Diethyl diethylmalonate

Diethyl diethylmalonate or diethyl 2,2-diethylmalonate is a derivative of diethyl malonate. It can be used in the synthesis of barbital.[2]

Diethyl diethylmalonate
Diethyl diethylmalonate structure
Names
IUPAC name
diethyl 2,2-diethylpropanedioate
Other names
  • Diethyl diethylmalonate
  • Diethyl 2,2-diethylmalonate
.[1]
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.925 Edit this at Wikidata
EC Number
  • 201-016-2
UNII
  • InChI=1S/C11H20O4/c1-5-11(6-2,9(12)14-7-3)10(13)15-8-4/h5-8H2,1-4H3
    Key: ZKBBUZRGPULIRN-UHFFFAOYSA-N
  • InChI=1S/C11H20O4/c1-5-11(6-2,9(12)14-7-3)10(13)15-8-4/h5-8H2,1-4H3
  • CCC(CC)(C(=O)OCC)C(=O)OCC
Properties
C11H20O4
Molar mass 216.277 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Uses

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As being a diethyl malonate derivative, it can be combined with urea under the action of a strong base to form a barbiturate. In this case, diethyl diethylmalonate plus urea forms barbital under the action of sodium ethoxide.

 

References

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  1. ^ "Diethyl diethylmalonate". pubchem.ncbi.nlm.nih.gov.
  2. ^ "Synthesis of Barbiturates". www.erowid.org.