600 R. T. BAKER AND HENRY G. SMITH. 



of ester in the oil of this Melaleuca is thus very small. The 

 odour of the saponified oil of the residue was quite aromatic. 



For the determination of the free alcohol the crude oil 

 of the Gladstone sample was acetylated by boiling with 

 acetic anhydride and anhydrous sodium acetate in the usual 

 way. The oil was thoroughly washed and dried, when 

 3'0144 gram required 0*042 KOH, or S.N. 13*9. The residue 

 was also acetylated, when 1*7341 required 0*0938 gram KOH 

 or S.N. 54*1. It is thus seen that the alcohol present is a 

 high boiling one. 



The identity of the active terpene was not determined ; 

 it was, however, not phellandrene as with the Oakey Creek 

 oil, and when the crude oil was treated with sodium nitrite 

 and acetic acid it developed the bright green colour similar 

 to that given by E. globulus and other Eucalyptus oils of 

 this class. It may thus be partly pincne. The acid of the 

 ester is acetic acid. It was obtained by saponifying the 

 high boiling residue from 300 cc. of oil, removing the adher- 

 ing oil by ether, acidifying with sulphuric acid, separating 

 the small amount of a phenol present, and distilling over 

 the volatile acid. The distillate was then neutralised and 

 evaporated to small bulk. The reactions given were entirely 

 those for acetic acid. Oinnamic acid or other solid acids 

 were not detected. 



The oil after saponification was washed, dried and dis- 

 tilled ; 2 5 cc. came over between 218-225 O.; the tem- 

 perature then quickly rose to 250°, between this and 255V.: 

 3 cc. distilled. The first fraction gave the characteristic 

 odour of terpineol most distinctly. It had specific gravity 

 0*931 at 15° 0., and refractive index 1*184 at 20" O. When 

 agitated with hydriodic acid a small amount of a crystal- 

 line substance was eventually obtained, which melted at 

 about 77° C, and was most probably dipeiitene dihydriodide, 

 thus confirming the presence of terpineol. These results 



