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CS-W001157 4
Total: USD 88.00

Dimethyl ethylmalonate

  • CAS No. 26717-67-9

  • Cat. No. CS-0204711
  • Purity≥98%
  • MDL No.MFCD00042839

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

Dimethyl ethylmalonate|CS-0204711

Structure of 26717-67-9

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General Information

  • CAS No. 26717-67-9
  • Cat. No. CS-0204711
  • Purity ≥98%
  • MDL No. MFCD00042839
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₂O₄
  • Molecular Weight 160.17
  • Synonym(s) propanedioic acid, 2-ethyl-, dimethyl ester
  • SMILES O=C(OC)C(C(=O)OC)CC

Description

Dimethyl ethylmalonate serves as a versatile synthon in organic synthesis, featuring a malonate ester core flanked by an ethyl group and two methyl esters. This configuration enables facile deprotonation and subsequent alkylation, delivering functionalized carboxylic acid derivatives under mild conditions. The compound exhibits excellent stability and solubility in common organic solvents, streamlining its integration into multistep reaction sequences.

Application

Dimethyl ethylmalonate serves as a versatile synthon in carbon-carbon bond formation, enabling efficient access to substituted malonic ester derivatives. Its α-methylene protons exhibit high acidity, facilitating deprotonation and subsequent alkylation under standard conditions. The molecule functions reliably in the synthesis of β-keto esters, heterocycles, and functionalized carboxylic acid precursors, with excellent bench stability and straightforward purification by distillation or column chromatography.

Synthesis

  • Route1
    • null|null
      75-03-6
    • ~78%
    • In-stock
      Dimethyl ethylmalonate|CS-0204711
      26717-67-9

    References

    • ur-Rahman; Beisler; Harley-Mason Tetrahedron, 1980 , vol. 36, # 8 p. 1063 - 1070
  • Route2

    References

    • Imamoto, Tsuneo; Hatajima, Toshihiko; Yoshizawa, Takeshi Tetrahedron Letters, 1994 , vol. 35, # 42 p. 7805 - 7808
  • Route3
    • null|null
      67-56-1
    • null|null
      623-43-8
    • ~%
    • In-stock
      Dimethyl adipate|CS-W016017
      627-93-0
    • null|null
      21307-96-0
    • In-stock
      Dimethyl ethylmalonate|CS-0204711
      26717-67-9

    References

    • Consiglio, Giambattista; Nefkens, Sylvia C. A.; Pisano, Carmelina; Wenzinger, Fritz Helvetica Chimica Acta, 1991 , vol. 74, # 2 p. 323 - 325

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   0.3586
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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