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: 2025-12-29 14:06:09
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.
Definition
ChEBI: Monoethyl malonic acid is a dicarboxylic acid.
What are the applications of Application
mono-Ethyl malonate is a reactant for preparation of tetramic acids
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 | n |
| 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. |
Computed Descriptors for Ethyl hydrogen malonate
| InChIKey | HGINADPHJQTSKN-UHFFFAOYSA-N |
Ethyl hydrogen malonate manufacturer
JSK Chemicals
NSR Amino Organics
ASM Organics
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