.;.;«' 



We were the more anxious to obtain the oil of iliis species in order to deter- 

 mine its constituents, because those previously stated to occur appeared contrary 



to what mighl lie expected troll) a species belonging to the group in which 



/:'. Baileyana is placed botanicahy. We failed to find either citral or 

 phellandrene, so that evidently the previous statements refer to the oil of a 

 species other than this. 



The crude oil had specific gravity at 15 C. = 0-8928; optical rotation 

 a D + 14°; refractive index at 20 = 1-4767, and was only just soluble in 10 

 volumes 80 per cent, alcohol. The saponification number for the esters and free 

 acid was 2-5 both by the hot and cold method. After acetylation it was 31-7 

 by boiling, and n-2 in the cold with two hours' contact. 



On rectification less than 1 per cent, distilled below 157 

 Between 157-161 , 5 per cent, distilled ; between 161-166°, 30 

 16 per cent. ; 174-193°, 16 per cent. ; 193-254°, 5 per 

 26 per cent. These fractions gave the following results :- 



166 



-'54 



i/4 • 



-268°, 



First 



fraction, sp. gr. at 15° C. = o-863r ; rotation a D + 27-1' 



Second 



Third 



Fourth 



Fifth 



Sixth 



C. (corr.). 

 per cent. ; 

 cent., and 



refractive 



refractive 



refractive 



refractive 

 refractive 

 refractive 



index at 20° = 1-4651. 

 0-8682 ; rotation a D + 25-; 



index at 20° = 1-4660. 

 0-8719; rotation a D -\- 21-6 



index at 20° = 1-4672. 

 0-8780 ; rotation « D + 16-3 



index at 20° = 1-4686. 

 0-8855; rotation a D + 3-5 



index at 20° = 1-4715. 

 0-9316; rotation a D - - 1-2 

 index at 20° = 1-4988. 

 The sixth fraction contained a small quantity of a sesquiterpene alcohol, 

 as the saponification number after acetylation was 45. 



The cineol was determined by the resorcinol method in the portion distilling 

 below 190° C. ; when calculated for the crude oil the result was 7 per cent. 



The pinene was prepared in a pure condition, the cineol being first removed 

 by agitating with 50 per cent, resorcinol. The terpene boiled at 155-156° C. ; had 

 optical rotation a D + 30-1°; specific gravity at 15° = 0-8633, an d refractive 

 index at 20° = 1-4661. The nitrosochloride was prepared, and this melted at 

 104° C. 



The sesquiterpene was also prepared as pure as possible by refractionation 

 under reduced pressure over sodium. This boiled at 123-125° at 10 

 millimetres pressure; had specific gravity at 15° = 0-924; optical rotation 

 a D - - :,-/° ; refractive index at 20° = 1-4964, and gave the colour reactions 

 characteristic for this sesquiterpene. This species falls in our Group I. 



