EUCALYPTUS. 257" 



I. — 1'084 gram, aldehyde required 9 c. c. Br. solution. 

 II.— 1-880 „ „ „ 16-2,, 



IIL-2-0149 „ „ „ 17-5 „ 



I. 11. III. Calculated Br. 2 Br.^ 



49-1 ... 49-9 ... 50-3 ... 50-9 /.. 67-5 



These results, though only approximate, are yet sufficient to 

 show that the unsaturation of the aldehyde is equivalent to two 

 atoms of bromine. 



The aldehyde was reduced in the following way : 25 grams, of 

 aldehyde were mixed with 15 grams, grlacial acetic acid, 400 grams, 

 of per cent, sodium amalgam were gradually added, with 

 occasional washing to remove the acetate formed. The resultinu* 

 liquid was dissolved in ether, shaken up with bisulphite solution 

 to remove any unchanged aldehyde, boiled with a little alkali to 

 saponify any acetic ester possibly formed, washed, dried and 

 distilled. The greater part boiled at 225° to 230*^ C. It 

 decolorised bromine solution, and possessed a pleasant odour of 

 roses. 



The odour of rose was also noticed by Dodge in the filtrate from 

 the bisulphite precipitate above described. The oil yielded by the 

 first pressing was collected apart. The ethereal washings were 

 dried, and, after removal of the ether, combined with the first. 

 The product, a light yellow oil of peculiar odour, was now carefully 

 fractionated. It commenced to boil at 185° C, and the tempera- 

 ture rose steadily to 240° C, above which it was considered 

 unnecessary to fraction. At the tenth distillation the oil was 

 almost completely separated into three portions. The first, a 

 limpid colourless oil having a lemon-like odour, boiled at 177° to 

 180° C, and out of the original quantity of 350 c. c. amounted to 

 75 c. c. The second, a somewhat thicker oil, of slightly greenish 

 colour, and having a pleasant rose-like odour, boiled at 222° to 224°, 

 and amounted to 120 c. c. The third portion consisted of products 

 boiling above 240°. 



When oil of ^. maculata var. citriodora is shaken with a solution 

 of sodium bisulphite, or treated in the same way as described for 

 oil of critronella, the mixture becomes hot. and changes to a solid 

 mass, from which, after washing with ether, pure Citronellon 

 separates on decomposition with soda solution. The fraction 



