194 Messrs. Thorpe and Young on the Combined Action 



the second hour and to the close of the operation, the evolution of this 

 gas increased largely, and the mixture darkened considerably. 



The chlorinated liquid was then distilled in a current of steam ; as 

 soon as the distillate appeared to be heavier than water the receiver was 

 changed, and the heavy liquid separated, dried, and distilled. It com- 

 menced to boil at about 220°, but showed no constant boiling-point ; but 

 the greater portion came over between 230° and 240°. At this high tem- 

 perature the product suffered rapid decomposition. The portion boiling 

 at 230-240° was redistilled in a current of steam. After drying over 

 calcium chloride it was nearly colourless, heavier than water, and of a 

 plaesant aromatic odour. Analysis showed that it was octylene dichloride. 



0-2760 grm. chloride gave 0*4225 grm. silver chloride and 0*0100 

 grm. reduced silver. 



Calculated. Found. 



CI . 38-80 39-09 



The portions of octane obtained after treatment with chlorine and with 

 bromine were then mixed and repeatedly distilled over sodium. The mixed 

 liquid commenced to boil at 118°, and about two fifths came over below 

 122°, the remainder distilling between 122° and 125°. Both fractions 

 were immediately reddened by bromine vapour. The 122-125° fraction 

 was analyzed with the following results : — 



0*2970 grm. hydrocarbon gave 0*9170 carbon dioxide and 0*4095 grm. 

 water. 



Calculated. Pound. 



C 8 84-22 84-20 



H l8 15-78 15-32 



100-00 99-52 



The specific gravity of this fraction was found to be 0*7207 at 15°* 5 ; 

 the fraction 118-122° had the specific gravity 0*7166 at 15°-6. Zhicke 

 found 0-7124 at 16° for normal octane*. 



Schorlemmer's ditrityl, which boils at 123-125°, has the specific gravity 

 0*7032 at 17°t. 



Action of nitrogen tetroxide upon the mixed octane and octylene boiling 

 at 122-125°. — Many years ago Guthrie described a solid crystalline com- 

 pound of amylene and nitrogen tetroxide, C. H 10 (K~0 2 ) 2 . So easily is this 

 compound formed that the reaction of the gas upon amylene constitutes a 

 very good test for the presence of the olefine, and comparatively small 

 quantities of amylene may, by means of nitrogen tetroxide, be discovered 

 and separated from considerable quantities of quintane. 



We have studied the reaction of nitrogen tetroxide upon a mixture of 

 octane and octylene in the hope of discovering an easier method of sepa- 

 rating the two hydrocarbons. Xo solid nitro-compoivnd, however, was 



* Ann. Chem. Pharni. vol. clxi. Ibid. p. 281. 



