ACETO ACETIC ESTER 89 



FREER, P. C. AND W. H. PERKIN, Jr., 1887. 

 J. Chem. Soc. 5'» 820-849 ; Am. Chem. J. 10, 446-457. 



Action of Ethylene Bromid on Sodium Derivatives of Acetoacetic 

 Ester 



Experiments with acetoacetic ester and ethylene bromid being 



repeated, it was found that two substances were produced, one as before 



described in Ber. 19, 2561 and the other having the formula 



CH, 



I 



CO - CH, 



II I 



C - CH3 



I 



CO2 C2 H5 



and being termed methyl-dehydropentone-carboxylic ester. The former 

 is produced in much the larger quantities. Acetyltrimethylenecar- 



boxj-lic ester, 



CH3 

 I 

 CO 



C<^l 

 I CH, 

 CO2 C2 H5 



(which is the one formerly described) when boiled with water gives 

 acetopropyl alcohol, (CH3 CO) CH^ CH^ CH^ OH, but upon being 



heated it becomes acetopropyl anhydrid, CH3 C : CHCH2, and acetyl- 



I I 



O CH2 



trimethylene, 



CH2 

 CH, CO - CH < I 



CH3 



HALLER, A. AND A. HELD, 1887. 



Compt. rend. 104, 162 7- 1629 ; J. Chem. Soc. 52. 799. 



Cyanacetoacetic Ester. 



This substance obtained by James (J. Chem. Soc. 5i» 287) is the 

 same as that obtained by the authors in 1882 (Compt. rend. 95» 235) by 

 the action of cyanogen chlorid on sodacetoacetic ester. The authors 

 give it the composition CH3 COCH (CN) CO2 C2 H5 , not as James gave 

 it CH2 (CN) COCH2 CO2 C2 H5 . 



