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 3 



CO - CH 2 



II I 



C - CH 2 



I 



C0 2 C 2 H 5 



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

 is produced in much the larger quantities. Acetyltrimethylenecar- 

 boxylic ester, 



CH 3 



CO 



' CH 2 

 C<| 



I CH 2 

 C0 2 C 2 H 5 



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

 acetopropyl alcohol, (CH 3 CO) CH 2 CH 2 CH 2 OH, but upon being 

 heated it becomes acetopropyl anhydrid, CH 3 C : CHCH 2 , and acetyl- 



O CH 2 



trimethylene, 



CH 2 

 CH 3 CO - CH < I 



CH 2 



HAULER, A. AND A. HELD, 1887. 



Compt. rend. 104, 1627-1629 ; J. Chem. Soc. 52, 799. 



Cyanacetoacetic Ester. 



This substance obtained by James (J. Chem. Soc. 51, 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 CH 3 COCH (CN) CO 2 C 2 H 5 , not as James gave 

 it CH 2 (CN) COCH 2 CO 2 C 2 H 5 . 



