rather than engenol, but the benzoyl derivative. pn'p;n -»1 

 with benzoyl chloride, when purified from dilute alcohol, 

 melted at 68 - 69° C, thus showing the phenol to be eugenol. 



The Free Acid.— The sodium carbonate solution from the 

 phenol was acidified, when a quantity of a substance sepa- 

 rated which soon became solid. It was filtered off, washed, 

 boiled with water, and filtered through cotton wool. On 

 cooling,acrystallineacidseparated, which wasagain crystal- 

 lised from boiling water. It melted at 133° O., and when 

 treated with an aqueous solution of potassium permangan- 

 ate, the odour of benzaldehyde was instantly obtained. It 

 was thus cinnamic acid, and identical with the arid of the 

 ester. The saponification number for the free acid in this 

 sample was 1*2, so that the free cinnamic acid present in 

 the oil was 0'33'°. No other acid occurring in a free state 

 was detected. 



The Aldehyde.— The oil from 200 cc. of the March col- 

 lecting, after removal of the phenol and free acid, was well 

 washed, ami agitated repeatedly with a saturated solution 

 of sodium bisulphite for some hours. A very small amount 

 of a crystalline compound was eventually formed, which 

 was separated, dried, decomposed with alkali, and the 

 aldehyde removed with ether. On evaporating the ethereal 



odour remained, which on treating with a 10* solution of 

 potassium permanganate eventually gave the odour of 

 benzaldehyde. The amount was too small to allow further 

 tests to be made, but the above results are sufficient to 

 siiow that cinnamic aldehyde was present in the oil of this 

 species of Melaleuca. 



The Free Alcohol.— A portion of the saponified oil of the 

 July sample was boiled with acetic anhydride and anhydrous 

 sodium acetate in the usual way. It was well washed and 

 rendered quite neutral. 3*0706 gram of this acetylated oil, 



