Diethyl Malonate
An ester, C7H12O4, 160.169 g/mol. Boiling point 200 °C, melting point -50 °C, as published. Appears in 96 documented reactions.
Identifiers
- Molecular formula
- C₇H₁₂O₄
- Molecular weight
- 160.169 g/mol
- Exact mass
- 160.073559 g/mol
- IUPAC name
- diethyl propanedioate
- CCOC(=O)CC(=O)OCC
- InChI=1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3
- IYXGSMUGOJNHAZ-UHFFFAOYSA-N
Measured properties
- Boiling Point
- 200 °C
- 199.00 to 200.00 °C. @ 760.00 mm Hg
- Melting Point
- -50 °C
- -50 °C
- Density
- 1.0551 g/cu cm at 20 °C
- Density (at 20 °C): 1.06 g/cm³
- Solubility
- In water, 20 g/L at 20 °C
- Miscible with ethanol, ether; very soluble in acetone, benzene
- Vapor Pressure
- 0.26 [mmHg]
- 0.19 mm Hg at 25 °C
- LogP
- log Kow = 0.96
- 0.96
- Flash Point
- 200 °F (93 °C) (open cup)
- 85 °C c.c.
Calculated properties
- Molecular weight
- 160.17 g/mol
- Exact mass
- 160.07355886 Da
- XLogP3
- 1
- Polar surface area
- 52.6 Ų
- Complexity
- 125
- H-bond donors
- 0
- H-bond acceptors
- 4
- logP
- 0.5027
- Topological polar surface area
- 52.6 Ų
- H-bond donors
- 0
- H-bond acceptors
- 4
- Rotatable bonds
- 4
- Molar refractivity
- 37.883 cm³/mol
- Fraction sp³ carbons
- 0.7143
- QED drug-likeness
- 0.4437
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 11
- Total atoms, hydrogen included
- 23
- Rings
- 0
- Aromatic rings
- 0
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Ester
Ether
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
96 documented reactions involve Diethyl Malonate, each with a written procedure and a source, and all of them are palladium-catalysed enolate arylation. A few are shown.
Palladium-catalysed enolate arylation
Palladium-catalysed enolate arylation · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Palladium-catalysed enolate arylation
Palladium-catalysed enolate arylation · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Palladium-catalysed enolate arylation
Palladium-catalysed enolate arylation · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Other names for it
The systematic name on this record is diethyl propanedioate.
The sources also call it Diethyl propanedioate, Ethyl malonate, Malonic ester, Propanedioic acid, diethyl ester, Carbethoxyacetic ester, Malonic acid, diethyl ester, Dicarbethoxymethane, 1,3-diethyl propanedioate, Ethyl propanedioate, Ethyl methanedicarboxylate, Methanedicarboxylic acid, diethyl ester.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Diethyl Malonate. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
1,8-Diazabicyclo(5.4.0)undec-7-ene
C₉H₁₆N₂, 152.241 g/mol.
1,4-Dioxane
used as a reactant
C₄H₈O₂, 88.106 g/mol.
1,2-Dimethoxyethane
used as a reactant
C₄H₁₀O₂, 90.122 g/mol.
1,3-Diethyl 2-(2,3,4,5-tetrafluorobenzoyl)propanedioate
formed as a product
C₁₄H₁₂F₄O₅, 336.237 g/mol.
(((1-Bromo-3-chloropropan-2-yl)oxy)methyl)benzene
used as a reactant
C₁₀H₁₂BrClO, 263.562 g/mol.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under D
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C7H12O4 in a calculation, with every element's contribution shown.
Molarity calculator
Grams of Diethyl Malonate for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.