Diethyl malonate

Diethyl malonate, also known as DEM, is the diethyl ester of malonic acid. It occurs naturally in grapes and strawberries as a colourless liquid with an apple-like odour, and is used in perfumes. It is also used to synthesize other compounds such as barbiturates, artificial flavourings, vitamin B1, and vitamin B6.

Diethyl malonate
Names
IUPAC name
Diethyl malonate
Preferred IUPAC name
Diethyl propanedioate
Other names
Diethyl malonate
Identifiers
3D model (JSmol)
Abbreviations DEM
774687
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.006
EC Number
  • 203-305-9
MeSH Diethyl+malonate
PubChem CID
RTECS number
  • OO0700000
UNII
  • InChI=1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3 Y
    Key: IYXGSMUGOJNHAZ-UHFFFAOYSA-N Y
  • InChI=1/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3
    Key: IYXGSMUGOJNHAZ-UHFFFAOYAC
SMILES
  • O=C(OCC)CC(=O)OCC
Properties
C7H12O4
Molar mass 160.17 g/mol
Appearance colourless liquid
Density 1.05 g/cm3, liquid
Melting point −50 °C (−58 °F; 223 K)
Boiling point 199 °C (390 °F; 472 K)
negligible
Acidity (pKa) 14
16.37 (DMSO)
Magnetic susceptibility (χ)
-92.6·10−6 cm3/mol
Structure
2.54 D (liquid)
Thermochemistry
285.0 J·mol−1·K−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Harmful (X), Flammable (F)
Flash point 93 °C (199 °F; 366 K)
Safety data sheet (SDS) Oxford University MSDS
Related compounds
Related compounds
Dimethyl malonate
Malonic acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references
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