Merck
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D97754

Sigma-Aldrich

Diethyl malonate

ReagentPlus®, 99%

Synonym(s):
Malonic acid diethyl ester
Linear Formula:
CH2(COOC2H5)2
CAS Number:
Molecular Weight:
160.17
Beilstein:
774687
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

vapor density

5.52 (vs air)

vapor pressure

1 mmHg ( 40 °C)

product line

ReagentPlus®

assay

99%

form

liquid

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.)

SMILES string

CCOC(=O)CC(=O)OCC

InChI

1S/C7H12O4/c1-3-10-6(8)5-7(9)11-4-2/h3-5H2,1-2H3

InChI key

IYXGSMUGOJNHAZ-UHFFFAOYSA-N

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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.

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.

Packaging

1, 2.5 kg in poly bottle
25 g in glass bottle
500 g in poly bottle
Packaged in glass bottles

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

199.4 °F - closed cup

Flash Point(C)

93 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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