Phelps and Tillotson, Jr. — Cyanacetic Ester. 259 













Table 



I. 



















Hydrochloric 

 acid 



Malonic ester 





Cyanaceti 



ic 







, * — 



i 



a 



, 



No. 



ester 

 grm. 



ZnCl 2 

 grm. 



C 2 H 5 OH H 2 



mols. mols. 



cold 

 hr. 



hot 

 hr. 



Theory 

 grm. 



Found 

 grm. 



Per 



cent 













A 











U) 



50 



1 



5 



1 



4 



2 



67'61 



61-20 



90-5 



(2) 



50 



1 



5 



2 



4 



2 



67-61 



60-95 



90-1 



(3) 



50 



10 



5 







4 



3 



67-61 



64-59 



95*5 



(4) 



50 



10 



5 







4 







67-61 



64-88 



96-0 



(*) 



50 



10 



5 







5 

 B 



4 







67-61 



38*31 



56-6 



(1) 



50 







5 











70-80 



67-15 



94-8 



(2) 



50 







5 











2-5 



70-80 



66-05 



93-3 



(3) 



50 



10 



5 







4 



2 



70-80 



66-25 



93-5 













Table II. 











Cyan- 









Hydrochloric 

 acid 



Malonic ester 





No. 



acetic 



ester H 2 S0 4 

 grm. grm. 



C 2 H 5 OH 



mols. 



H 2 



mols. 



cold 

 hr. 



hot 

 hr. 



Theory 

 grm. 



Found 

 grm. 



Per 



cent 













A 











(1) 



50 



110 



4-5 



1 







3 



67-61 



52-00 



77-0 



(2) 



50 



2 



5 



1 



4 



2 



67-61 



63-72 



94-2 



(3) 



50 



2 



5 



1 



11 



5 



67*61 



63-30 



93-6 



(4) 



50 



2 



5 



2 



4 



2 



67-61 



61-85 



91-5 



(5) 



50 



2 



10 



2 



5 



2 



67-61 



55-84 



82-5 



(6) 



50 



2 



10 



2 



10 



2 



67-61 



59-64 



88-2 



(?) 



50 



4 



5 







4 







67-61 



64-96 



96-0 



(8) 



50 



4 



5 







4 



2 



67-61 



64-79 



95-8 



(9) 



50 



4 



5 



1 



4 



2 



67*61 



65-61 



97-0 



(10) 



50 



4 



10 



2 



8 

 B 



4 



2 



67-61 



57-22 



84-6 



(1) 



50 



4 



5 











70-80 



68-21 



96-3 



(2) 



50 



4 



5 







4 



2 



70*80 



66-92 



94-5 



(3) 



50 



4 



5 











2 



70-80 



Q4-82 



91-5 



wash waters were shaken out successively with two fresh por- 

 tions of ether. The combined ethereal solutions of the ester 

 were separated from low boiling imparities, distilled under 

 diminished pressure in the usual manner, and the ester 

 weighed. The malonic ester obtained was found to be pure, 

 since it showed no considerable variation in boiling point. 



In experiments (3) of series A and (3) of series B of Table 

 I, (8) of series A and (2) of series B of Table II, the filtration 

 and process of <esterification were omitted. Enough water was 



