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CS-W001157 4
Total: USD 88.00

Diethyl isobutylmalonate

  • CAS No. 10203-58-4

  • Cat. No. CS-0151883
  • Purity≥98%
  • MDL No.MFCD00026869

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

Diethyl isobutylmalonate|CS-0151883

Structure of 10203-58-4

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General Information

  • CAS No. 10203-58-4
  • Cat. No. CS-0151883
  • Purity ≥98%
  • MDL No. MFCD00026869
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀O₄
  • Molecular Weight 216.27
  • Synonym(s) Propanedioic acid, 2-(2-methylpropyl)-, 1,3-diethyl ester
  • SMILES CCOC(=O)C(CC(C)C)C(=O)OCC

Description

Diethyl isobutylmalonate features a sterically hindered isobutyl substituent that enhances stability and reduces side reactions in enolate-mediated transformations. This bench-stable diester integrates efficiently into Michael additions and Mannich-type cyclizations, offering predictable regiocontrol under standard conditions.

Application

Diethyl isobutylmalonate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of substituted malonic ester derivatives. Its isobutyl group imparts enhanced steric bulk and stability, facilitating selective alkylation and subsequent decarboxylation to yield functionalized carboxylic acids. The compound exhibits excellent bench stability, tolerates a range of common functional groups, and simplifies purification in standard synthetic workflows. It functions reliably in the synthesis of pharmaceutically relevant scaffolds and heterocyclic systems through well-established enolate chemistry.

Synthesis

  • Route1
    • null|null
      78-77-3
    • null|null
      105-53-3
    • ~82%
    • In-stock
      Diethyl isobutylmalonate|CS-0151883
      10203-58-4

    References

    • Schulz; Sprung; Kroning Pharmazie, 1983 , vol. 38, # 5 p. 310 - 313
  • Route2
    • Diethyl 2-(2-methylpropylidene)malonate|CS-0210779
      5652-68-6
    • ~81%
    • In-stock
      Diethyl isobutylmalonate|CS-0151883
      10203-58-4

    References

    • Ines, Blanca; Palomas, David; Holle, Sigrid; Steinberg, Sebastian; Nicasio, Juan A.; Alcarazo, Manuel Angewandte Chemie - International Edition, 2012 , vol. 51, # 49 p. 12367 - 12369 Angew. Chem., 2012 , vol. 124, # 49 p. 12533 - 12536,4
  • Route3
    • Diethyl 2,2-dimethylcyclopropane-1,1-dicarboxylate|CS-0979765
      16783-05-4
    • ~%
    • In-stock
      Diethyl isobutylmalonate|CS-0151883
      10203-58-4
    • null|null
      104643-76-7

    References

    • Journal of Organic Chemistry, , vol. 51, # 23 p. 4391 - 4399

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 : 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   52.6
  • LogP   1.7749
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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