397 



orange-coloured solution, of little distinctive value. Concentrated sulphuric acid 

 gives no colouration, but nitric acid forms an orange-coloured compound. 



Australol has an odour reminding one of ordinary phenol, and is very 

 caustic, destroying the skin in exactly the same manner as does phenol. It is 

 also very volatile, and if allowed to remain in the air soon entirely volatilises. It 

 is an unsaturated phenol giving a liquid bromide. 



PLATE LXXXVII 



AUSTRALOL. 



The crystallised phenol of Eucalyptus Oils. 



* 45- 



The formula is C 9 H J2 O, as indicated from the following analyses : 

 (a) From the crystallised phenol : 



0-1589 gram, gave 0-4589 gram. CO 2 and 0-1288 gram 

 C. = 78-7, and H = 9-0 per cent. 

 (6) From the sublimed phenol : 



0-1386 gram, gave 0-4004 gram. CO 3 and 0-1114 gram 

 C. = 78-8 and H. = 8-93 per cent. 

 C 9 H I:! O requires 79-4 per cent. C. and 8-82 per cent. H. 

 A molecular weight determination by the cryoscopic method, 

 benzene as solvent, gave 142. 



The refractive index, as previously stated, was 1-5195 at 20 C. 

 molecular refraction calculated from this for a C 9 H I:! O molecule with 

 double bonds is 41-74; found 41-50. The phenol is unsaturated and evidently 

 one double bond is in the side chain ; this, most probably, has the allyl grouping, 

 as it formed no colour reaction with picric acid. Two double bonds thus occur in 

 the nucleus. 



Australol thus appears to be dihydro-p-allylphenol, and to have the following 

 probable molecular structure ; 



H 2 0. 



H.O. 



using 



The 

 three 



