— 52 — 
Geraniol was detected in a fraction of the oil boiling slightly 
above phenyl ethyl alcohol, and which had been esterified by means 
of phthalic acid anhydride. The geranyl diphenyl urethane produced 
from it showed the melting point of 8i°. 
As had already been the case with neroli oil, we also observed 
here, on saponifying a portion of the oil which did not react with 
phthalic acid anhydride, that ammonia was split off. Our assumption 
that a nitrile might be present here was confirmed by the fact that 
we succeeded in obtaining, during the fractional distillation of the 
non - saponified portion, an oil of the boiling point 225° to 232°, 
which had a characteristic odour, and showed the saponification 
number 84,2. 
During this saponification the occurrence of ammonia became 
particularly noticeable. We could at the same time detect in the 
saponification liquor phenyl acetic acid, identified by its melting point 
76°. From this it may be concluded with some degree of certainty 
that the fraction under consideration contained phenyl acetic acid 
nitrile. This body boils in the pure state at 231,7°. Hesse and 
Zeitschel^) already referred to this product in their work on neroli oil. 
Indol, which had already been found by the above-named chemists 
in the extract oil, could also be detected in the fractions boiling above 
90° (5 mm pressure) by means of the picric acid compound. The 
indol, separated from this with the help of sodium carbonate, and 
readily volatilised with steam, melted at 51°. The extract oil contains 
a higher percentage of this body, which possesses such an intensive 
odour, than neroli oil. 
We were also able to prove the presence in the extract oil of the 
nitrogenous substance of the melting point 159°, which had been 
detected by Hesse and ZeitscheP) in orange blossom water-oil. 
We obtained it after saponification of a fraction passing over between 
90° and 100°, by repeated extraction with ether of the acidified 
saponification liquors. The difficult solubility of the compound in 
ether may possibly be the cause that we only detected it in the saponi- 
fication liquor, contrary to the above-named chemists. The colourless 
laminae melted at 158*^. 
The portions of the oil boiling between 120° and 124° (5 mm 
pressure), from which the anthranilic acid ester and the bulk of indol 
had been removed, contained a ketone with a jasmine-like odour, 
to which we have already referred in our last Report ^^). Unfortunately 
the quantity of this fragrant body contained in the oil was so small, 
that a more detailed identification was not possible. As we found 
^) Journ. f. prakt. Chemie II. 66 (1902), 515. 
^) Journ. f. prakt. Chemie II. 66 (1902), 515. 
3) Report April 1903, 55- 
