360899

Ethyl potassium malonate

98%

• Synonym(s): Monoethyl malonate potassium salt, Potassium monoethyl malonate
• Linear Formula: C₂H₅OCOCH₂CO₂K
• CAS Number: 6148-64-7
• Molecular Weight: 170.20
• Beilstein: 3721682
• EC Number: 228-156-7
• MDL number: MFCD00035603
• UNSPSC Code: 12352100
• PubChem Substance ID: 24862007
• NACRES: NA.22

Properties

• Assay: 98%
• form: solid
• mp: 194 °C (dec.) (lit.)
• SMILES string: [K+].CCOC(=O)CC([O-])=O
• InChI: 1S/C5H8O4.K/c1-2-9-5(8)3-4(6)7;/h2-3H2,1H3,(H,6,7);/q;+1/p-1
• InChI key: WVUCPRGADMCTBN-UHFFFAOYSA-M

Description

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.

Application

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves