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Diethyl 2-Ethyl-2-methylmalonate

Basic information Safety Supplier Related

Diethyl 2-Ethyl-2-methylmalonate Basic information

Product Name:
Diethyl 2-Ethyl-2-methylmalonate
Synonyms:
  • ethyl-methyl-malonicaciddiethylester
  • 2-Ethyl-2-methylmalonic Acid Diethyl Ester
  • Diethyl 2-Ethyl-2-methylmalonate
  • 2-Ethyl-2-methylpropanedioic acid diethyl ester
  • 2-Methyl-2-ethylmalonic acid diethyl ester
  • Butane-2,2-dicarboxylic acid diethyl ester
  • Methylethylmalonic acid diethyl ester
  • diethyl 2-isopropylmalonate
CAS:
2049-70-9
MF:
C10H18O4
MW:
202.25
EINECS:
218-070-8
Mol File:
2049-70-9.mol
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Diethyl 2-Ethyl-2-methylmalonate Chemical Properties

Boiling point:
62 °C0.35 mm Hg(lit.)
Density 
0.981 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.42(lit.)
Flash point:
198 °F
form 
clear liquid
color 
Colorless to Almost colorless
CAS DataBase Reference
2049-70-9(CAS DataBase Reference)
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Safety Information

WGK Germany 
1
HS Code 
2917198090

MSDS

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Diethyl 2-Ethyl-2-methylmalonate Usage And Synthesis

Uses

Diethyl 2-Ethyl-2-methylmalonate is a crucial compound that could be used as a pharmaceutical intermediate in pharmaceutical synthesis and scientific research.

Synthesis

To a stirred solution of 40.0 grams (0.23 mole) of diethyl 2-methylmalonate and 50.2 grams (0.46 mole) of bromoethane in 200 ml of dry dimethylformamide was added 79.5 grams (0.58 mole) of potassium carbonate. The resulting mixture was stirred at ambient temperature for 16 hours. A sample of the reaction mixture was subjected to analysis by vapor phase chromatography (VPC), which indicated the reaction had not gone to completion. An additional 50.2 grams of bromoethane was added and the reaction mixture stirred at ambient temperature for three days. VPC analysis indicated the reaction to be 80.9% complete. The reaction mixture was heated to 50° C. where it was stirred for one day. VPC analysis at this time indicated the reaction to be 88.8% complete. The reaction mixture was filtered and the filter cake washed with 200 ml of methylene chloride. The filtrate was diluted with 500 ml of methylene chloride and the combination washed with three portions of 500 ml each of water. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residual oil. The oil was distilled under reduced pressure to give 40.9 grams of diethyl 2-ethyl-2-methylmalonate; bp 109°-112° C./25 mm.

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