Zt 
ihe did nae rise any Rogenavs Pee ee 
Binder a pressure of 20 mm., it cane between 100 and 170°, leaving a thick, 
‘esinous residue. 
ae It contained traces of bodies oapnbltng ony and about 6 per cent. of compounds 
reacting with sodium disulphite. An inconsiderable part of these melted at 42°; b.p. 
bout 270° (d 1.151; n 1.551): The smell of this body recalled vanilla and eaten oil; 
its pee linaravirie ‘melted between 110 and bi2Zo) <The product proved to be idenbeae 
eis methylvanillin (dimethylprotocatechualdehyde), which for the sake of comparison 
as prepared from potassium vanillate, methyl alcohol and methyl iodide and likewise 
on a at 42°. The phenylhydrazone also showed the m.p. indicated above. A mixture 
° ‘synthetic and natural methylvanillin also melted at. 42°. 
if 
¥ - sodium bisulphite solution. 
In the form of esters were present: formic aia freerone with cerium etree. silver 
‘nitrate and mercury dichloride), butyric acid, valeric acid and Gayo acid. Their 
esence was established also by a microchemical method. 
As to terpenes, |-«-pinene was present (m.p. of: the hope hiehas = 1260), 
os - Furthermore, the oil contains an alcohol of an agreeable rose-like odour, identical 
vel probably with citronellol'). It reacts with calcium chloride and boils at 2250, 
d | 0.8848; the m. p. of the silver compound of the phthalic acid ester is 1240. Geraniol 
s also one of the constituents (diphenylurethane melting at LES, feel low dete the 
ai hor explains by an admixture of Citronellol). 
In the high-boiling fractions, ‘methyl-iso-eugendl occurs (m.p. of the Hibromide 101°). 
ph determiination ¢ of the methoxyl tevealed that the ‘proportion was 30.5 per cent. of the oil. 
pl 
“3 
. xs 
7s 
¥ 
rx 
Sc 
a 
iDeercss Oil. A cypress oil received from France via a neutral country did tae 
reflect any credit on its French manufacturer, for it was of an abominable quality. 
Contrary to the normal distillate, it was viscous, dark brown and had a resinous odour, 
which did not at all resemble that of true cypress oil. The constants were also far 
from normal, as the following comparison shows: Sa 
“a : Oil in question German destillates French destillates 
Mt se Oo hie fe OGLE 0.88 to 0.90 0.868 to 0.884 — 
DAR 299 20% ht A to gos 12 to age 
solubility in alcones 90 per ‘cent, . 03 vol... DOs MOIS. 4 to 7 vols. 
ged value... tse Ae ORO Che TO COMO up to 2 
ter eee else tat LP el, 429 EM 13 10 22 3 to 14 
~ Obviously, the product was strongly resinified tad it made the impression of a 
nixture of various remnants, which had been standing about for years and were 
abs Olutely spoiled. In consequence, even the rectification with steam did not lead to 
an oil fit for use. The constants then came somewhat nearer to the normal ones, but 
e smell was still unsatisfactory and conveyed the idea of considerable decomposition. 
What degree the resinification had reached, could be deduced from the fact that the 
ectification yielded only 50 per cent. We have not ascertained whether the oil was 
ee erated besides, but this is a minor detail, as it was unfit for use in any case. 
oa firm who supplied the Stuff did not admit frankly to our middleman that the oil 
as bad, but tried to waive the question by subterfuges meant to be scientific, but 
hi eh a were absolutely void. We have given the answer deserved. 
7 
BS tiocoe citronellol does not react with calcium chloride. 
It was possible also to isolate another aldehyde, most likely citral, with the aid igh 
