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Diethyl malonate

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Identification
Molecular formula
C7H12O4
CAS number
105-53-3
IUPAC name
diethyl propanedioate
State
State

Diethyl malonate is typically a liquid at room temperature.

Melting point (Celsius)
-50.50
Melting point (Kelvin)
222.65
Boiling point (Celsius)
199.00
Boiling point (Kelvin)
472.15
General information
Molecular weight
160.17g/mol
Molar mass
160.1680g/mol
Density
1.0556g/cm3
Appearence

Diethyl malonate is a colorless liquid with a pleasant odor. It is often used as an intermediate in organic synthesis, particularly in the synthesis of barbiturates.

Comment on solubility

Solubility of Diethyl Propanedioate

Diethyl propanedioate, with the chemical formula C7H12O4, exhibits interesting solubility characteristics that are important for its applications in organic chemistry. This compound is primarily known for its moderate solubility in various solvents due to its molecular structure.

  • Polar solvents: Diethyl propanedioate shows good solubility in polar solvents, such as water and alcohols, due to the presence of ester functional groups in its structure.
  • Non-polar solvents: While it is less soluble in non-polar solvents, it can still dissolve to some extent, reflecting its moderate polarity.
  • Temperature effects: Solubility tends to increase with temperature, enabling better dissolution in higher temperature conditions.

The general trend in solubility can be summarized as follows:

  1. Soluble in polar solvents (e.g., water, ethanol)
  2. Partially soluble in non-polar solvents (e.g., hexane)
  3. Increased solubility with rising temperatures

In practice, when working with diethyl propanedioate, it is recommended to consider these solubility factors to ensure effective use in synthesis or reactions. As always, the context of your experiment may require adjustments based on the solubility profiles of the reacting materials.

Interesting facts

Interesting Facts about Diethyl Propanedioate

Diethyl propanedioate, commonly known as diethyl malonate, is an intriguing compound that garners attention for its unique properties and versatile applications in the world of chemistry. Here are some fascinating points to consider:

  • Synthetic Versatility: Diethyl propanedioate serves as an important building block in organic synthesis. It is widely used in the production of various pharmaceuticals, agrochemicals, and dyes.
  • Enhanced Reactivity: The presence of two ester groups makes diethyl propanedioate more reactive than simple esters. This reactivity allows it to undergo a variety of reactions, such as alkylation and decarboxylation.
  • Importance in the Malonic Ester Synthesis: This compound is a key participant in the malonic ester synthesis, which enables the formation of larger and more complex molecules. This method is crucial for the construction of carbon-carbon bonds in organic chemistry.
  • Biological Relevance: Diethyl propanedioate has garnered interest in the field of biochemistry due to its role in metabolic pathways, contributing to the study of Krebs cycle intermediates.
  • Unique Carbon Backbones: Compounds derived from diethyl propanedioate often have unique carbon frameworks, making them suitable for various applications, including the development of novel materials and biologically active compounds.

In summary, diethyl propanedioate is more than just a compound; it is a versatile tool that plays a pivotal role in organic chemistry and beyond. Whether for its synthetic applications or its intriguing contributions to biological processes, this compound continues to captivate scientists and students alike.

Synonyms
DIETHYL MALONATE
105-53-3
Diethyl propanedioate
Ethyl malonate
Propanedioic acid, diethyl ester
Malonic ester
Carbethoxyacetic ester
Dicarbethoxymethane
Malonic acid, diethyl ester
1,3-diethyl propanedioate
Ethyl propanedioate
Malonic acid diethyl ester
Ethyl methanedicarboxylate
Methanedicarboxylic acid, diethyl ester
Ethyl malonate (VAN)
FEMA No. 2375
NSC 8864
EINECS 203-305-9
MFCD00009195
propanedioic acid diethyl ester
CCRIS 9480
UNII-53A58PA183
AI3-00656
NSC-8864
Propanedioic acid, 1,3-diethyl ester
53A58PA183
DTXSID7021863
HSDB 8438
EC 203-305-9
NSC-136903
DTXCID701863
CAS-105-53-3
Malonic acid diethyl
dietyl malonate
malonic acid-diethylester
CH2(COOEt)2
Diethyl propanedioate, 9CI
SCHEMBL8636
ETHYL MALONATE [MI]
WLN: 2OV1VO2
DIETHYL MALONATE [FCC]
CHEMBL177114
DIETHYL MALONATE [FHFI]
FEMA 2375
Diethyl malonate, >=98%, FG
NSC8864
CHEBI:167785
STR00319
Tox21_201362
Tox21_302931
BBL027742
BDBM50502172
Diethyl malonate, analytical standard
s6208
STL281878
AKOS000118957
CS-W020637
FD12154
Diethyl malonate, ReagentPlus(R), 99%
NCGC00249033-01
NCGC00256502-01
NCGC00258914-01
DB-051013
Diethyl malonate, purum, >=97.0% (GC)
M0029
NS00001108
Diethyl malonate, puriss., >=99.0% (GC)
EN300-19208
D78522
Diethyl malonate, Vetec(TM) reagent grade, 98%
Q27887610
F1908-0063
Z104473166
PROPANEDIOIC ACID,DIETHYL ESTER (MALONIC ACID,DIETHYL ESTER)
InChI=1/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H
203-305-9