ACETO ACETIC ESTER I I9 



NEF, J. U., 1890. 



Ann. Chem. 258, 261-318, Am. Cheni. J. 12, 379-425 ; J. Chem. 



Soc. 58, 983. 



Tautomeric Compounds. 



In this article acetoacetic ester is considered and the author decides 

 that it is a tautomeric compound ; that the sodium derivative has the 

 sodium combined to oxygen, thus: CH3 CONa : CHCO2 C2 H5 , but 

 that the ester itself and its alkyl derivatives have the ketonic oxygen, 

 thus : CH3 COCHRCO2 R. By treating sodacetoacetic ester with 

 benzoyl chlorid two compounds were produced, the principal one was 

 monobenzoyl- acetoacetic ester and the minor one was dibenzoyl-aceto- 

 acetic ester. CH3COC (COCe Hs)^ CO2 C^ H5 , which has never been 

 prepared before. It is very unstable and cannot be distilled even in 

 vacuum. 



BEHREND, R. AND PAUL ERNERT, 1890. 



Ann. Chem. 258, 360-362; J. Chem. Soc. 58, 1240; Ber. 23, 643(C). 

 Condensation of Carbamid with Acetoacetic Ester. 



Carbamid condenses with sodacetoacetic ester to form a compound 

 C13 H22 N2 O7 Na 2 which is probably represented by the formula 



CH3 CH3 



CONa-HN-CO- NH-CONa 



I I 



CH2 CH2 



CO2C2H5 CO2C2H5. 



It melts at 165° and is decomposed by water. It is also decomposed, 

 by passing carbon dioxid into its alcohol solution, into carbamid, 

 acetoacetic ester and sodium ethyl carbonate, NaCa H5 CO3. 



