AND THEIR ESSENTIAL OILS. 13 



much sweeter odour than is usual in the genus." The 

 discovery of geraniol and its ester in the oil not only con- 

 firms this remark, but also indicates the constant character 

 of the chemical constituents. 



The acid in the original ester was separated and found 

 to be largely acetic. 



On rectification of the crude oil a little acid water and 

 rather a larger amount than usual of objectionable smell- 

 ing volatile aldehydes came over below 175 (corr.). 

 Between 175-200 C. 42 per cent, distilled; between 200- 

 228 8 per cent. ; the thermometer then quickly rose to 

 255 C., and between that temperature and 285 36 per 

 cent, distilled. These fractions gave the following: 



Sp. gr. at Kef. Index 



15 C. Rotation a a 



First fraction ....... 0-S796 .. -2-6 ... 14659 



Second fraction ...... 0-8913 ... -1-2 ... 1-4688 



Third fraction ....... 0-9007 ... +4-8 ... 1'4884 



The residue, when poured from the still, became solid 

 when cold; this was boiled in alcohol, and the alcohol 

 separated while hot. On cooling, a crystalline paraffin-like 

 substance separated. 



To prove the presence of pinene another 100 c.c. of the 

 oil was distilled, and the added two first fractions gave 

 32 c.c. distilling below 170 (corr.). This was again dis- 

 tilled, when 15 c.c. was obtained below 162. This con- 

 tained some eucalyptol, which was removed by shaking 

 with 50 per cent, resorcinol. The remaining 9 c.c. of oil 

 had a pinene odour; its specific gravity at 15 = 0'8594 ; 

 rotation an + 10; and refractive index at 18 C. 



= T4699. A small quantity of phellandrene was still 

 present, but this did not interfere with the formation of the 

 iiitrosochloride, which, when purified, melted at the cor- 

 rect temperature for the pinene compound, 



The eucalyptol was determined in the portion of oil dis- 

 tilling below 195 C., and the result showed that 21 per 

 cent, of that constituent was present in the crude oil. A 

 portion of the high boiling constituents was most probably 

 a sesquiterpene. 



Material of this species was obtained at Little Swanport 

 in June, 1908. The oil was practically identical with that 

 of the above sample, with the exception that a little more 

 pinene was present at this time of the year. The specific 

 gravity at 15 = = 0'898, and the refractive index at 22 Q 



