Ethyl potassium malonate

Base Information

• Chemical Name: Ethyl potassium malonate
• CAS No.: 6148-64-7
• Molecular Formula: C5H8KO4
• Molecular Weight: 170.206
• Hs Code.: 29171910
• European Community (EC) Number: 228-156-7
• Nikkaji Number: J21.759J
• Mol file: 6148-64-7.mol

Synonyms:Ethyl potassium malonate;6148-64-7;potassium 3-ethoxy-3-oxopropanoate;Potassium ethyl malonate;Monoethyl malonate potassium salt;Malonic Acid Monoethyl Ester Potassium Salt;Potassium monoethyl malonate;Monoethyl Potassium Malonate;ETHYL MALONATE POTASSIUM SALT;MFCD00035603;potassium;3-ethoxy-3-oxopropanoate;Propanedioic acid, monoethyl ester, potassium salt;EINECS 228-156-7;3-Ethoxy-3-oxopropanoic acid (potassium);C5H7KO4;potassium monoethylmalonate;Monoethyl malonate potassium;monopotassium ethyl malonate;SCHEMBL15423;potassium malonate ethyl ester;C5H8O4.K;Ethyl potassium malonate, 98%;ethyl malonate monopotassium salt;HY-Y1031A;AMY4053;potassium malonate monoethyl ester;potassium3-ethoxy-3-oxopropanoate;WVUCPRGADMCTBN-UHFFFAOYSA-M;C5-H8-O4.K;potassium 3-ethoxy-3-oxopropionate;CS-D1444;STR03893;monoethyl malonate monopotassium salt;NSC 20414;Potassium 3-ethoxy-3-oxo-propanoate;AKOS000278458;AKOS002793859;AKOS003245093;Potassium 3-(ethoxy)-3-oxopropanoate;Potassium 3-(ethyoxy)-3-oxopropanoate;3-ethoxy-3-oxopropanoate potassium salt;Malonic Acid Ethyl Ester Potassium Salt;BP-10086;SY004359;3-ethoxy-3-oxopropanoic acid potassium salt;FT-0626207;M0975;Malonic acid 1-potassium 3-ethyl ester salt;EN300-42060;malonic acid monoethyl ester monopotassium salt;J-521278;F3310-0342

Chemical Property of Ethyl potassium malonate

Chemical Property:

• Appearance/Colour: white crystals or powder
• Vapor Pressure: 0.0155mmHg at 25°C
• Melting Point: 194 °C (dec.)(lit.)
• Boiling Point: 237.2 °C at 760 mmHg
• Flash Point: 100.8 °C
• PSA: 66.43000
• LogP: -1.31050
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: Methanol (Slightly), Water (Slightly)
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 169.99814019
• Heavy Atom Count: 10
• Complexity: 123

Purity/Quality:

99% ^*data from raw suppliers

Monoethyl Potassium Malonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)[O-].[K+]
• Uses: Ethyl potassium malonate is used as a competitive inhibitor of the enzyme succinate dehydrogenase. It acts as a precursor to produce (trimethylsilyl)ethyl malonate, which is utilized to prepare beta-ketoesters by acylation. Further, it reacts with aryl nitriles to prepare beta-amino acrylates in the presence of zinc chloride and a catalytic amount of Hünig's base. In addition to this, it serves as an intermediate for the preparation of ethyl tert-butyl malonate. Ethyl potassium malonate (potassium ethyl malonate) may be used to generate (trimethylsilyl)ethyl malonate in situ, which can be acylated to prepare a variety of β-ketoesters or alkylidene malonates.

Technology Process of Ethyl potassium malonate

There total 4 articles about Ethyl potassium malonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

diethyl malonate (105-53-3) → ethyl potassium malonate (6148-64-7)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; Reflux;

Reference yield:

hydrogen ethyl malonate (1071-46-1) → ethyl potassium malonate (6148-64-7)

Guidance literature:

With potassium hydrogencarbonate; In dichloromethane; at 45 - 60 ℃;

Reference yield:

→ ethyl potassium malonate (6148-64-7)

Guidance literature:

upstream raw materials:

diethyl malonate

hydrogen ethyl malonate

Downstream raw materials:

succinic acid diethyl ester

(E)-2-Benzylcarbamoyl-3-(2-hydroxy-1,1-dimethyl-ethylamino)-acrylic acid ethyl ester

ethyl 3-(dimethylamino)-2-formylprop-2-enoate

(E)-2-Benzylcarbamoyl-3-ethoxy-acrylic acid ethyl ester

Refernces

• 1、 Quertenmont, Mathilde,Toussaint, Frédéric C.,Defrance, Thierry,Lam, Kevin,Markó, István E.,Riant, Olivier. "Continuous Flow Electrochemical Oxidative Cyclization and Successive Functionalization of 2-Pyrrolidinones". supporting information. p. 2631 - 2638. Retrieved 2021/11/24.
• 2、 Goodall, Iain,Lam, Kevin,Markó, István,Quertenmont, Mathilde,Riant, Olivier. "Kolbe Anodic Decarboxylation as a Green Way to Access 2-Pyrrolidinones". supporting information. . Retrieved 2020/03/04.