158 



absent. Volatile aldehydes were pronounced, and these had a very objectionable 

 odour a character usual with this group of Eucalyptus oils. The odour 

 of the rectified oil was similar to those of the cineol-pinene oils generally. It 

 is a very fair commercial oil for pharmaceutical purposes, although the pinene is 

 a little too pronounced. 



The crude oil had specific gravity at 15 C. = 0-9119; rotation a lt + 8-90°; 

 refractive index at 20 = 1-4628.. and was soluble in 2 volumes 70 per cent, 

 alcohol. The saponification number for the esters and free acid was 12-3. 



On rectification a few drops of acid water and volatile aldehydes came 

 over below 167 C. (corr.). Between 167-173 , 18 per cent, distilled; between 

 173-194 , 72 per cent, distilled; the temperature then quickly rose to 250 with 

 only a few drops, while between 250-268 , 4 per cent, distilled. These fractions 

 gave the following results :— 



First fraction, sp. gr. at 15 C. - 0-8988; rotation a D + 13-5°; refractive 



index at 20° = 1-4596. 

 Second ,, „ ,, = 0-9118; rotation a D + 8-6°; refractive 



index at 20 = 1-4608. 

 Third ,, ,, ,, = 0-9256; rotation a D + 5-2°; refractive 



index at 20 = 1-4845. 

 The cineol was determined by the resorcinol method in the portion dis- 

 tilling below 194 C. and calculated for the crude oil ; the result was 68 per cent. 

 By the rapid phosphoric acid method it was 58 per cent, when calculated 

 for the crude oil. The rectified oil of this species is tinged yellow, as is usual 

 with most of the oils of this group. The indication from th's is that the pre- 

 dominant phenol is the crystallised one. 



The above analysis was published by us in the Proc. Roy. Soc, Tas- 

 mania, October, 1912. 



In September, 1913, material of this species was received for distillation 

 from Tingiringi Mountain, Southern New South Wales. The yield of oil was 

 i-i per cent. The oil was of an amber colour and had a rank odour, cough- 

 producing aldehydes being present in some quantity. In its general characters 

 the oil was similar to that from the species from Tasmania, with the exception 

 that the ester was present in greater amount and. the cineol a little less. 



The crude oil had specific gravity at 15 C. = 0-9082; rotation a D + 5-7°; 

 refractive index at 20 = 1-4612, and was soluble in 7 volumes 70 per cent, alcohol. 

 The saponification number for the esters and free acid was 52-5. 



On rectification 2 per cent, distilled below i6/°C. (corr.). Between 167-173 , 

 11 per cent, distilled; between 173-193 , 63 per cent, distilled, and between 

 244-268 , 16 per cent, distilled. These fractions gave the following results:— 



First fraction, sp. gr. at 15 C. — 0-8925; rotation a D + 14-1°; refractive 



index at 20 = 1-4536. 

 Second ,, ,. ,, = 0-9001 ; rotation a B + 7-8° ; refractive 



index at 20 = 1-4521. 

 Third ,, ,, ,, = 0-9318; rotation a B + 2-6°; refractive 



index at 20 — 1-4890. 

 The saponification number for the esters in the first fraction was 51-4, 

 and in the second 53-4, so that the ester is a low-boiling one. 



Another 100 c.c. of the oil was distilled to 190 C. ; the saponification 

 number for the ester in this was 57-2, so that practically the whole ester in 

 the oil was the low-boiling one, determined as the butyl-ester of butyric acid. 

 (See the article dealing with this substance.) 



