116 
ME. C. SCHOELEMMER ON THE NORMAL PAEAFEINS. 
it follows that the carbon atoms are grouped together in the same way in the pentane, 
which, therefore, belongs to that group of the paraffins which I have called “ normal 
paraffins ; ” and the constitution of it and those of the alcohols derived from it are ex- 
pressed by the following formulse : — 
r ch 3 
1 
r ch 3 
1 
CH, 
1 
17. 
S3 
1 
ch 2 
o5 
£ 
pL'o 
1 
r-< 
CH, 
CH, 
i“H 
CD 
P^ 
1 
CH, 
ci w 
S cS 
• r— ( 
1 
ch 2 
| 
Ph 
1 
[cit 3 
CH 2 . OH 
CD . 
^ O 
£ o 1 
03 o 
a 03 
o 
o 
<D 
m 
CH 3 
I 
ch 2 
I 
ch 2 
I 
CH . OH 
I 
CH, 
The primary pentyl alcohol from pentane is identical with Lieben and Rossi’s normal 
amyl alcohol ; and the secondary alcohol is methyl-propyl carbinol, a compound obtained 
by Friedel by the action of nascent hydrogen on methyl-propyl carbinol. The isoamyl 
alcohol obtained by Wurtz from isoamylene or ethyl allyl, appears to have the same con- 
stitution. 
Normal Hexyl Hydride , or Hexane , C 6 H I4 . 
This hydrocarbon was discovered by Pelouze and Cahours in American petroleum. 
It is also found in cannel and boghead tar, and other coal tars. According to Warren, 
petroleum contains, besides the hexane boiling at 68°, an isomeric hydrocarbon, which 
boils at 61 0, 3*. In the petroleum which I used this latter body was not present, the 
fractions between 40° and 68° being quite insignificant, and diminishing on each further 
distillation. 
The monochlorides obtained from hexane boil between 120° and 130°, by far the 
largest portion distilling nearly constantly at 125° to 126°, as Pelouze and Cahours 
have already observed. On acting upon them with potassium acetate, hexene boiling 
at 69° to 70° is obtained, and a mixture of the two hexyl acetates, which boil at 158° to 
170°, and not, as Pelouze and Cahours state, at 145°. The alcohols obtained from 
the acetic ethers were readily separated by fractional distillation into two portions, one 
boiling at 140° to 141°, and the other between 150° and 155°. As I have already stated, 
this separation of the alcohols is only very incomplete. I tried to obtain the pure 
alcohols by preparing the iodides and transforming those again in the alcohols. The 
iodide obtained from the portion boiling at 140° gave an iodide, the chief portion of which 
boiled, after fractional distillation, at 164° to 169°. On heating it with potassium acetate 
and glacial acetic acid to 100°, nearly half of it was decomposed into hexene and 
hydriodic acid, whilst the remaining portion was converted into an acetate boiling at 
155° to 159°, from which the alcohol was regenerated, but could not be further examined, 
as it was lost. 
* Chem. News, vol. siii. p. 74, from Memoirs Amer. Academy. 
