, # 17 p. 149 - 159
  • Route2
    • null|null
      1187-16-2
    • ~%
    • In-stock
      Diethyl 2-(2-oxopropyl)succinate|CS-0020013
      1187-74-2

    References

    • Bulletin de la Societe Chimique de France, , p. 139 - 143
  • Route3
    • null|null
      64-17-5
    • null|null
      1188-20-1
    • ~%
    • In-stock
      Diethyl 2-(2-oxopropyl)succinate|CS-0020013
      1187-74-2

    References

    • Bulletin de la Societe Chimique de France, , p. 139 - 143

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   69.67
  • LogP   1.098
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   7

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