[ « ] 
IV. On the Normal Paraffins. — Part II. 
By C. Schorlemmer, F.R.S., Professor of Organic Chemistry in the Owens College , 
Manchester. 
Received June 5, 1877, — Read June 21. 
In my first paper on this subject I have shown that by the action of chlorine on a 
normal paraffin a primary chloride and a secondary one of the general formula 
Cn H ch } chc1 
are formed simultaneously. - * 
I subsequently pointed out that other secondary chlorides, which are indicated by 
theory, are also probably produced at the same time.t I am still engaged with an 
investigation of this subject. It appeared of interest also to examine the action of 
bromine on the paraffins. The present paper contains the first results of this .research. 
Cahours and Pelouze state in their well-known paper on Caproyl Hydride (Hexane) 
that, while chlorine converts it into caproyl (hexyl) chloride C 6 H 13 Cl, bromine at once 
replaces two atoms of hydrogen, the dibromide C 6 H 12 Br 2 being formed ; if, therefore, 
an equal number of molecules of the two bodies act on each other, one half of the 
hydrocarbon is not attacked.! 
Soon after I examined the action of bromine on heptane, and found that when a 
mixture of the two substances is exposed to the sunlight, or heated in sealed tubes 
to 100°, hydrobromic acid is slowly evolved, but the substitution products thus 
formed began to decompose at 110°, hydrobromic acid being given off and carbonaceous 
matter left behind.^ 
The satisfactory results which I obtained by acting with chlorine on the vapour of 
the boiling hydrocarbons, which were thus almost entirely converted into monochlorides, 
induced me to try the action of bromine under similar conditions. 
The apparatus which I employed was very similar to that described in my former 
paper. It consisted of a flask holding about one litre, which was closed with a doubly- 
perforated cork, provided with a bulb-funnel, with glass stop-cock, the tube of which 
reached half-way down the neck of the flask, which was connected with the lower end of 
* Phil. Trans., Yol. 162, p. 111. 
t Journ. Chem. Soc., N. S., vol. xiii. p. 306. 
t Compt. Rend., tom. liv. p. 1241. 
§ Journ. Chem. Soc., vol. xvi. p. 216. 
MDCCCLXXVIII, 
H 
