The sodio derivatives of ethyl malonate (1930)
Type of ContentTheses / Dissertations
Degree NameMaster of Science
PublisherUniversity of Canterbury. Chemistry
Ethyl malonate belongs to the class of tautomeric compounds which exist in more than one structural form in equilibrium with one another. Ethyl malonate consists almost wholly of the ketonic form I. [Diagram] and contains not more than one .01 per cent of the enolic form (II.,) as determined by the bromine addition method. (Abs. A.C.S. 7, 1913. 2864-9). The dio-enolic form (III) is therefore likely to be present in minute quantity only (if at all) in the free ester. A reagent which reacts with the enolic form (II) would remove it from the equilibrium, and so cause a change of (I) into (II) and finally give rise to a derivative of the form (II). Thus by addition of one molecule of sodium ethoxide to one molecule of malonic ester in alcoholic solution, the mono sodio derivative in which one hydrogen is replaced by sodium is readily obtained. (Conrad Ber. 12, 1879. 750).
RightsCopyright A. E. Lorimer
Showing items related by title, author, creator and subject.
The reactions between phenyl chloroform and the sodio derivatives of ethyl malonate. Subsidiary thesis: The constitution of the natural gases of New Zealand Gray, C. M. (University of Canterbury. Chemistry, 1929)When chloroform is condensed with 2 mols. of ethyl disodio-malonate in alcoholic solution ethyl sodio-dicarbethoxy-glutacomate (I) is formed. (Conrad and Guthzeit, Ann. 222 256.) [diagram here]. Under the proper conditions ...
The alkaline hydrolysis of ethyl 1-naphthoate, ethyl 3-methyl-1-naphthoate and ethyl 4-methyl-1-naphthoate in ethanol-water Packer, J. E. (University of Canterbury. Chemistry, 1956)3-Methyl-1-naphthoic acid, a compound not previously known, has been prepared. The kinetics of the alkaline hydrolysis of ethyl 1-naphthoate, ethyl 3-methyl-1-naphthoate, and ethyl 4-methyl-1-naphthoate in ethanol-water ...
The alkaline hydrolysis of ethyl 5-nitro-1-naphthoate, ethyl 6-nitro-1-naphthoate and ethyl 4:5-dinitro-1-naphthoate in ethanol-water Murdoch, J. D. (University of Canterbury. Chemistry, 1956)Ethyl 5-nitro-1-naphthoate, ethyl 6-nitro-1-naphthoate, and ethyl 4:5-dinitro-1-naphthoate have been prepared and the kinetics of the alkaline hydrolysis of each of these esters, in 85% ethanol (85:15 ethanol-water, by ...