The cineol was determined by the resorcinol method in the first fraction) 

 when calculated for the crude oil the resull wa 11 pei cent. 



For the determination and identification oi the low-boiling constituents 

 in tlic oil "I this species another portion was distilled. The oil which came over 

 below [85 C was added to thai >>l the firsl distillation, and the whole refra< donated, 

 using a rod and disc stillhead. Although commencing to distil a1 157 . yel only 

 7 per cent, came over below r.70 C. corr. ; but at 17; . ;8 pei cent, had distilled. 

 The three fractions were separated as follows : 157 1 73°, 38 per cent. ; 17.; 175, 

 ;i per cent.; E75 17') . 15 percent.; residue boiling above 17c) , 16 per cent. 

 The fractions and residue gave the following results : 



Firsl fraction, sp. gr. at 15 C. = 0-8647; rotation </„ 4-5 ; refractive 



index at 20° = 14777. 

 Second .. .. ., = 0-8676; rotation a, 6-4 ; refractive 



index at 20° = 1-4806. 

 Third ,, .. ,, = o-S7i4; rotation a„ - 7-2°; refractive 



index at 20° = 1-4812. 

 Residue ., ,, = 0-9063; rotation a B -17-8°; refractive 



index at 20° = 1-4880. 

 It was thus evident that the amount of pinene could be but small, and that 

 it was either inactive or slightly kevo-rotatory. The high refractive index, and 

 low specific gravity, suggests the presence oi cymene. Phellandrene was detected 

 ill all three fractio LS 



Cineol was also detected in all three fractions, and as this constituent was 

 small in amount it was removed by agitating each fraction with 50 per cent, 

 resorcinol and the uncombined portions washed and dried. The influence of 

 the cineol is shown from the following figures, when compared with those given 

 above : — 



Firsl traction, sp. gr. at 15° ('. = 0-8613; refractive index at 20 = 1-4805. 

 Second .. .. „ = 0-864(1; refractive index at 20° = 1-4842. 



Third ,. ,, ,, — 0-8667; refractive index at 20° = 1-4856. 



( ymene. The determination of the results a- recorded above suggested 

 the presence oi cymene, and to arrive at the identity oi this hydrocarbon, the 

 fraction of the rectified oil, thought to contain cymene in greatest quantity, was 

 oxidised by an aqueous solution of potassium permanganate (12 grams KMnO, 

 m 330 grams water), as suggested by Wallach; about 2 grams of oil at the time 

 were added, and the solution heated on a rapidly boiling water-bath. When the 

 reaction was completed the precipitate was filtered off, the filtrate evaporated 

 to dryness, the salt boiled out by alcohol, evaporated to small bulk, water added 

 and acidified with sulphuric acid. The separated acid was purified from alcohol; 

 11 then melted at 155 156° C. From the method of formation, and it -. melting 

 point, there seem- little doubt but that the acid formed was p-ox\ isopropylbenzoic 

 acid. This result, together with other factors, indicates the presence oi p-cymene 

 in some quantity in the oil of E. rostrata. 



It will thus be seen that this oil differs entirely from thai derived from 

 its variety l><>re(ilis. 



(For the determination of the aromadendral sec tlie article iii this work 

 on "Thecyclh aromatic aldehydes occurring in Eucalyptus oils.") 



