Diethyl isobutylmalonate

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Diethyl isobutylmalonate Basic information
Synthesis
Product Name:Diethyl isobutylmalonate
Synonyms:(2-methylpropyl)-propanedioicacidiethylester;Diethyl 2-isobutylmalonate;Ethyl 2-carbethoxy-4-methyl pentanoate;Ethyl isobutyl malonate;Malonic acid, isobutyl-, diethyl ester;Propanedioic acid, (2-methylpropyl)-, diethyl ester;ISOBUTYLMALONIC ACID DIETHYL ESTER;DIETHYL ISOBUTYLMALONATE
CAS:10203-58-4
MF:C11H20O4
MW:216.27
EINECS:233-504-6
Product Categories:Pharmaceutical Intermediates
Mol File:10203-58-4.mol
Diethyl isobutylmalonate Structure
Diethyl isobutylmalonate Chemical Properties
Boiling point 110-112°C 10mm
density 0,97 g/cm3
refractive index 1.4220
Fp 225°C
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Oil
pka13.01±0.46(Predicted)
Specific Gravity0.97
color Clear Colourless to Pale Yellow
BRN 1103030
CAS DataBase Reference10203-58-4(CAS DataBase Reference)
NIST Chemistry ReferenceDiethyl-iso-butyl malonate(10203-58-4)
EPA Substance Registry SystemPropanedioic acid, (2-methylpropyl)-, diethyl ester (10203-58-4)
Safety Information
Safety Statements 24/25
RTECS TY1850200
TSCA TSCA listed
HS Code 38220090
MSDS Information
ProviderLanguage
ALFA English
Diethyl isobutylmalonate Usage And Synthesis
Synthesis

Synthetic route of diethyl isobutylmalonate

At room temperature, 320 g (2.00 mol) of diethyl malonate was added to a sodium ethoxide solution obtained from 46.0 g (2.00 mol) of sodium ethoxide and 1000 cm³ of anhydrous ethanol. The resulting mixture was stirred at room temperature for 30 minutes, and then 274 g (2.00 mol) of isobutyl bromide was added. The resulting mixture was refluxed for 5 hours, and then the ethanol was evaporated. 1500 ml of cold water and 500 ml of ethyl acetate were added to the cooled residue. The organic layer was separated, dried with Na₂SO₄, and then evaporated to dryness.

The residue was fractionally distilled to give 357 g of a colorless liquid with a boiling point of 177-187 °C/220 mmHg. The product contained approximately 10% diethyl isobutylmalonate.
UsesDiethyl Isobutylmalonate is used as a reagent in the synthesis of quinoline-based zinc metallo-aminopeptidase inhibitors which have antimalarial activity.
Diethyl isobutylmalonate Preparation Products And Raw materials
Preparation Productsmethyl 4-methyl-2-methylenepentanoate
Tag:Diethyl isobutylmalonate(10203-58-4) Related Product Information
Ethylene glycol diethyl ether Diethyl isopropylmalonate Diethyl bis(hydroxymethyl)malonate Tris(trimethylsilyl)phosphate Diethyl phenylmalonate Diethyl methylmalonate Ethyl malonyl chloride Diethyl dipropylmalonate Diethyl benzylmalonate Diethyl allylmalonate Diisopropyl malonate Diethyl ketomalonate Methyl acrylate Diethyl dibutylmalonate 2-Aminodiethylmalonate Diethyl dimethylmalonate Diethyl diethylmalonate Diethyl butylmalonate