Ethyl hydrogen malonate Chemical Properties

Melting point:

-13°C(lit.)

Boiling point:

106.5 °C/3 mmHg (lit.)

Density 

1.119 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.435(lit.)

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Sparingly)

pka

pK1:3.55 (25°C)

form 

Liquid

color 

Pale yellow

Water Solubility 

Miscible with water, chloroform and other solvents.

BRN 

1758845

InChIKey

HGINADPHJQTSKN-UHFFFAOYSA-N

CAS DataBase Reference

1071-46-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29171900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Ethyl hydrogen malonate Usage And Synthesis

Chemical Properties

Yellow liquid

Uses

Ethyl hydrogen malonate is used as a reactant for the preparation of tetramic acids through Dieckmann ring closure and organocatalytic decarboxylative Doebner-Knoevenagel reactions. It is involved in the acylation reactions and Knoevenagel condensation with aldehydes. It is also used in the preparation of gamma-lactones from olefins by intermolecular carbolactonization in presence of Mn(III) acetate as a catalyst.

Uses

Ethyl Hydrogen Malonate has been shown to impair brain mitochondrial succinate and malate transport. It is also found in the extract of Hericum erinaceus mushroom which shows antitumor effects in tumo r-bearing mice.

Definition

ChEBI: Monoethyl malonic acid is a dicarboxylic acid.

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 4, p. 417, 1963
Tetrahedron Letters, 26, p. 1411, 1985 DOI: 10.1016/S0040-4039(00)99058-0

Ethyl hydrogen malonate(1071-46-1)Related Product Information

• Diethyl ethylmalonate
• 2-Ethoxyethanol
• Ethanol
• Ethylparaben
• Hydrogen
• Ethyl potassium malonate
• Ethyl Succinyl Chloride
• Diethyl malonate
• Dimethyl malonate
• Diethyl chloromalonate
• Potassium 3-methoxy-3-oxopropanoate
• ISOXADIFEN-ETHYL
• Trinexapac-ethyl
• MONO-ETHYL SUCCINATE
• Ethyl acetate
• 2-AMINODIETHYLMALONATE
• Ethyl malonyl chloride
• Diethyl methylmalonate