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CS-W001157 4
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Benzyl ethyl malonate

  • CAS No. 42998-51-6

  • Cat. No. CS-0151620
  • Molecule weight222.24
  • Purity≥97%
  • MDL No.MFCD00009194

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

Benzyl ethyl malonate|CS-0151620

Structure of 42998-51-6

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General Information

  • CAS No. 42998-51-6
  • Cat. No. CS-0151620
  • Purity ≥97%
  • MDL No. MFCD00009194
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄O₄
  • Molecular Weight 222.24
  • Synonym(s) propanedioic acid, ethyl phenylmethyl ester
  • SMILES CCOC(=O)CC(=O)OCC1=CC=CC=C1

Description

Benzyl ethyl malonate serves as a pivotal synthon in organic synthesis, featuring a benzyl-protected malonic ester core. This compound integrates readily into carbon–carbon bond-forming reactions, offering enhanced stability and solubility under standard conditions. Its dual ester functionality enables selective deprotonation and subsequent alkylation, facilitating access to substituted acetic acid derivatives with high efficiency.

Application

Benzyl ethyl malonate serves as a versatile diester building block in synthetic organic chemistry, enabling efficient construction of substituted acetic acid derivatives and heterocyclic scaffolds. Its bench-stable nature and compatibility with standard alkylation, condensation, and hydrolysis protocols facilitate reliable access to pharmaceutically relevant motifs. Functions as a key intermediate in the synthesis of α-substituted carboxylic acids and bioactive compounds via established multistep sequences.

Synthesis

  • Route1

    References

    • Journal of Catalysis, , vol. 279, # 2 p. 319 - 327
  • Route2
    • In-stock
      3-(Benzyloxy)-3-oxopropanoic acid|CS-0091017
      40204-26-0
    • null|null
      541-41-3
    • ~%
    • In-stock
      Benzyl ethyl malonate|CS-0151620
      42998-51-6

    References

    • Tetrahedron Letters, , vol. 26, # 12 p. 1573 - 1576
  • Route3
    • In-stock
      3-Ethoxy-3-oxopropanoic acid|CS-0016016
      1071-46-1
    • null|null
      501-53-1
    • ~%
    • In-stock
      Benzyl ethyl malonate|CS-0151620
      42998-51-6

    References

    • Tetrahedron Letters, , vol. 26, # 12 p. 1573 - 1576

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   1.683
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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