182 H. G. SMITH. 
L. G. Irby: 160 Ibs. of leaves and terminal branchlets gave 
55 0Z. of oil, equal to 0°214 per cent. 
The crude oil was reddish, owing to the action of phenolic 
constituents on the iron digester during the process of 
distillation, and it had a decidedly unpleasant odour remin- 
iscent of certain terpenes. Nearly 50 per cent. of the oil 
consisted of dextro-retatory pinene, whilst the less volatile 
fraction was composed largely of a sesquiterpene; cineole 
was also present in small amount. 
The specific gravity of the crude oil at 15° was 0°9172; 
optical rotation «, +8°4°; and refractive index at 19° 1°4856. 
On distillation, 46 per cent. came over at 153—170°; 26 
per cent. at 170 — 200°; and 18 per cent. at 240— 265°. These 
three fractions gave the following results :— 
Fraction. Sp. gr. at 15’. Ay. ne. 
153 —170° 0°8725 +15°6° 1°4723 
170 — 200 0°9104 +6°6 1°4800 
240 — 265 0°9477 er le 1°5133 
After redistillation, the first fraction yielded a nitroso- 
chloride melting at 103—104°, thus indicating the terpene 
to be pinene. Cineole, determined by the resorcinol method 
in the oil distilling below 200°, amounted to 9 per cent., 
calculated on the crude oil. The saponification number for 
the esters together with the free acid was only 5°5, so that 
esters were only present in small amount. Phenolic con- 
stituents were extracted from the crude oil by agitation 
with a5 per cent. aqueous solution of potassium hydroxide 
in the usual way. Only a very small quantity of a liquid 
product was thus obtained; this gave a persistent reddish 
colour with ferric chloride. Tasmanol, the liquid phenol 
of eucalyptus oils, gives a similar test. A small amount of 
an aldehyde was removed by shaking the phenol-free oil 
with a saturated solution of sodium bisulphite. The alde- 
hyde had an odour resembling that of cinnamic aldehyde, 
but the amount isolated was insufficient to allow of accurate 
