ChemicalBook > CAS DataBase List > Ethyl potassium malonate

Ethyl potassium malonate

Product Name: Ethyl potassium malonate
CAS No.: 6148-64-7
Chemical Name: Ethyl potassium malonate
Synonyms: POTASSIUM ETHYL MALONATE;POTASSIUM MONOETHYL MALONATE;Monoethyl potassium malonate;ETHYL MALONATE POTASSIUM SALT;MALONIC ACID MONOETHYL ESTER POTASSIUM SALT;KEM;AKOS 310;VOSA-002;potassium maL;Kaliumethylmalonat
CBNumber: CB0149660
Molecular Formula: C5H7KO4
Formula Weight: 170.2
MOL File: 6148-64-7.mol

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Ethyl potassium malonate Property

Melting point:: 194 °C (dec.) (lit.)
storage temp.: Inert atmosphere,Room Temperature
solubility: Methanol (Slightly), Water (Slightly)
form: Powder or Cyrstals
color: White
PH: pH(50g/l, 25℃) : 5.5～8.0
Water Solubility: soluble
Sensitive: Hygroscopic
BRN: 3721682
InChI: InChI=1S/C5H8O4.K.H/c1-2-9-5(8)3-4(6)7;;/h2-3H2,1H3,(H,6,7);;
InChIKey: WVUCPRGADMCTBN-UHFFFAOYSA-M
SMILES: C(C(=O)O)C(=O)OCC.[KH]
CAS DataBase Reference: 6148-64-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-37/39
WGK Germany: 2
HS Code: 29171910

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 360899
Product name: Ethyl potassium malonate
Purity: 98%
Packaging: 25g
Price: $89
Updated: 2025/07/31

Sigma-Aldrich

Product number: 360899
Product name: Ethyl potassium malonate
Purity: 98%
Packaging: 100g
Price: $224
Updated: 2025/07/31

TCI Chemical

Product number: M0975
Product name: Monoethyl Potassium Malonate
Purity: >98.0%(T)
Packaging: 25g
Price: $55
Updated: 2025/07/31

TCI Chemical

Product number: M0975
Product name: Monoethyl Potassium Malonate
Purity: >98.0%(T)
Packaging: 250g
Price: $218
Updated: 2025/07/31

Usbiological

Product number: 165032
Product name: Monoethyl Potassium Malonate
Packaging: 1g
Price: $418
Updated: 2021/12/16

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Ethyl potassium malonate Chemical Properties,Usage,Production

Chemical Properties

white crystals or powder

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.

Uses

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.

General Description

Ethyl potassium malonate (potassium ethyl malonate) reacts with aryl nitriles in the presence of zinc chloride and a catalytic amount of Hünig′s base to yield β-amino acrylates. Ethyl potassium malonate is formed as an intermediate during the synthesis of ethyl tert-butyl malonate.

Synthesis

105-53-3

6148-64-7

Step 1: Add diethyl malonate (100g, 0.625mol) and anhydrous ethanol (400ml) to a 2 liter round bottom flask fitted with a magnetic stirrer. A solution of potassium hydroxide (35 g, 0.624 mol) in anhydrous ethanol (400 ml) was slowly added dropwise at room temperature. After the dropwise addition, the reaction mixture was continued to be stirred overnight. Subsequently, the reaction mixture was heated to reflux and then slowly cooled to room temperature. The first products were isolated by vacuum filtration through a large No. 2 sintered glass funnel and dried at room temperature for 1 hour. The filtrate was concentrated to about 500 ml and then cooled to room temperature to precipitate the second batch of crystals. Combining the two batches of product, the total yield was 97.7 g with 92% yield.

References

[1] Patent: WO2012/25861, 2012, A1. Location in patent: Page/Page column 20
[2] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 18, p. 4995 - 5010
[3] Angewandte Chemie - International Edition, 2011, vol. 50, # 19, p. 4470 - 4474
[4] Chemistry - A European Journal, 2003, vol. 9, # 17, p. 4222 - 4231
[5] Tetrahedron, 2012, vol. 68, # 9, p. 2113 - 2120

Ethyl potassium malonate Preparation Products And Raw materials

Raw materials

Preparation Products

2-MORPHOLIN-4-YL-PYRIMIDINE-5-CARBALDEHYDE Ethyl 2-chloropyrimidine-5-carboxylate ETHYL 2-HYDROXYPYRIMIDINE-5-CARBOXYLATE

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View Lastest Price from Ethyl potassium malonate manufacturers

Hebei Fengjia New Material Co., Ltd

Product: Ethyl potassium malonate 6148-64-7
Price: US $5.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10000
Release date: 2024-08-14

Hebei Chuanghai Biotechnology Co., Ltd

Product: Ethyl potassium malonate 6148-64-7
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 10 mt
Release date: 2024-11-19

Hebei Chuanghai Biotechnology Co., Ltd

Product: Ethyl potassium malonate 6148-64-7
Price: US $0.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 500000kg
Release date: 2024-10-31

6148-64-7, Ethyl potassium malonateRelated Search:

Potassium iodide Ethyl malonyl chloride Diethyl malonate Malonic acid Diethyl methylmalonate Potassium Acetate Potassium Citrate 3-tert-Butoxy-3-oxopropanoic acid Potassium 3-methoxy-3-oxopropanoate Ethyl hydrogen malonate Dimethyl malonate MONO-ETHYL SUCCINATE Ethyl Succinyl Chloride Diethyl ethylmalonate Potassium persulfate Potassium chloride Diisopropyl malonate TERT-BUTYL ETHYL MALONATE

AKOS 310

MALONIC ACID MONOETHYL ESTER POTASSIUM SALT

ETHYL POTASSIUM MALONATE

ETHYL MALONATE MONOPOTASSIUM SALT

ETHYL MALONATE POTASSIUM SALT

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KEM

MALONIC ACID MONOETHYL ESTER POTASSIUM

MALONIC ACID MONOETHYL ESTER POTASSIUM SALT 98+%

Ethylpotassiummalonate,98%

Monoethyl potassium malonate

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Ethyl potassium malo

ethoxycarbonyl-acetate

Kaliumethylmalonat

Malonic acid ethyl ester potassium salt

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potassium maL

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Ethyl potassiuM Malonate,PotassiuM Monoethyl Malonate

POTASSIUM MONOETHYL MALONATE

POTASSIUM ETHYL MALONATE

MONOETHYL MALONATE POTASSIUM

MONOETHYL MALONATE POTASSIUM SALT

Malonic Acid Monoethyl Ester Potassium Salt Ethyl Potassium Malonate Malonic Acid Ethyl Ester Potassium Salt Monoethyl Malonate Potassium Salt

Ethyl Malonic acid single potash

Ethyl potassium malonate 98%

Monoethyl malonate potassium salt for synthesis

MONOETHYL MALONATE POTASSIUM SALT FOR SY

ethylepotassium malonate, 98%

VOSA-002

MonoethylPotassiumMalonate&gt

Ethyl potassium malonate ISO 9001：2015 REACH

3-Ethoxy-3-oxopropanoic acid (potassium)

3-ethoxy-3-oxo-propanoic acid potassium salt

Potassium diethyl malonate

ETHYL HYDROGEN MALONATE POTASSIUM

Potassiumdimethylmalonate

Monoethyl Potassium Malote

6148-64-7

148-64-7

C5H7O4K

KO2CCH2CO2CH2CH3

C2H5OCOCH2CO2K

C5H7KO4

Building Blocks

Carbonyl Compounds

Carboxylic Acid Salts

Organic Building Blocks

Pharmaceutical Intermediates

bc0001

6148-64-7