164 PROCEEDINGS OP THE AMERICAN ACADEMY. 



precluded the presence of either of these bodies in auy appreciable 

 quantities in Canadian petroleum. The portions distilling between 188° 

 and 200° were gradually brought together at 189°-l9l°. A portion of 

 the crude distillate was treated with fuming sulphuric acid and still 

 further fractioned until for the most part it came together at 196°-197° 

 under 7G0 mm., and with the mercury column all in the vapor. In 

 drying the crude distillate with sodium for analysis the usual reddish 

 flocculent precipitate separated, which doubtless changed somewhat the 

 composition of the oil : — 



0.1565 gram of the oil gave 0.4921 gram COo. and 0.2041 gram HjO. 



C 85.74 



H 14.49 



This oil gave 0.7889 as its specific gravity at 20°, and after treatment 

 with ordinary sulphuric acid 0.7856, the slight difference indicating that 

 this acid has very little action in the cold on this distillate, although the 

 acid was considerably blackened, and sulphurous acid was observed. An- 

 other portion of the crude distillate with fuming sulphuric acid developed 

 no heat, and when warmed on the steam bath the acid was only slightly 

 colored. After this treatment the specific gravity was 0.7832, nearly the 

 same as before. A third portion of the original distillate was agitated 

 with a mixture of concentrated nitric and suli^huric acids. Very little 

 heat was developed, and the mixture was then warmed on the steam 

 bath, A small amount of nitro product separated as an oil, which crys- 

 tallized on standing. After crystallization from alcohol, the nitro deriva- 

 tive melted at 150°-154°, near the melting point of dinitroisodurol, 156°. 

 After heating a long time with sodium, until there was no further action, 

 the specific gravity was found to be 0.7785. The purified oil was sub- 

 mitted again to the same treatment, when its specific gravity was 0.7758. 

 Still another treatment of the same oil with the mixture of acids and 

 boiling with sodium, also boiling Avith tin and hydrochloric acid, and 

 agitating with fuming sulphuric acid, reduced the specific gravity only to 

 0.7729. Analysis I. was made of the oil after the first treatment with 

 the mixture of acids and sodium, and analysis II. of the oil after the 

 third treatment : — 



I. 0.1562 gram of the oil gave 0.4901 gram CO.., and 0.2051 gram 



H.,0. 

 II. 0.1628 gram of the oil gave 0.5093 gram COg, and 0.2095 gram 

 H2O. 



