CONSTITUTION OF ANTHRACENE OR PARANAPHTHALINE. 
Experiment, 
689 
Calculation. 


Ti ae 1. 
Carbon, 67:53 68-11 67:47 C,, 168 
Hydrogen, 3:93 4:13 me 402 ,, 10 
Chlorine, 28°40 28:51 Cl,» Fl 
100-00 249 
corresponding very closely with the formula C,, Hy) Cl. 
Chloranthracene.—When anthracene is treated with a rapid current of chlo- 
rine continued for a short time only, this compound is produced. It may also 
be obtained by decomposing the preceding substance with alcoholic potash. It 
is soluble in alcohol, ether, and benzole, from the last of which solutions it is 
deposited in small hard scaly crystals. Analysis gave the following numbers :— 
4:285 grains of chloranthracene gave 
12°375 grains of carbonic acid, and 
1-720 grains of water. 
Iixperiment. Calculation. 

SE 
Carbon, 78°74 79:06 C,, 168 
Hydrogen, 4°46 4:24 s 9 
Chlorine, 16:70 Cl 35°5 
: 100°00 212°5 
The formula, therefore, is C,, H, Cl. 
When chlorine is passed over anthracene kept hot, it is absorbed in much 
larger quantity, and hydrochloric acid is abundantly evolved. The compounds 
thus obtained depend entirely on the length of time during which the current is 
continued, and products analysed at different periods were found to contain very 
different quantities of carbon and chlorine; and as the substances produced 
differ little in solubility, it was found difficult to effect their separation. When 
the chlorine is continued for about eight days, the product is semisolid, and the 
greater part dissolves easily in cold ether; and when this solution is evaporated, 
first an oily chloride and then crystals are deposited. The crystals are soluble in 
benzole, alcohol, and ether, and were found to have the following composition :— 
5°558 grains of chlorine compound gave 
9680 grains of carbonic acid, and 
1:280 grains of water. 

Hxperiment. Calculation. 
Carbon, 47°50 ~ 47-39 Oe 168 — 
Hydrogen, 2°56 2°54 HH, 9 
Chlorine, 59:07 Cl, V7) 
100:00 3804°5 
This agrees very well with the somewhat improbable formula C,, H, Cl;, but 
it is quite possible that it may be a mixture—a point which, owing to the small 
quantity of substance at my disposal, I was unable te determine. The oily chloride 
gives more than one crystalline substance when treated with alcoholic potash. 
VOL. XXII. PART III. 8k 
