264 PROCEEDINGS OF THE AMERICAN ACADEMY. 



the small quantity of distillate collecting here, only 10 grms. after long 

 distillation, excluded this hydrocarbon in any appreciable quantity. 



Dndekanaphtene, CnH 22 , 195°. 



Between iss an ,l ][)\ , .">() grms. came together at the end of the 

 tenth distillation, which gave the following results on analysis: — 



0.1423 grin, of the oil gave 0. t550 grm. CO., and 0.1617 grm. 11,0. 



Calculated for C u H n . Found. 



C 85.70 87.20 



II 14.30 12.63 



The specific gravity of this distillate before treatment was 0.8386. 

 After vigorous agitation with fuming sulphuric acid, and washing, the 

 specific gravity was reduced to 0.8044. 



A distillate separated from Russian oil at 197° gave (Markownikoff 

 and Oglobine) as its specific gravity at 11, 0.8055, and it was assigned 

 the formula C 12 H 24 . The quantity of oil remaining after separation of 

 durol, which no doubt was the benzol hydrocarbon in this distillate, was 

 small. That it was a naphtene, as shown by its specific gravity, is con- 

 firmed by analysis : — 



0.1459 grm. of the oil gave 0.4575 grm. CO, and 0.1886 grm. ILO. 



Calculated for C lt H M . Found. 



C 85.70 85.70 



II 14.30 14.40 



Determinations of the molecular weight of this fraction by the Beck- 

 man freezing point method using benzol gave the following value: — 



•01 grm. of the oil and 24.68 grms. benzol gave a depression of 

 1.1249 grm. of the oil and 25.90 grms. benzol gave a depression of 1°.36. 



Calctilati-i] f«,r md. 



C„B I. II. 



154 155 157 



It appears from these results that the hydrocarhon in California petro- 

 leum boiling at 195 tsnol dodekanaphtene, CijH 2 4, but undekanaphtene, 

 C .II . This conclusion is further confirmed, as will appear later, by the 



composition of the distillate 21 6% which appcai'3 to be dodekanaphtene, 



