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Diethyl malate

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Diethyl malate Basic information

Product Name:
Diethyl malate
Synonyms:
  • 2-hydroxy-butanedioicaciddiethylester
  • Butanedioicacid,hydroxy-,diethylester
  • hydroxy-butanedioicacidiethylester
  • FEMA 2374
  • ETHYL-DL-MALATE
  • DIETHYL MALATE
  • DIETHYL DL-MALATE
  • DL-MALIC ACID DIETHYL ESTER
CAS:
7554-12-3
MF:
C8H14O5
MW:
190.19
EINECS:
231-444-5
Mol File:
7554-12-3.mol
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Diethyl malate Chemical Properties

Boiling point:
122-124 °C12 mm Hg(lit.)
Density 
1.128 g/mL at 25 °C(lit.)
refractive index 
1.4330 to 1.4360
FEMA 
2374 | DIETHYL MALATE
Flash point:
185 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Sparingly), Ethyl Acetate (Slightly)
pka
12.35±0.20(Predicted)
form 
clear liquid
color 
Colorless to Light yellow
Odor
at 100.00 %. brown sugar sweet wine fruity herbal
Odor Type
caramellic
JECFA Number
620
Dielectric constant
10.2(18℃)
LogP
0.23
EPA Substance Registry System
Butanedioic acid, hydroxy-, diethyl ester (7554-12-3)
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Safety Information

WGK Germany 
3
HS Code 
2918.19.9000

MSDS

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Diethyl malate Usage And Synthesis

Chemical Properties

Diethyl malate has a fruity odor with a pleasant herbaceous undertone. It is an ester of dicarboxylic acid

Occurrence

It exhibits two optically active isomers in addition to the optically inactive form; the most common is the l-isomer; reported present in the cultures of certain fungi (Rhizopus). Reported found in raspberry, cognac, malt whiskey, cider, sherry, white, red, port, sparkling, rose, strawberry and bilberry wines

Uses

Diethyl DL-Malate is used as a reagent in the synthesis of dicarboxylic nitroxyalkylamides and nitroxyalkylimides as anti-ischemic agents.

Definition

ChEBI: Diethyl malate is a malate ester obtained by the formal condensation of the two carboxy groups of malic acid with two molecules of ethanol respectively. It has a role as a metabolite.

Application

Diethyl malate is quite frequently used in flavour compositions, mainly for imitation Apples and Rum. The concentration in the finished consumer product may be about 20 to 25 ppm or up to 45 ppm in baked goods.

Preparation

The l-isomer can be prepared by esterification of the l-isomer of the acid with alcohol in the presence of HCl.

Synthesis Reference(s)

Synthesis, p. 138, 1982 DOI: 10.1055/s-1982-29718

Diethyl malate Preparation Products And Raw materials

Raw materials

Diethyl malateSupplier

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