243 



only gave g oz. of oil, equal to 0-14 per cent. The crude oil was amber coloured, 

 had an odour resembling that of geranyl-acetate, and was distinct from the oil 

 of any other Callitris, with the exception, perhaps, of C. rhomboidea. The crude 

 oil was insoluble in 10 volumes of 70 per cent, alcohol, but was soluble in i volume 

 of 80 per cent, alcohol, and in all proportions after. 



The specific gravity of the crude oil at f i° C. = 0-9036 ; rotation ao= -\- i-o° ; 

 refractive index at 25° C. = 1-4738. The saponification number, after boiling for 

 half an hour, was 171-3, equal to 59-95 per cent, ester, or 47-11 per cent, alcohol 

 of the formula Cj„H,^0. In the cold, with two hours' contact, the saponification 

 number was 171-18, equal to 59-91 per cent, of ester, or 47-1 per cent, alcohol. 

 The whole of the ester was thus shown to consist of geranyl-acetate. The crude 

 oil was acetylated by boiling with acetic anhydride and sodium acetate in the 

 usual way. The saponification number had then increased to 190-8, representing 

 6i-2 per cent, of total alcohol in the oil, so that it contained 14 per cent, free geraniol. 



On redistilling 100 c.c. of the crude oil, practically nothing came over 

 below 155° C. Between 155° and 172°, 14 per cent, distilled; between 172° and 

 188°, 13 per cent. ; between 188° and 225°, 57 per cent., of which no less than 52 per 

 cent, distilled between 214° and 228° C. 



The first fraction was again distilled and that portion which came over 

 between 155° and 157° separated. This was a colourless mobile liquid, and had 

 the odour and appearance of pinene. The nitrosochloride was prepared with it, 

 and this melted at 107-108° C. It was then converted into the nitrolbenzylamine 

 compound, which melted at 122-123° C. The rotation of the pinene as thus pre- 

 pared was Ad + 9"9°; the specific gravity at ff" C. = 0-857; ^^d the refractive 

 index at 24° = 1-4706. It was evidently a mixture of both forms of pinene, 

 of which the dextro-rotatory one predominated. 



The second fraction, which was Isevo-rotatory, was again distilled, and the 

 oil which came over between 174° and 176° C. separated. This oil had all the 

 characteristics of limonene, and the rotation was Ad — 9'^°- The tetrabromide 

 was prepared with it, and this melted at 118° C, showing that dipentene was 

 also present, and that the Isevo-rotatory limonene was in excess. This is in 

 agreement with the results from C. calcarata and other allied species. 



The third fraction, which was slightly Isevo-rotatory, due to the small amount 

 of laevo-rotatory limonene which still remained, had specific gravity at Yf° C. 

 = 0-901 ; and refractive index 1-4685 at 23° C. The saponification number was 

 235-34, equal to 82-369 per cent, of unaltered ester. The remainder was then 

 wholly saponified, the alcohols separated, and the volatile acids determined in 

 the aqueous portions in the usual way. 0-5546 gram of the barium salt gave 

 0-5066 gram BaS04, equal to 91-34 per cent. As the theoretical amount required 



