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.
Names | |
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IUPAC name
Diethyl malonate | |
Preferred IUPAC name
Diethyl propanedioate | |
Other names
Diethyl malonate | |
Identifiers | |
3D model (JSmol) |
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Abbreviations | DEM |
774687 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.003.006 |
EC Number |
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MeSH | Diethyl+malonate |
PubChem CID |
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RTECS number |
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UNII | |
CompTox Dashboard (EPA) |
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SMILES
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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 | |
Heat capacity (C) |
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).
Infobox references |
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