AUSTRALIAN MELALEUCAS AND THEIR ESSENTIAL OILS. 375 



left a permanent stain on paper. It had a somewhat 

 pleasant odour, probably due to the terpineol present. The 

 crude oil had the following characteristics: — 



Specific gravity at 15° O = 0*9302. 



Optical rotation a D = + 3*3° 



Refractive index at 24° O =1*4921. 



Oineol (determined by the resorcinol method) = 8*7% 

 Saponification number of ester 4- free acid = 8*25. 

 Scarcely soluble in 10 volumes 80 per cent, alcohol. 



For distillation 100 cc. were taken. A few drops only 

 of acid water and volatile aldehydes came over below 177°0. 

 (corr.). Between 177-218° 29 cc. distilled. The ther- 

 mometer then quickly rose to 260°, and between that 

 temperature and 276° 67 cc. came over. The specific 

 gravity of the first fraction at 15° O. = 0*8801 ; of the 

 second = 0*9382. The rotation of the first fraction a D — 

 + 3*4°; of the second = -f- 7*8°. The refractive index of 

 the first fraction at 24° O. = 1*4767 ; of the second = 1*4991. 

 After the removal of the cineol in the first fraction by 

 resorcinol, the portion of the terpenes distilling between 

 175 - 178° C. had specific gravity at 15° C. = 0*8572 ; 

 rotation a D = + 4*9°; refractive index at 22° C. = 1*4769. 

 The fraction had the odour of limonene. When tested for 

 the tetrabromide a few crystals formed, but they were 

 difficult to separate, neither phellandrene nor sylvestene 

 were present, and all the indications go to show that the 

 terpene in this oil is limonene, or dipentene. 



The saponification number for the ester in the large high 

 boiling fraction was 9*2, equal to 2*16 per cent, of terpinyl- 

 acetate in the crude oil. A portion was then esterised in 

 the usual manner when the S.N. had risen to 36*6, repre- 

 senting 5*05 per cent, of free alcohol as terpineol in the 

 crude oil. Methyl eugenol and the ester of cinnamic acid 

 appeared to be both absent in the oil of this species. 



