MABERY. — CONSTITUENTS OP PETROLEUM. 163 



In forming the chlorine derivative of this fraction, 35 grams was 

 exposed to the action of chlorine until it had increased in weight 12 

 grams. After ten distillations in vacuo, 5 c.c. were collected at 135°- 

 138°, which upon analysis gave values required for C10H21CI: — 



I. 0.1950 of the oil gave 0.4835 gram COo, and 0.2143 gram HgO. 

 II. 0.2083 gram of the oil gave 0.1672 gram AgCl. 



Calculated for Found. 



CioHjiCI. I. n. 



C 68.00 67.69 



H 11.90 12.21 



CI 20.11 19.86 



The crude distillate having been used in the preparation of the chlo- 

 rine derivatives, the action on the eyes during distillation was severe, 

 doubtless due to substitution in the side chain of the aromatic hydro- 

 carbons contained in the unpurified oil. 



In distilling the higher fractions, 5 c.c. collected at 170°-180° that 

 distilled under atmospheric pressure at 205°-210°. It was shown by 

 analysis to have the composition required for C10H20CI2 : — 



I. 0.2405 gram of the substance gave 0.3214 gram AgCl. 

 II. 0.2057 gram of the substance gave 0.4352 gram COo, and 0.1772 



Found. 

 I. U. 



57.69 

 9.57 

 33.02 



The specific gravity of this dichlordecane was found to be 1.0484. A 

 determination of its molecular weight by the Beckmann method gave 

 207; the formula C10H20CI2 requires 211. 



Hydrocarbon, C11H22. 



Above 173°, the absence of a definite product was shown by the small 

 amount of the distillates to 188°. Especial attention was given to the 

 fractions in the vicinity of 180° with reference to the possibility of a 

 naphtene, since the napbtene Ci2H24 boiling at 180°-18.')° was separated 

 by Markownikoff from Russian oil, and Pelouze and Cahours found a 

 hydrocarbon C„H2„ + 2 boiling at 180°-182° in American (Canadian?) 

 petroleum. But the very small amounts collected within these limits 



