* 107 ) 
substance it must consist entirely of the same. For the present, 
; however, I will abstain from stating the probable quantity thereof, 
but we may say that the rather high optical activity of the product 
supports this view and we might think of a substance of one of 
the following formulae. 
I II 
H H, 
H,C C - C H.C 
| \H H/ \ \ 
G — C — CH 8 or G 
H.C^ HC = GH Bj/ 
The high refraction and dispersion may be due to the presence 
of a trimethylene cycle in conjunction with a double bond. Both the 
action of- bromine and of hydrogen pointed, therefore, to the presence 
of a bicyclie terpene. Potassium permanganate at first forms a glycol 
the composition of which is probably C 10 H 18 0 2 . On oxidation or 
by the action of dilute acids, its aqueous solution becomes turbid 
with separation of an oil having a characteristic odour. By the action 
of potassium permanganate are formed also N considerable quantities 
of acids, among which a butyric acid and a non-volatile acid, which 
on oxidation- with hydrogen peroxide passes into an oxy-acid. Of 
the original hydrocarbon it may also be mentioned that it absorbs 
oxygen and gives with nitrous acid an oily nitrite. I cannot quite 
reject the idea that the hydrocarbon might be phellandrene mixed 
with a substance of low sp.gr. Moreover its constants agree very 
closely with a terpene which Semmler 1 ) has obtained from sabinene 
and with the p-terpinene of Wallach. Semmler considers his terpene 
as a representative of a new class of terpenes, which possess in 
their molecule a 5-cycle and two double bonds; a further research 
will follow. 
By the action of active copper, linalool is, therefore, dehydrated 
with closing of the ring. I also found another method in which 
the closing of the ring is avoided as much as possible. It consists 
in heating the alcohol (1 mol.) with phenylisocyanate (2 mols.) at 
140°—150°. A constant current of carbon dioxide is evolved while 
s-diphenylurea crystallises out. By distillation a hydrocarbon can be 
obtained of low sp. gr. (0,810). In odour it resembles myrcene and 
like this it may be reduced by sodium and alcohol to a hydrocarbon 
l ) Ber. 39, 4414 (1906) 
8 * 
C — CH, 
