Diethylmalonic acid diethyl ester

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Structural formula
Structural formula of diethylmalonic acid diethyl ester
General
Surname Diethylmalonic acid diethyl ester
other names

3,3-Pentanedicarboxylic acid diethyl ester

Molecular formula C 11 H 20 O 4
Brief description

colorless liquid

External identifiers / databases
CAS number 77-25-8
EC number 201-016-2
ECHA InfoCard 100,000,925
PubChem 66165
Wikidata Q1223262
properties
Molar mass 216.28 g mol −1
Physical state

liquid

density

0.96 g cm −3

boiling point

230 ° C

solubility

miscible with most organic solvents, almost insoluble in water

Refractive index

1.4230 (20 ° C)

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Diethylmalonic acid diethyl ester is a derivative of malonic acid . It belongs to the class of the esters .

Extraction and presentation

Diethylmalonic acid diethyl ester is produced from malonic acid diethyl ester and ethyl bromide by the so-called malonic ester synthesis . Two moles of ethyl bromide are used per mole of diethyl malonate. Sodium ethanolate is used as the base .

properties

Diethylmalonic acid diethyl ester can be condensed with urea to give cyclic compounds . It is a preliminary stage in the production of barbital , a sleeping aid in the group of barbiturates .

Individual evidence

  1. ↑ a b c d data sheet Diethyl diethylmalonate, 98% at AlfaAesar, accessed on December 25, 2019 ( PDF )(JavaScript required) .
  2. ↑ a b c David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-242.

Web links