4o6 



from the timber of this tree. As the oil was heavier than water it was 

 somewhat difficult to collect, and it was necessary for the condensed water to 

 stand two days before the whole of the oil had deposited. The crude oil was of a 

 yellowish tint, inclining to primrose, and had an odour strongly resembling that 

 of methyl eugenol. It was soluble in an equal \olume of 70 per cent, alcohol 

 (by weight\ and in all proportions after. 



The specific gravit}^ of the crude oil atyf° was 1-035 ! rotation ciy, = + 1-4° ; 

 and refractive inde.x at 23° C. = I-5373- 



The amount of ester was \'ery small, and the saponihcation luimber for 

 both the ester and free acid was only 3-1. 



On redistilling 100 c.c. of the oil, onh'a few drops came over below 242° C, 

 and only 2 c.c. below 245° C. Between 245° and 250° C, 80 per cent, distilled; 

 and between 250° and 255° C, 10 per cent. No less than 86 per cent, of the total 

 oil came over between 245° and 252° C. 



The specific gravity of the large fraction at [5° C. was 1-0335 ; tlie rotation 

 was less than half a degree to the right; and the refractive index at 20° C. = 

 i'5378- These results closely approach those required for piu-e methyl eugenol, 

 and it thus appears that the oil from the timber of this tree consists principally 

 of that constituent. 



.-\n analysis of a portion of the large fraction gave the following : — 



0-1646 gram gave o-i2og gram H-^O, and 0-4492 gram CO.,. 



H = 8-16 per cent, and C = 74-4 per cent. 

 C„H,40.j requires 7-86 per cent. H, and 74-16 ])er cent. C. 



As the material could hardly be pure, this result is very satisfactory. 



Prep.'VRATION of the Bromide. 



The bromide was obtained b)' treating a solution ol tliL' oil in carbon tetra- 

 chloride with bromine until the reaction was complete. The solvent was then 

 evaporated off, when a-"thick mass was left, which readily crystallised. \\ hen 

 purified and finally re-crystallised from alcohol, it melted at 77-78° C. Corres- 

 ponding crN'stals were obtained when the oil was brominated in light petroleum, 

 and these also melted at the same temperature. 



0-526 gram gave 0-703 gram AgBr, = 0*2991 gram Br, = 56- 86 per cent, 

 bromine. 



C,,H, 3^(0.2 contains 57-55 per cent, bromine, so tliat the ciystals were the 

 tribromide of methyl eugenol. 



