105 



respect with the oil from the fruits of C. robusta ; it had also a less refractive index, 

 but in other respects corresponded to the leaf oil. There was a marked deposit 

 of resin upon the sides of the bottle wdth the leaf oil of this species, and consequently 

 it soon became insoluble in ten volumes of go per cent, alcohol. In this respect 

 it corresponded to the oils of C . glauca. 



No. 1. — This material was collected September, 1503 ; 566 lb. of terminal 

 branchlets gave 30 oz. oil equal to 0-331 per cent. The crude oil was amber 

 coloured, and had an odour resembling somewhat the " Pine-needle oils " from species 

 allied to C. glauca. The specific gravity of the crude oil at 11° C. = 0-8596; 

 rotation, c?,, = + 44-2°; refractive index at 20° C, = 1-4809. The saponification 

 number was 8-93, equal to 3" 13 per cent, of ester as bornyl- and geranyl-acetates. 

 A portion of the crude oil was acetylated by boiling with acetic anhydride and 

 sodium acetate in the usual way. After this treatment, the saponification numbej- 

 had been increased to 21-27, equal to 7.44 per cent, of ester, or 3-4 per cent, of 

 free borneol. 



On redistilling, practicallv nothing came over below 156° C. ; between 156° 

 and 165'', 55 per cent, distilled; between 165° and 170°, 20 per cent.; between 

 170° and 180°, 10 per cent. ; between 180° and 220°, 8 per cent. The specific 

 gravity of the first fraction at 23° C. = 0-S522; of the second, 0-8573 ; of the 

 third, 0-8624; oi the fourth, -90S7. The rotation of the first fraction, 

 «[, = 4-43-5°; of the second, -1-47-5°; of the third, 4-51-7°; of the fourth, 

 4-46-7°. As these results indicated the presence of dextro-rotatory limonene, 

 the tetrabromide was prepared with the third fraction. This melted at 116° C, 

 sho\\'ing that both forms of limonene wQve present, as is usual with the leaf oils 

 of the Callitris generally. The dextro-rotatory form, however, predominated. A 

 portion distilling between 155-156° C. was separated from the first fraction, and 

 this was shown to be dextro-rotatory pinene as with the other species of Callitris. 

 The nitrosochloride was prepared, and this was formed into the nitrolbenz3'lamine, 

 which melted at 122-123° C. 



No. 2, — This material was collected December, 1903 ; 423 lb. of termmal 

 branchlets, \\-ithout fruits, gave 18 oz. of o'l, equal to 0"266 per cent. The crude oil 

 was identical, both in colour and odour, with that of the pre\-ious sample. The 

 specific gravity of the crude oil at 23° C. = 0-8591 ; rotation, ^?j, = -(- 47-5°; 

 refractive index at 19° C. = 1-4809. The saponification number was 10-87, equal 

 to 3-8 per cent, ester. On redistilling, 45 per cent, came over between 156° and 

 165° C; between 165° and 170°, 21 per cent.; between 170° and 180°, 13 per 

 cent. ; between 180° and 220°, 12 per cent. The specific gravit}- of the first fraction 

 at 24° C. =0-8492; of the second, 0-8503; of the third, 0-8592; of the fourth 

 0-9070. The rotation of the first fraction rt^, = -|- 46-4°; of the second, 4- 52-15°; 

 of the third, +58-7°; of the fourth, -|- 51-2°. The indications were thus for 

 limonene, as in the previous sample, dipentene of course being also present. 



