These data were obtained from leaves of the Eucalyptus 

 globulus gathered on the University Campus and 

 distilled with steam at a pressure of four pounds; 

 these leaves gave a total yield of oil corresponding to- 

 0.8 per cent of the total weight of the green leaves. 

 Baker and Smith have obtained yields as high as 

 0.918 per cent; this of course varies somewhat with the 

 season of the year. For the rest of our work, since 

 we wished to make our analysis as valuable as possible 

 commercially, we have used oil obtained from a com- 

 mercial still in- North Berkeley. This oil was obtained 

 from a grove of almost pure Globulus but containing 

 a sprinkling of other varieties and would more fairly 

 represent the average Californian oil than an absolutely 

 pure Globulus oil. 



This oil was fractionally distilled and the following 

 table shows the fractions obtained with the constants 

 of each. 



Fraction Temperature Percentage oil ^20 , ,20 



No. C. in each D20 D l J D 



.4485 15.25 



1 85-100 3.1 0.866 



2 100-155 0.8 0.885 



3... ... 155-165 6.5 0.887 



4 165-170 35.6 0.896 



5... 170-180 30.0 0.909 



6 180-190 11.1 0.921 



7 190 up 12.5 0.980 



.4606 20.11 



.4635 19.17 



.4635 16.00 



.4645 8.80 



.4675 3.81 



From the curves in Fig. II it will be seen that there 

 are at least four constituents in the oil: the first distils 

 between 85 and 155, the second between 155 and 

 170, the third between 170 and 180, and the fourth 

 above 180. 



BUTYRIC, ISOVALERIC, AND CAPRONIC ALDEHYDES 



In the fraction boiling below 155 C. the strong irri- 

 tating odor suggested the presence of aldehydes; on 

 redistillation this part was easily divided into three 

 fractions, the first distilling at 75-85, the second at 

 85-100, and the third at 100-140. The first of these 

 fractions readily formed an addition product with am- 

 monia which after recrystallization from alcohol 

 melted at 26-27 C. The second one also formed an 

 addition product with ammonia which after recrystal- 

 lization melted at 52-53. The first of these fractions 

 was undoubtedly butyric aldehyde, and the second 

 isovaleric aldehyde -since the ammonia addition prod- 

 ucts of these two aldehydes melt at 29, and 56, 

 respectively. The third fraction formed no addition 

 products with ammonia but the boiling point and other 

 physical properties indicated capronic aldehyde. A 

 quantitative analysis of the fresh oil, by the sodium 



(3) 



