90 



received from Laggan, near Crookwell, New South Wales. It was thought 

 desirable, therefore, to obtain material for distillation. 



Through the kindness of Mr. Farrell leaves and terminal branchlets for 

 distillation were received from Monga, New South Wales, in June, igio. 



The yield of oil was o-g per cent. The crude oil was of a dark orange- 

 brown colour, due to the action of the phenols on the iron removed from the still 

 in the process of distillation. It contained much cineol, and dextro-rotatory 

 pinene was also present in some quantity; but phellandrene was absent. The 

 aldehydes were pronounced, benzaldehyde being detected by the odour. 



A portion of the oil was agitated with dilute soda solution until the phenols 

 were absorbed ; the alkaline solution was separated, washed with ether, acidified, 

 and the phenols prepared in the ordinary way. The amount of phenols in the 

 crude oil was thus shown to be 0-46 per cent. ; tasmanol was readilv detected 

 by the characteristic reaction with ferric chloride, although the principal phenol 

 was australol. 



The crude oil from which the phenols had been removed had specific 

 gravity at 15° C. = 0-9141 ; rotation a D + 6-2°; refractive index at 20 = 1-4655, 

 and was soluble in i-6 volumes 70 per cent, alcohol. The saponification number 

 for the esters was 3*4. 



On rectification, 1 per cent, distilled below 168 C. (corr.). Between 

 168-172 , 20 per cent, distilled; between 172-193 , 62 per cent, came over, and 

 between 193-204 , 6 per cent, distilled, leaving n per cent, as residue. These 

 fractions gave the following results : — 



First fraction, sp. gr. at 15 C. = 0-9044; rotation a B + io°; refractive 



index at 20° = 1-4612. 

 Second ,, ,, ,, = 0-9094; rotation a + 7-1°; refractive 



index at 20 = 1-4614. 

 Third ,, ,, ,, = 0-9208; rotation a D + 2-2°; refractive 



index at 20 = 1-4691. 



The saponification number for the first fraction was only i-8, while that 

 in the residue was 7-6 by boiling, and 7.1 in the cold with two hours' contact. 

 The indication was that the principal ester was geranyl-acetate. 



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

 tilling below 193 °. When calculated for the crude oil the result was 60 per cent. 



