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
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)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 2
- HS Code
- 29171910
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.
N-Bromosuccinimide Price
- Product number
- 360899
- Product name
- Ethyl potassium malonate
- Purity
- 98%
- Packaging
- 25g
- Price
- $89
- Updated
- 2025/07/31
- Product number
- 360899
- Product name
- Ethyl potassium malonate
- Purity
- 98%
- Packaging
- 100g
- Price
- $224
- Updated
- 2025/07/31
- Product number
- M0975
- Product name
- Monoethyl Potassium Malonate
- Purity
- >98.0%(T)
- Packaging
- 25g
- Price
- $55
- Updated
- 2025/07/31
- Product number
- M0975
- Product name
- Monoethyl Potassium Malonate
- Purity
- >98.0%(T)
- Packaging
- 250g
- Price
- $218
- Updated
- 2025/07/31
- Product number
- M542530
- Product name
- Monoethyl Potassium Malonate
- Packaging
- 50g
- Price
- $375
- Updated
- 2021/12/16
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
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View Lastest Price from Ethyl potassium malonate manufacturers
- Product
- Ethyl potassium malonate 6148-64-7
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 50000KG/month
- Release date
- 2025-08-14
- 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
- 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