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D97754 Sigma-Aldrich

Diethyl malonate

ReagentPlus®, 99%

Synonym: Malonic acid diethyl ester

  • CAS Number 105-53-3

  • Linear Formula CH2(COOC2H5)2

  • Molecular Weight 160.17

  •  Beilstein Registry Number 774687

  •  EC Number 203-305-9

  •  MDL number MFCD00009195

  •  PubChem Substance ID 24894329

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Properties

Related Categories Building Blocks, C6 to C7, Carbonyl Compounds, Chemical Synthesis, Esters,
grade   ReagentPlus®
vapor density   5.52 (vs air)
vapor pressure   1 mmHg ( 40 °C)
InChI Key   IYXGSMUGOJNHAZ-UHFFFAOYSA-N
assay   99%
refractive index   n20/D 1.413(lit.)
bp   199 °C(lit.)
mp   −51-−50 °C (lit.)
density   1.055 g/mL at 25 °C(lit.)

Description

Packaging

1, 2.5 kg in poly bottle

500 g in poly bottle

25 g in glass bottle

Packaged in glass bottles

Application

Diethyl malonate was used to investigate Knoevenagel condensation reactions in microreactor using zeolite catalysts obtained by grafting amino groups onto NaX and CsNaX zeolites. It may be used in the synthesis of diethyl benzylidenemalonate by base catalyzed Knoevenagel condensation with benzaldehyde. It may be used in the synthesis of α-aryl malonates.

General description

Diethyl malonate is diethyl ester of malonic acid. Acylation of diethyl malonate using magnesium chloride and triethylamine is reported. K2CO3-catalyzed 1,4-addition reaction of diethyl malonate with various substituted 1,2-allenic ketones yields polyfunctionalized β,γ-unsaturated enones.

Legal Information

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Safety & Documentation

Safety Information

WGK Germany 
1
Flash Point(F) 
194 °F
Flash Point(C) 
90 °C

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Protocols & Articles

Articles

Knoevenagel Condensation Reaction

The Knoevenagel Condensation Reaction is a classic organic synthesis, described by Emil Knoevenagel in the 1890’s. The Knoevenagel reaction is a modified Aldol Condensation with a nucleophilic additi...
Keywords: Aldol condensation, C-C bond formation, Condensations, Dehydration reaction, Knoevenagel Condensation, Nucleophilic additions, Organic synthesis

Peer-Reviewed Papers
15

References

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