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Diethyl methylmalonate

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Diethyl methylmalonate Basic information

Product Name:
Diethyl methylmalonate
Synonyms:
  • RARECHEM AL BI 0301
  • Diethyl methylmalonate 99%
  • METHYLMALONIC ACID DIETHYL ESTER
  • DIETHYL METHYLMALONATE
  • DIETHYL 2-METHYLPROPANEDIOATE
  • 1,3-Diethyl 2-methylpropanedioate
  • Diethyl methylmalote
  • Methoxymalonic Acid Diethyl Ester
CAS:
609-08-5
MF:
C8H14O4
MW:
174.19
EINECS:
210-175-7
Product Categories:
  • Building Blocks
  • C8 to C9
  • Carbonyl Compounds
  • Chemical Synthesis
  • Esters
  • Organic Building Blocks
  • Pharmaceutical Intermediates
  • Cyanoacetic acid esters
  • Hydrocyanic acid derivatives
  • bc0001
Mol File:
609-08-5.mol
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Diethyl methylmalonate Chemical Properties

Boiling point:
198-199 °C (lit.) 78-80 °C/10 mmHg
Density 
1.022 g/mL at 20 °C (lit.)
refractive index 
n20/D 1.413(lit.)
Flash point:
170 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
1000mg/l
pka
13.13±0.46(Predicted)
form 
Liquid
Specific Gravity
1.013
color 
Clear colorless
PH
8 (1000mg/l, H2O, 20℃)
Water Solubility 
immiscible
BRN 
637028
InChIKey
UPQZOUHVTJNGFK-UHFFFAOYSA-N
LogP
1.256 (est)
CAS DataBase Reference
609-08-5(CAS DataBase Reference)
NIST Chemistry Reference
Propanedioic acid, methyl-, diethyl ester(609-08-5)
EPA Substance Registry System
Propanedioic acid, methyl-, diethyl ester (609-08-5)
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Safety Information

Safety Statements 
23-24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
29171990

MSDS

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Diethyl methylmalonate Usage And Synthesis

Chemical Properties

Colorless mobile liquid. Slightly soluble in water, soluble in alcohol and oils.

Physical properties

Colorless mobile liquid. Slightly soluble in water, soluble in alcohol and oils.

Uses

Diethyl methylmalonate is used as intermediate for the syntheses of pharmaceuticals, e.g. non-steroidal anti-inflammatory agents with 2-acrylpropionic acid structures acrylpropionic acid structure. It is also used in the flavour and fragrance industries. Product Data Sheet

Uses

Diethyl methylmalonate was used to investigate the effect of direct supplementation of the medium with di-ester of methylmalonate on erythromycin fermentation in Saccharopolyspora erythraea mutB strain.

General Description

Diethyl methylmalonate reacts with 2-cyclohexenone under abnormal Michael conditions form 2-(3-oxocyclohexyl)-2-cyclohexenone. It causes the alkylation of poly(chloromethylstyrene) during pahse transfer catalysis.

Synthesis

Diethyl methylmalonate is produced by the following method:1) by condensing Ethylpropionate with Diethyloxalate, followed by heating of the reaction product. 2) from Diethylmalonate plus Sodium and Methyl iodide.

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