204 F. R. MORRISON. 
laj> + 100°. The semicarbazone was prepared and after 
recrystallisation from alcohol melted at 207° ©. The 
terpene is therefore d-«-pinene. 
Determination of the Sesquiterpene.—That portion of 
the Gore Hill sample of oil distilling between 100 - 140° C. 
(principally 120—140° C.), and the higher boiling portion 
ofthe Waverley sample were allowed to stand over metallic 
sodium for a week, and repeatedly fractionated over that 
metal until a main fraction was obtained, which possessed 
the following characters :— 
Gore Hill—Boiling point 129—132° C.at 10 mm., specific 
gravity +3° C. 0°9218, optical rotation +6’, refractive index 
at 20° C, 1°5056. 
Waverley—Boiling Point 129 — 132° C. at 10 mm., specific 
gravity +2° OC. 0°9239, optical rotation - 2°1°, refractive 
index at 20° C. 1°5046. 
Preparation of the Hydrochloride.—s c.c, of the sesqui- 
terpene were dissolved in 10 c.c. of perfectly dry ether, the 
vessel placed ina mixture of ice and salt at — 20° O. and the 
solution saturated with dry hydrochloric acid gas. It was 
allowed to stand overnight, when crystals separated. On 
recrystallisation from alcohol they formed beautiful needles 
melting at 115-116° ©. 0°1162 gram dissolved in 10 c.c. 
chloroform gave optical rotation —0°65° [a], — 39°11. 
The sesquiterpene which gives a corresponding derivative 
with hydrochloric acid gas to that obtained as above, is 
cadinene which, according to Parry (Chemistry of Essential 
Oils, 2nd Edition, p. 73) possesses the following characters: 
Boiling point 272—275° OC. at atmospheric pressure. Specific 
gravity 0°9215. Refractive index 1°5065. Optical rotation 
—105°. Melting point of dihydrochloride 117 —118 C. and 
specific rotation in chloroform solution —37°. 
