20 
appear to be present, but these two bodies could not be detected 
with sufficient certainty. 
Fraction c, when treated with phthalic anhydride, yielded an alco- 
holic mixture in which geraniol was present in preponderating quantity. 
In addition to this, benzyl alcohol could also be detected. The 
geraniol was converted into the diphenyl urethane ^) melting at 8 1 °, 
and the latter analysed. 
0,1315 g of the substance yielded o,38oogC02 and 0,0920 gHgO. 
Calculated for C23 Hgy N : Found : 
C = 79,05 per cent. 78,80 per cent. 
H = 7.75 7,77 
This proves the presence of geraniol in oil of cassie flowers. 
The fraction from which the geraniol had been removed reacted 
with bisulphite liquor, and yielded a small quantity of an aldehyde 
which on oxidation with dilute solution of potassium permanganate 
was converted into anisic acid (melting point 180°). This aldehyde 
proved to be anisic aldehyde, and it was found in larger quantity in 
the higher-boiling fractions. The analysis of the silver salt produced 
from the anisic acid gave the following results: 
0,1658 g yielded 0,0688 g Ag 
0,1272 „ „ 0,1720 „ CO2 and 0,0355 g 
Calculated for Cg O3 Ag : Found : 
C = 37,06 per cent. 36,88 per cent. 
H = 2,70 „ „ 3,10 „ „ 
Ag = 41,50 
On examining fraction d, there were found, in addition to eugenol 
which was removed by treatment, with soda liquor, as principal con- 
stituents eugenol methyl ether and anisic aldehyde; there were also 
proofs of the presence of a violet-ketone, perhaps ionone or irone. 
In order to obtain first of all the anisic aldehyde and other aldehydes 
and ketones, the fraction was treated with semicarbazide. The semi- 
carbazide-compound of anisic aldehyde thus obtained melted after 
recrystallisation from alcohol at 203° to 204°. The analysis gave the 
following values: 
I. 0,1736 g of the substance yielded 0,3564 g CO2 and 0,0944 g H2O 
IL 0,1622 „ „ „ „ „ 0,3326 „ CO2 „ 0,0866,, HgO 
Calculated for C9 Hj, ^ O2 N3 : Found : 
1. IL 
C = 55,99 per cent. 55,99 55,92 per cent. 
H = 5,70 „ „ 6,04 5,93 „ 
^) Erdmann and Huth, Journ. fiir prakt. Chemie II. 53 (1896) 45. 
