The list of constituents so 

 Cineol (or Kucalyptol) Oxide. 



uiiol 



' TCI jii neol 

 *Pil>eritol 



Globuol... 



Pinocarveol 

 *Kndrsmol 

 *Mfthvl Alcohol 



Ethyl alcohol ... 

 *Butyl alcohol ... 



*ISO-butyl ;:icohol 



Iso-amyl alcohol 



Cuminal 

 *Aromadendral . . . 



*Crypta' 



*Phellandral ? ... 



Citral 



Citronellal 



Butaldehyde ... 



Yalrraldelivdr... 

 *Benzaldehydo " J 



*Piperitone 



357 



far determined in Eucalyptus oils is as follow 



*Tasmanol 

 *Australol 



Alcohols. 



Aldehydes. 



Ketone. 



Acetic acid 

 Fo mic acid 



::} 

 ::} 



Phenols. 



Free acids. 



*Geranyl-acetate 



*Bntyl-butyrate 



*Amyl-eudesmate ... , 



* 'miyl-phenylacetate ?.. ^- Esters. 



* Valeric acid ester ... | 



Terpinyl-acetate ... I 



Tcrpinyl-butyrate ...J 



Pinene ... 

 Phellandrene ... 

 Limonene 

 Dij^entene 

 *Terpinene 



*Aromadendrene 

 Cymene... 



Terpenes. 



Sesquiterpene. 

 Alkyl benzene. 



*Paraffin Solid hydrocarbon. 



(Deposit which forms in Eucalyptus Oils.) 



Constituents marked with an asterisk are the outcome of these investigations. 



Cincol (or Eucalyptol). 



THIS constituent of Eucalyptus oils has the formula C IO H I8 O; specific gravity at 

 15 C. = 0-930; refractive index at 20 C. ;= 1-4584; boiling point 176 C. ; is 

 optically inactive; crystallises at a low temperature, and melts at i C. The 

 oxygen atom is combined as oxide, and for this reason cineol does not react 

 with either hydroxylamine or phenylhydrazine, nor does sodium act upon it in 

 the ordinary way. Aldehydic, ketonic and alcoholic groupings are thus absent. 

 The name cineol was given to this oil constituent by Wallach and Brass 

 [Ann. 225 (1884), 291] , who first isolated it in a pure condition from the oil of the 

 " Levant Wormseed," and characterised it as a definite chemical substance. 



QUALITATIVE METHODS FOR DETECTION. 



The presence of cineol in Eucalyptus oils may be determined in several 



ways. 



(a) If the interior of a short test tube is moistened with the oil to be 

 tested and the vapour of bromine passed into it, a crystalline 

 addition product will be formed on the side of the tube, the 

 crystals being very pronounced if the cineol is present in quantity, 

 but indistinct if the reverse. A smear of the oil on a watch glass 

 will answer just as well, and with practice, as little as 10 per cent, 

 of cineol in Eucalyptus oils can be detected in this way. 



