Ethyl hydrogen malonate

Synonym(s):(Ethoxycarbonyl)acetic acid;3-Ethoxy-3-oxopropanoic acid;Ethyl hydrogen malonate;Ethyl malonate;Monoethyl hydrogen malonate

CAS NO.：1071-46-1
Empirical Formula: C5H8O4
Molecular Weight: 132.11
MDL number: MFCD00020490
EINECS: 213-992-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-20 11:41:24

What is Ethyl hydrogen malonate?

Chemical properties

Yellow liquid

The Uses of Ethyl hydrogen malonate

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.

The Uses of Ethyl hydrogen malonate

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.

What are the applications of Application

mono-Ethyl malonate is a reactant for preparation of tetramic acids

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

Properties of Ethyl hydrogen malonate

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
CAS DataBase Reference	1071-46-1(CAS DataBase Reference)

Safety information for Ethyl hydrogen malonate

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P271:Use only outdoors or in a well-ventilated area. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.