Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

6148-64-7 - Ethyl potassium malonate, 98% - Malonic acid monoethyl ester potassium salt - Monoethyl malonate potassium salt - A10720 - Alfa Aesar

A10720 Ethyl potassium malonate, 98%

CAS-Nummer
6148-64-7
Synonyme
Malonic acid monoethyl ester potassium salt
Monoethyl malonate potassium salt

Größe Preis ($) Menge Verfügbarkeit
25g 47,88
100g 134,40
500g 584,80
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

Ethyl potassium malonate, 98%

MDL
MFCD00035603
EINECS
228-156-7

Chemische Eigenschaften

Formel
C5H7KO4
Molmasse
170.21
Schmelzpunkt
ca 200° dec.
Sensitivität
Hygroscopic
Löslichkeit
Soluble in water.

Anwendungen

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.

Bemerkungen

Hygroscopic. Incompatible with strong oxidizing agents.

Literaturverweise

An improved method for acylation with acid chlorides utilizes the Rathke MgCl2-triethylamine reagent in acetonitrile or ethyl acetate to give ß-keto esters in very high yields: Synthesis, 290 (1993):

Compare Diethyl­ malonate, A15468 and Dimethyl­ malonate, A11007, for other applications of this technique. See also Ethyl­ hydrogen malonate, A12627.

Alternatively, ß-keto esters can be obtained in high yield by reaction with TMS chloride to generate ethyl trimethylsilyl malonate, followed by in situ reaction with acyl imidazoles or acyl chlorides in the presence of DBU: Tetrahedron Lett., 35, 9323 (1994).

Tancock, J.; Wirth, T. Selenium-Mediated Synthesis of Tetrasubstituted Naphthalenes through Rearrangement. Molecules 2015, 20 (6), 10866-10872.

Stasyuk, A. J.; Smoleń, S.; Glodkowska-Mrowka, E.; Brutkowski, W.; Cyrański, M. K.; Tkachenko, N.; Gryko, D. T. Synthesis of Fluorescent Naphthoquinolizines via Intramolecular Houben-Hoesch Reaction. Chem. Asian J. 2015, 10 (3), 553-558.

Weitere Referenzen

Beilstein
3721682
Harmonized Tariff Code
2917.19
TSCA
No

Empfohlen

Kürzlich angesehen

Chemikalien

Life science

Metalle und Stoffe

Katalysatoren

Forschungs- und Laborbedarf