52 
Mfl. c. schorlemmEr on the NORMAL PARAFFINS. 
Salt. 
Silver. 
Per cent. A g. 
(1) Fraction — Indistinct needles . . 
0T892 
0-1045 
55-23 
(2) „ Small needles 
0*1091 
0-0612 
56-09 
(3) „ „ „ 
0-2176 
• 0-1290 
59-29 
(4) „ „ „ 
0-1842 . 
0-1182 
64-17 
A portion of the first distillate was also converted into the calcium-salt, which gave the 
characteristic reactions of normal calcium butyrate. 
From these experiments it follows that by the action of bromine on normal hexane, 
the secondary hexyl bromide, 
CH H ’} CEBt 
or methyl-butyl-carbyl bromide is formed. 
II. Normal Heptane. 
This hydrocarbon is more readily attacked by bromine than hexane, and the reaction 
goes on, but of course very slowly, in artificial light. This is probably due to the 
higher temperature at which the substitution takes place. The phenomena are 
however in both cases quite similar. A portion of the product is decomposed by 
distillation, carbonaceous matter, hydrobromic acid, and heptene being formed, and 
a heptyl bromide distilling between 165 — 167° is obtained, having a pungent and 
aromatic odour. 
It was analysed with the following result : — 
0’326 gave 0"3414 silver bromide. 
Calculated. Found. 
44'67 per cent. Br. 44-57 
On converting it into the acetate a little heptene was formed ; the pure acetate 
boils at 169 — 171°, and has a pleasant fruity odour. By heating it with caustic potash 
a little heptene yvas again obtained, and secondary heptyl alcohol or methyl-pentyl 
carbinol, 
This alcohol boils at 155 — 157°, and yields on oxidation in the cold methylpentyl 
ketone boiling at 150 — 152°, and a higher boiling compound ether. The products are 
converted by further oxidation into normal pentylic acid and acetic acid, as the 
following analyses of the silver salts show : — 
