VOLATILE OIL OF DAPHNANDRA AROMATICA. iB y5) 
grammes of ice until the permanganate was completely 
reduced. The liquid was then filtered from the manganese 
dioxide and evaporated to small bulk. Small amounts of 
neutral oxidation products were extracted with ether and 
the liquid then acidified with dilute sulphuric acid and 
again extracted with ether. 
On evaporation of the ether the remaining liquid 
(about 4 ces.) was identified as pinoniec acid by means of its 
semi-carbazone melting at 204° C, and pinene was therefore 
present in the fraction. 
The fraction (1) collected in the ammonia trap also 
consisted largely of pinene, but the presence of an aldehyde 
was indicated by Sehiff’s Reaction. Attempts were made 
to extract it by means of semi-carbazide hydrochloride, but 
the small amount of material obtained prevented purifica- 
tion of the resulting semi-carbazone. The irritating and 
unpleasant odour, however, would suggest identity with 
isovaleric or caproic aldehyde. 
da-Phellandrene.— Fraction (10) consisted largely of 
da-phellandrene. It was identified as such by means of its 
nitrosite prepared in accordance with the method described 
by Smith, Hurst, and Read (J.C.S. Transactions, 1923, 
1657). The resulting nitrosite melted at 120-121° C. 
Cineol.—The oil extracted by the resorein solution 
(described above) was recovered by distillation in steam, 
and found to consist almest exclusively of cineol. It was 
identified as such by its physical constants Sp. Gr. 9330, 
(N)po0 «1-458, as well as by its characteristic odour. 
Sesquiterpene.—It was evident from analysis that 
fraction (6) consisted largely of a sesquiterpene. It was 
refractionated and finally redistilled repeatedly (at the 
reduced pressure) over metallic sodium. B.P. 110-111°C 
(4 mms.) 146-148°C (24 mms.). 
(Found: C= 87-79%. Hi = 114%. C\.H,, requires 
C— 85) 259 EL). 
15:5 
15-5 
Sp. Gr. 
‘9106 (N) po 1°5012 (a)y + 2:7. 
Molecular refraction 66 (calculated 62-6 for Crdalss)e 
