- 6g - 
saponification number 135. At ordinary pressure it commenced to 
boil at 157^, at 20 mm j^ressure at 65°. The vapours of the drops 
first passing over gave an intense cherry-red colour to a chip of pine 
wood moistened with hydrochloric acid (pyrrol reaction). A red colour 
of the portions boiling at 157 to 166°, produced with fuchsine and 
sulphurous acid, indicated that the fraction contained aldehyde. With 
a solution of aniline hydrochloride in aniline, the fraction showed an 
intense furfurol reaction. 
In order to remove this aldehyde, the first portions were treated 
with sodium until the latter no longer reacted upon them. The oil now 
boiling at 160 to 167° had the specific gravity 0,8503, the optical 
rotation — 13^2', and a pronounced pinene odour. It was however 
impossible, even after introducing a crystal of pinenenitroso chloride, to 
isolate from it a nitroso chloride of the melting point 103°, which 
would have proved the presence of pinene in this fraction. 
The absence of the pinene reaction may perhaps be explained 
by the fact that the oil contained comparatively little pinene, in con- 
sequence of the presence of other terpenes, such as camphene, 
limonene, etc. 
We were also unable to demonstrate with certainty the presence 
of 1-camphene in petitgrain oil, although in the various attempts made 
to convert the camphene in the fractions boiling at 160 to 170°, 
by means of glacial acetic and sulphuric acids, into isobornyl acetate 
and isoborneol (melting point 212°), the unmistakable odour of both 
bodies could always be recognised. In any case, the camphene- 
content was not sufficient for supplying the proof of its presence in 
the oil. 
For the test for dipentene, the portions of the higher terpene 
fractions, which came under consideration for this purpose, were freed 
from oxygenated compounds by repeated treatment with sodium. 
When the now only faintly active oil (aD = ~|-2^2 7') was bromin- 
ated, it yielded a crystalline product which, after recrystallisation 
from acetic ether, melted at 125°, and is therefore to be considered 
as the tetrabromide of dipentene. Other terpenes, such as terpinene 
or phellandrene, could not be detected in this fraction. 
The portions distilling under 7 to 8 mm pressure at 63,5 to 76^, 
showed in a marked degree the characteristic odour of petitgrain oil. 
Their low saponification number pointed to the presence of only 
infinitesimal quantities of ester. From the brisk action of sodium 
which already occurred in the cold, it could be concluded that 
the fractions consisted chiefly of an alcohol. We also succeeded 
in obtaining a derivative of this alcohol in the form of a solid ure- 
thane of the melting point 65°, after the oil had previously been 
