286 PROCEEDINGS OF THE AMERICAN ACADEMY. 



ordinary daylight, and with a large generator the action of chlorine 

 'may be made continuous, saving much time in the chlorination. This 

 method seems to be more advantageous than that formerly used by us 

 in which dry chlorine was allowed to act on the vapor of the dry oil. 

 The chlorinated oil was washed, dried over calcium chloride, and frac- 

 tioned. After five distillations through a Hempel column, a consider- 

 able portion collected at 141°-142'', which proved to be the monochloride, 

 and more remained above 160°, which was doubtless the dichloride. 



A determination of chlorine in the fraction 141°-142° by the method 

 of Carius gave a value required for C7H13CI: — 



0,1863 grm. of the oil gave 0.2025 grm. AgCI. 



Calculated for C7H13CI. Found. 



CI 26.77 26.88 



The molecular weight was also determined by the Beckman freezing 

 point method : — 



1.1960 grm. of the oil and 25.8960 grms. benzol gave a depression of 

 1°.701. 



Calculated for C7H]3C1. Found. 



1f> -'^ X TOO 



oZ.o loo 



The specific gravity of the monochloride at 20° was found to be 

 0.9310. For further confirmation of the formula, the index of refrac- 

 tion was determined with the aid of a Pulfrich refractometer, and from 

 the density and molecular weight the molecular refraction was calcu- 

 lated. The index of refraction found was 1.441, and the molecular 

 refraction : — - 



Calculated for C-H13CI. Found. 



37.11 37.57 



The theoretical value was calculated on the assumjjtion that all the 

 carbons are singly connected. 



In order to ascertain whether the chlorine atom enters the ring or side 

 chain, the nitril was formed by heating the chloride with alcoholic potassic 

 cyanide for several hours. There was an abundant separation of potas- 

 sic chloride, and on diluting the solution the nitril separated as an oily 

 liquid above the water. This oil had the characteristic odor of the 

 nitrils. Its specific gravity at 20° was 0.9253, and its index of refraction, 

 1.45. The molecular refraction, assuming the molecular weight, was 



