100 H. G. SMITH. 



substance especially on shaking and adding a few drops of water. 

 The bromide was then boiled repeatedly with water, with very 

 dilute potash solution, and with dilute alcohol. It was then purified 

 from chloroform, and as it did not form a well defined crystalline 

 compound it was again boiled with water and with dilute alcohol. 

 When cold it was a plastic mass, sufficiently hard to rattle like 

 shot in a bottle. It is of a yellowish-brown colour. It is exceed- 

 ingly soluble in chloroform and in ether, but difficultly soluble in 

 alcohol, and not at all if the alcohol be at all dilute. It melts at 

 55° to 56° 0.; the melting point was taken with minute spheres 

 on the surface of mercury; with the aid of a lens the exact melting 

 point was readily seen. 



A determination of the bromine in 0-2008 gram of the bromide 

 gave 0-2470 AgBr. = 0-1051 Br = 52-34 Br per cent. 

 C 10 H 16 Br 2 O requires 51*3 Br per cent. 



Eudesmol does not apparently form a nitrosochloride, as amyl 

 nitrite in acetic and hydrochloric acids failed to react, no crystals 

 being obtained even on long cooling to - 10° C. 



When eudesmol was treated with phenylhydrazine no alteration 

 of the original material took place. 



It was not possible to introduce other hydrogen atoms into the 

 eudesmol molecule by ordinary methods. When a solution in 

 alcohol was treated with sodium no alteration took place, the 

 regenerated material being identical with that taken. Several 

 other methods were tried but without effect. It appears, therefore, 

 that the oxygen atom is not ketonic, as eudesmol cannot be 

 reduced to an alcohol. This coincides with the known peculiarities 

 of eucalyptol as that substance does not apparently contain an 

 hydroxy 1 group, so that the remaining H 3 required to form 

 eucalyptol from eudesmol must be attached to the molecule of the 

 latter in another way. Alcoholic potash effects no alteration in 

 eudesmol even on boiling for a long time. 



Oxidation. 

 On heating eudesmol with dilute nitric acid, energetic action 

 took place with evolution of brown fumes, and rapid solution of 



