Diethyl malonate

Diethyl malonate
Names


IUPAC name Diethyl malonate
Preferred IUPAC name Diethyl propanedioate
Other names Diethyl malonate
Identifiers
CAS Number	105-53-3^Y
3D model (JSmol)	Interactive image
Abbreviations	DEM
Beilstein Reference	774687
ChEBI	CHEBI:391281^N
ChEMBL	ChEMBL177114^Y
ChemSpider	13863636^Y
ECHA InfoCard	100.003.006
EC Number	203-305-9
MeSH	Diethyl+malonate
PubChem CID	7761
RTECS number	OO0700000
UNII	53A58PA183^Y
CompTox Dashboard (EPA)	DTXSID7021863
InChI 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
Chemical formula	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)
Solubility in water	negligible
Acidity (pK_a)	14 16.37 (DMSO)
Magnetic susceptibility (χ)	−92.6·10⁻⁶ cm³/mol
Structure
Dipole moment	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). N verify (what is ^YN ?) Infobox references

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.