OCCURRENCE OF RUTIN IN THE LEAVES OF THE BORONIA. 211 



water, a further quantity of the dye material being thus 

 extracted. On cooling, the material separated out from 

 solution, and the dark coloured crude substance was filtered 

 off, dried, and weighed. 



The quantities of crude dye material thus obtained were 

 as follows: — B. serrulata. — The yield calculated on the 

 fresh material, stalks and leaves, as collected in the field 

 was 1*6%. Calculated on the dry leaves alone (no stalks) 

 was 6*6 % . The actual quantity of colouring matter (Rutin) 

 extracted with absolute alcohol (see under "experimental ") 

 was equal to 21*5% of the crude material. 



B. thujona. — The yield calculated on the fresh material, 

 stalks and leaves, as collected in the field was 0*7%. Cal- 

 culated on the dry leaves alone (no stalks) it was 5%. The 

 actual quantity of crude colouring material extracted with 

 absolute alcohol was equal to 40%. 



Experimental. 



The preparation of the substance in a pure condition for 

 analysis was carried out according to the method described 

 by H. G. Smith (Trans. Oliem. Society, 1898, 698):— The 

 crude material was recrystallised from boiling water, 

 dried, finely ground, and extracted with ether in a Soxhlet 

 apparatus until all chlorophyll, etc., had been removed. 

 The powder was then dried and boiled with absolute alcohol 

 under a reflux condenser until the whole of the colouring 

 matter had been extracted. On filtering the hot alcoholic 

 solution, evaporating to a small bulk, and pouring into 

 water, the substance separated out. It was purified by 

 recrystallisation from dilute alcohol, and several times from 

 boiling water. As thus obtained, the glucoside was of a 

 pale yellow colour, witli a slight greenish tinge, was very 

 sparingly soluble in cold, more soluble in hot water. The 

 addition of alkalies produced an orange coloured solution; 

 ferric chloride added to an aqueous solution produced a 



