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CS-W001157 4
Total: USD 88.00

Diethyl benzylmalonate

  • CAS No. 607-81-8

  • Cat. No. CS-W020389
  • Purity≥97%
  • MDL No.MFCD00009166

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

Diethyl benzylmalonate|CS-W020389

Structure of 607-81-8

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General Information

  • CAS No. 607-81-8
  • Cat. No. CS-W020389
  • Purity ≥97%
  • MDL No. MFCD00009166
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈O₄
  • Molecular Weight 250.29
  • Synonym(s) None
  • SMILES O=C(OCC)C(C(=O)OCC)CC=1C=CC=CC1

Description

Diethyl benzylmalonate serves as a versatile synthon in organic synthesis, featuring a benzylic carbon flanked by two ester groups. This structural motif enables facile deprotonation and subsequent alkylation, delivering access to functionalized carboxylic acid derivatives. The molecule exhibits robust stability under standard conditions and integrates smoothly into multistep transformations.

Application

Diethyl benzylmalonate serves as a versatile synthon in organic synthesis, enabling the construction of substituted acetic acid derivatives and heterocyclic scaffolds. Its malonate ester functionality undergoes facile alkylation at the α-position, followed by hydrolysis and decarboxylation to yield functionalized carboxylic acids. The benzyl group provides stability and facilitates purification, while the diester moiety exhibits excellent compatibility with standard synthetic protocols. This compound functions reliably in multistep sequences requiring controlled carbon-carbon bond formation.

Synthesis

  • Route1
    • null|null
      100-52-7
    • null|null
      105-53-3
    • ~82%
    • In-stock
      Diethyl benzylmalonate|CS-W020389
      607-81-8

    References

    • Xu, Yungen; Liu, Jinggen; Guo, Ting; Wang, Dechuan; Sun, Tianjiang; Lu, Hongguo Patent: US2009/275607 A1, 2009 ; Location in patent: Page/Page column 5-6 ;
  • Route2
    • null|null
      100-44-7
    • null|null
      105-53-3
    • ~80%
    • In-stock
      Diethyl benzylmalonate|CS-W020389
      607-81-8

    References

    • Szabo, G. T.; Aranyosi, K.; Csiba, M.; Toke, L. Synthesis, 1987 , # 6 p. 565 - 566
  • Route3

    References

    • Journal of Catalysis, , vol. 279, # 2 p. 319 - 327

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3082
Class : 9
Packing Group : Ⅲ
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

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Computational Chemistry Data

  • TPSA   52.6
  • LogP   1.9715
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   6

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