MR. C. SCHORLEMMER ON THE NORMAL PARAFFINS. 
453 
In order to elucidate tlie constitution of tlie chloride, it was heated with anhydrous 
lead acetate and glacial acetic acid to 125°. A complete decomposition was thus 
easily effected, and, besides hexyl acetate, a crystalline compound was formed, con¬ 
sisting of lead acetochloride Pb (C 2 H 3 0o) Cl, a salt which has been discovered by 
Camus. 
The hexyl acetate was thrown out of solution by the addition of water, and without 
further purification converted into the alcohol by heating it with a concentrated solu¬ 
tion of potash. The product was found to contain a little hexylene, which was easily 
got rid of; the alcohol, after being dried over ignited potassium carbonate, distilled 
between 130° and 140°. By repeated fractional distillation and drying over potassium 
carbonate, it was separated into a portion boiling at 130—135°, which was a little 
larger than the other, boiling between 135° and 140°; but no body having a constant 
boiling point could be isolated, although the chloride boiled within one degree. 
Perhaps it was after all a mixture, and, if so, the alcoholic liquid would be a mixture 
of methylbutyl carbinol and ethylpropyl carbinol. 
In order to decide this question each portion was subjected to fractional oxidation, 
as 1 expected that, in case two ketones were formed, one might be more readily 
oxidised than the other. I employed, therefore, in each operation only so much of the 
chromic acid solution that but a small quantity of fatty acids could be formed, and 
separated these in the same way as described in my former papers. 
The results were, however, the same as those formerly obtained : the formation of 
acetic acid and butyric acid could be easily proved both qualitatively and quantita¬ 
tively, but no propionic acid could be found ; and if any was present, its quantity must 
have been exceedingly small. 
I have already stated that in the preparation of hexylene a small quantity of ethyl- 
hexyl ethers is formed. As they could not be separated by fractional distillation, I 
heated them with hydriodic acid, and thus obtained, besides ethyl iodide, a liquid 
boiling between 168° and 178°— i.e., the boiling points of the common secondary and 
the normal primary hexyl iodide. 
The results of this research confirm thus far those which I had already obtained 
seven years ago—viz. : that by the action of chlorine on the normal hexane from 
mannite, normal hexyl chloride is formed, together with a larger quantity of the 
secondary chloride C 4 H 9 .CHCl.Cl I 3 . But it is certainly very remarkable that the 
hexylene obtained from them, or perhaps only from the secondary compound, combines 
so readily with hydrochloric acid in the cold, while the hexylene obtained by perfectly 
analogous reactions from normal petroleum hexane unites with the acid only by heating 
under pressure; and yet the two chlorides thus obtained have apparently the same 
constitution. 
I have already, in my first paper, pointed out some other differences existing between 
the two hexanes, and said:— 
“ The hexane from mannite and some of the derivatives boil a few degrees higher 
3 N 
MDCCCLXXX, 
