101 



=^* C. — 0-8508; of the second, = 0-^555 ; of the third, = 0-8753 ; of the fourth, 

 = 0-9293. The rotation of the first fraction <?,, = +i6-q''; of the second, 

 + 11-9°; of the third, +8-6°; of the fourth, + i5-3". Borneol, geranioh and 

 acetic acid were all isolated from this oil, and determined. The higher rotation 

 of the fourth fraction is evidently due to the dextro-rotatory bornyl-acetate. 

 There is but little difference between the characters of this oil and those of the 

 \\'ellington sample, although a slightly larger amount of bornyl-acetate was indi- 

 cated, and, consequently, a little less of the geranyl-acetate. This is shown by 

 the higher rotation of the fourth fraction, and the less amount saponified in the 

 cold in two hours. The determination of the volatile acids gave 91-03 per cent. 

 barium sulphate, so that the greater portion of the acids of the esters was acetic 

 acid, and the barium salt only containing 1-95 per cent, barium butyrate. A 

 slightly larger amovmt of the lower-boiling terpenes were present in this oil, as 

 shown by the quantity distilling, and by the increased rotation, but the differences 

 were not great. The results of the fractions were in agreement with those of the 

 Wellington sample. 



No. 3. — This material was collected at Shuttleton, New South Wales, 

 512 miles west of Sydney, on the 7th December, 1903. The terminal branchlets, 

 with fruits, were distilled for si.x hours, and 13 oz. of oil obtained from 496 lb. 

 of material, equal to 0-164 P^r cent. The crude oil was slighth' darker in colour 

 than the other two samples, but was identical in odour. 



The specific gravit}- of the crude oil at \%° C. = 0-8803; rotation, Ad = 

 — 4-5°; refractive index at 19° C. = 1-4752 ; saponification number 110-38, equal 

 to 38-6 per cent, ester. The solubility in alcohol was similar to that of the other 

 samples, and no resin was deposited on the sides of the bottle on keeping. When 

 redistilled, 16 per cent, came over below 170°; between 170° and 180°, 27 per 

 cent.; between 180° and 200°, 11 per cent.; between 200° and 228°, 37 per cent. 

 Slight decomposition of the esters took place at the higher temperatures. The 

 specific gravity of the first fraction at H°C. =0-850; of the second, =0-851; 

 of the third, = 0-8588; of the fourth, = 0-9124. The rotation of the first fraction 

 «r. = + o-8°; of the second, — 12°; of the third, — 27-8°; of the fourth, 

 + 2-Y'' ■ Borneol, geraniol, and acetic acid were all isolated from this oil as with 

 the previous samples, so that the dextro-rotation of the fourth fraction is due to 

 the presence of the bornyl-acetate. The rotations of the several fractions are 

 more to the left than with the previous samples, although the general characters 

 of the oils are the same. This difference in rotation is due to the presence of an 

 increased amount of laevo-rotatory limonene in the oil at this time of the year. 

 To prove the presence of the limonenes the tetrabromide was prepared, the portion 

 of oil distilling between 170-180° C. being utilised for the purpose. The tetra- 

 bromide was readily formed, but it melted at 118° C, thus indicating that dipen- 

 tine w^as present in some quantity. 



