after one recrystallization from alcohol the crystals 

 melted at 130 C. Pinene hydroehloride melts at 

 131 C. The yield of pinene corresponded to some- 

 what over 6 per cent of the whole material. 



Fractions 3 to 7, after redistillation, were first tested 

 for cineol. To the well-cooled oil, glacial phosphoric 

 acid was slowly added according to Scammel's process. 1 

 After decanting as much of the oil as possible the magma 

 was placed in a Buchner filter, the filter placed in a 

 centrifuge cup and centrifuged; in this way we were 

 able to get the magma fairly dry without the loss of 

 any of the adhering oil. After decomposition of the 

 phosphate with hot water, a pure oil was obtained, 

 which melted at 1 C. The cineol thus obtained 

 constituted 30 per cent of the whole. The cineol was 

 also identified by the formation of the iodol which, 

 after recrystallization from benzene, melted at m- 

 112. 



The oil remaining in Fractions 3 to 7 after the re- 

 moval of the cineol constituted approximately 25 per 

 cent of the whole. This part of the oil was optically 

 inactive and the boiling point and specific gravity in- 

 dicated either terpinene or dipentene. An attempt was 

 made to form the dipentene tetrabromide, but although 

 crystals separated they were not in sufficient quantity 

 to be identified. On treatment of the oil with Beck- 

 mann's reagent 2 (30 parts water, 6 parts potassium 

 dichromate and 5 parts sulfuric acid), a heavy brown 

 precipitate separated which showed that a considerable 

 portion of the oil consisted of terpinene. 



Fractions 8, 9 and 10 were subjected to a freezing 

 mixture of ice and hydrochloric acid, a temperature 

 20 being attained. Solid crystals amounting to 

 25 per cent of the total oil separated. After the first 

 sublimation these crystals showed slight optical ac- 

 tivity, but after the second sublimation were optically 

 inactive. They melted at 173 C. Pure camphor 

 melts at 175. The semicarbazone prepared according 

 to the method of Tiemann, 3 melted at 232. The 

 semicarbazone of camphor melts at 236-238. Un- 

 doubtedly these crystals were camphor. After the 

 removal of the camphor there remained approximately 

 10 to 12 per cent of the original oil. The boiling 

 point was 200 C., specific gravity 0.917, and specific 

 rotation about 25.9. To a solution of the oil in 



1 U. S. Pharm., 1900, p. 313. 



2 Baeyer, Ber., 27, 815. 



Tiemann. Ibid.. 28, 2191. 



(5) 



