— 70 — 
Ketone. The same fractions contain a ketone with a caraway- 
like odour, but this also in such small quantity, that we must content 
ourselves with mentioning the melting point of its semicarbazone. The 
derivative, crystallising from alcohol in glittering compact prisms, melts 
at 134° to 135°. Another body of the melting point 246° to 247°, 
which is also present, but in larger quantity, and only crystallises from 
water, may possibly in the course of further examination prove to be 
the hydrazodicarbonamide NHgCONH-NH-CONHgofThielei), 
which compound H. Rupe and W. Schlochoff^) have recently also 
found in producing the semicarbazide-semicarbazone. The values ob- 
tained by us on preliminary analysis do not quite agree with those 
required for it, but this may possibly be explained by an admixture 
of a second ketone semicarbazone; for, if the substance is heated with 
sulphuric acid, a peculiar orris-like odour is evolved. 
Base. For the purpose of obtaining this body, which is remarkable 
on account of its stupefying odour, and which was found in all the 
lower, and also in the sesquiterpene fractions of patchouli oil in a 
smaller or greater degree, we treated the portions boiling at 250^ to 
270° several times with 20 ^/q sulphuric acid. The base was liberated 
from the acid solution by means of soda and driven off with steam. 
It has a lower specific gravity than water, and is readily volatile with 
water vapour. The water oil appears to contain it in more abundant 
quantities than the normal oil. From a portion of 6 to 7 kilos of 
the first-named oil we abstracted about 10 gm. base. On purification of 
the latter though, it was found that the bulk of it had a higher specific 
gravity than water and had a less powerful odour than the first. 
Distillation in vacuo led to the following two fractions: 
80° to 130° and 135° to 140° (3 to 4 mm pressure). 
The first portion, amounting to 2 gm., yielded in absolute ethereal 
solution with dry hydrochloric acid a strongly hygroscopic, partly some- 
what greasy hydrochloride melting indistinctly at 105° to 115°. Its 
aqueous solution yielded with platinum chloride a well -crystallising 
platinum salt. Melting point 208°, after recrystallising 3 times from 
water. The salt dissolves with great difficulty in alcohol and ether. 
Platinum-determination and elementary analysis: 
0,2281 gm. of the substance yielded 0,3003 gm. CO2 and 0,0833 g"^- H2O. 
0,1585 „ „ „ „ „ 0,0427 „ Pt. 
Found: C = 35.90 Vo 
PI = 4,06 „ 
Pt =: 26,04 J' 
^) Liebig's Annalen 270 (1892), 44. 
^) Berliner Berichte 36 (1903), 4377. 
