ACETO ACETIC ESTER 99 



BEYER, C. AND L. CLAISEN, 1888. 



Ber. 21, 1697-1705. 



Mixed Azo Compounds. 



In this article some azo compounds are described which are formed 

 from acetoacetic esters. 



GRIESS, P. AND Q. HARROW, 1888. 



Ber. 21, 2740-2743 ; J. Chem. Soc. 54, 13 13. 

 Action of Acetoacetic Ester on Hexamethylenetetramin. 



When acetoacetic ester acts on hexamethylenetetramin, (CH2)6N4, 

 in presence of zinc chlorid, littidin-di-carboxylic ester and hydro- 

 lutidin-di-carboxylic ester are formed. The latter, C5NHH2(CH3)2 

 (COaCzHjjz, melts at 170°, is neutral and is considerably decomposed 

 upon being distilled. Treated with hydrochloric acid it gives two pro- 

 ducts, the mono- and di-ethyl esters of lutidin-dicarboxylic acid. 



MICHAEL, A., 1888. 



J. prakt. Chem. '45.473-530; Am Chem. J. 10, 158-160; J. Chem. 

 Soc. 54, 1054 ; Ber. 21, 530 (C) ; Bull. Soc. chim. 50, 690. 



Constitution of Sodacetoacetic Ester. 



By the action of chlor-carbonic ester on sodacetoacetic ester, carb- 

 ethoxacetoacetic ester was produced which boils unchanged at 127° at 

 i7m.m. pressure. No sodium derivative of this could be prepared, con- 

 sequently it was considered to be an isomer of aceto-malonic ester, 

 which does easily form a sodium derivative, and its formation was 

 supposed to be thus :— CH3 CONa:CHC02C2H5 + ClC02C2H5=CH3CO 

 (CO2 C2 H5 ) : CHCO2 C2 H5 + NaCl. In the author's opinion acetoacetic 

 ester itself is a ketone. He gives as a formula for benzalacetoacetic 

 ester CH3 C : C " CO2C2H5 , which explains its loss of ketone properties 



O— CHC6H5 

 and to explain the reactions between bodies analogous to acetoacetic 

 ester such as levoliuic acid, CH3 COCH2 CH2 CO2 H, and acetyl chlorid, 



he supposes an addition product thus : — 



--O— COCH3 



CH3 CO - - - etc. +CH3 C0C1 = CH3— C etc. 



^Cl 



