578 



Nor did an increase in the benzene from 4 c.c. to 8 c.c. change 

 the result. Found: 90.6 '/„. 



With this way of heating the cilronellal is also attacked more 

 extensively. 



Evidently the scientific investigators of the firm of Sohimmel & Co 

 only worked with mixtures of geraniol, citronellal and limonene. 

 As the following estimations show, results are obtained with mixtures 

 of geraniol and citronellal which differ l)ut little from the true values. 



Temperature 



of the 



water bath 



in degrees C. 



Quantity 



of phthalic 



anhydride 



used 



in grm. 



Quantity j Quantity of 

 I 

 of geraniol citronellal 



used used 



in grm. I in grm. 



Quantity of geraniol 

 found 



grm. 



% 



That the presence of the citronellal should lead to better esterifi- 

 cation of the geraniol is very improbable; since in the previous 

 experiments about 92 ° „ of the geraniol was esterified, the amount 

 of citronellal esterified in the last three estimations would be 0.032 

 grm., 0.095 grm. and 0.123 grm. respectively. 



It would appear from this that the amount of citronellal esterified 

 increases with that of the geraniol. The cause for the esterification 

 of citronellal in the presence of gei-aniol must be sought in the 

 formation of the acid |)lithalic ester of geraniol. Phthalic acid itself 

 has little eff"ect because it is only slightly soluble in benzene. It is 

 well known that citionellal is very sensitive to acids, being con- 

 vei-ted by them into isopulegol. 



In acetylating citronellal without sodium acetate the same pheno- 

 menon is observable when working with mixtures of acetic acid 

 and acetic anhvdride. 



