Substituted Aliphatic Acids. 



609 



Ester 



K((T) 



Ethyl acetate 



1-17 



Ethyl glvcol- 





late 



12-9 



Ethyl raethyl- 





oxy acetate. 



36-4 



Ethyl ethyl- 





oxy acetate. 



15-9 



Ethyl propyl- 





oxy acetate 



12-7 



Ethyl propio- 





nate. 



1-14 



Ethyl lac- 





tate 



14-6 



Ethyl glycer- 





ate 



9-02 



Ethyl alpha- 





ethyloxy 





propionate 



2-07 



Ethyl beta- 





ethyloxy 





propionate 



1-07 



Table III. — Summary. 



E 

 K(25°) k(aff)* Ester K(25°) k(aff)* 



6-56 -0018 Ethyl acetate 6*5 '0018 



Ethyl glycol - 

 65-3 M)152 late 75* '0152 



128' -0335 



Ethyl propio- 



64-8 '0234 nate _ 5*3 '00134 



Ethyl lac- 



52-1 tate 63*5 '0138 



Ethyl phenyl- 



5-94 -00134 acetate 12*4 -0056 



Eth} T l mande- 



63-7 -0138 late 66* '0417 



Ethyl raethyl- 

 5 7 3 -0228 oxy phenyl- 



acetate 23- '074 



Ethyl ethyl - 

 oxy phenyl- 



9-29 acetate __._. 15-7 '053 



Ethyl propyl- 

 oxy phenyl- 

 5-02 acetate .... 13*3 "049 



Discussion of Results. 



In the first part of the summary table are given the averages 

 of the series printed in full in Tables I and II. In addition 

 are stated the dissociation constants of some of the acids as 

 determined by Ostwald. The second part of the table contains 

 results taken from the paper of Findlay and Hickmans,f which 

 seem to be of interest in relation to onr work. The figures 

 in two cases do not agree, and this discrepancy is deserving of 

 slight discussion. Our constants for ethyl glycollate saponified 

 at twenty-five degrees are much lower than those of Findlay. 

 After a study of the possibilities of error in our method we are 

 of the opinion that Findlay's results, obtained by the conduc- 

 tivity method, may be the more accurate. We have not, how- 

 ever, been able to duplicate his results. In the other case, that 

 of ethyl propionate, we are convinced that Findlay's figure is 

 decidedly too low. Calculations from the results of Reicher,;}; 

 obtained at a lower temperature, indicate a value of 5*7 +. 

 Our value of 5 - 9 is nearer than that of Findlay, which is 5*3. 

 In addition we would say that it is probable that the figures for 



* Ostwald, Zeitschr. pliys. Chem., iii, 176. Findlay and. Turner, Jour. 

 Chem. Soc, xcv. 

 fLoc. eit. % Loc. eit. 



Am. Joub. Sci.— Fourth Series, Vol. XXXV, No. 210. -June, 1913. 

 43 



