Diethyl allylmalonate Chemical Properties

Boiling point:

222-223 °C(lit.)

Density 

1.015 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.431(lit.)

Flash point:

160 °F

storage temp. 

Store below +30°C.

form 

Liquid

pka

12.63±0.46(Predicted)

color 

Clear colorless to slightly yellow

Water Solubility 

Not miscible or difficult to mix with water.

BRN 

1709466

LogP

1.990 (est)

CAS DataBase Reference

2049-80-1(CAS DataBase Reference)

NIST Chemistry Reference

Propanedioic acid, 2-propenyl-, diethyl ester(2049-80-1)

EPA Substance Registry System

Propanedioic acid, 2-propenyl-, diethyl ester (2049-80-1)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

RIDADR 

NA 1993 / PGIII

WGK Germany 

3

TSCA 

Yes

HS Code 

29171990

MSDS

• Language:English Provider:Diethyl allylmalonate
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Diethyl allylmalonate Usage And Synthesis

Chemical Properties

clear colorless to slightly yellow liquid

Uses

Diethyl allylmalonate is an important intermediates in syntheses of vitamins B1 and B6, barbiturates, non-steroidal anti-inflammatory agents, other numerous pharmaceuticals, agrochemicals and flavors and fragrances compounds.

Preparation

Diethyl allyl malonate is obtained by reacting diethyl malonate with allyl bromide.
Under nitrogen atmosphere, to a 500 mL three-neck round bottom flask was added diethyl malonate (20 g), anhydrous potassium carbonate (43 g) and anhydrous CH3CN (200 mL). The reaction mixture was stirred at room temperature for 10 minutes, then allyl bromide (23 g) was slowly added to the reaction mixture at room temperature. The reaction mixture was heated to 80°C for 24 hours. The reaction mixture was cooled to room temperature and filtered through a bed of celite. The celite bed was washed with acetonitrile (100 mL) and the combined filtrates were concentrated to give diethyl allylmalonate (24 g) as a colorless liquid.

Synthesis Reference(s)

Chemistry Letters, 17, p. 291, 1988
The Journal of Organic Chemistry, 28, p. 504, 1963 DOI: 10.1021/jo01037a058

Diethyl allylmalonate (2049-80-1)Related Product Information

• Dimethyl succinate
• Diethyl phthalate
• Diethyl isopropylmalonate
• Diethyl bis(hydroxymethyl)malonate
• Tris(trimethylsilyl)phosphate
• Diethyl butylmalonate
• Diethyl benzylmalonate
• 2-AMINODIETHYLMALONATE
• Methyl acrylate
• Diethyl dipropylmalonate
• DIETHYL DIETHYLMALONATE
• Diethyl methylmalonate
• Diethyl phenylmalonate
• Diethyl chloromalonate
• DIETHYL DIMETHYLMALONATE
• Diethyl malonate
• Diethyl ketomalonate
• Diethyl ethylmalonate