376 
DR. A. W. HOFMANN’S RESEARCHES INTO THE 
The formula of diethylamylamine is moreover supported by the boiling-point. This 
compound differs from diethylamine by H 21 N— Cg N=Ciq Hiq=5C2 H 2 . I 
have lately prepared diethylamine on a larger scale, and found its boiling-point to be 
57 ° C. ; on starting from this number, the boiling-point of diethylamylamine should be 
57 -f (5 X 19) = 152°. The experimental boiling-point is 154°. 
Having seen by the preceding experiments that ethyl, as it were, yields its place 
to amyl, the idea naturally suggested itself to inquire into the mutual relations of 
ethyl and methyl under similar circumstances. For this purpose I might have studied 
the action of heat upon oxide of methylotriethylammonium ; however, as I had some 
grammes of diethylamylamine at my disposal, I preferred to methylate this compound, 
and examine the new body thus obtained. 
Action of Iodide of Methyl upon Diethylamylamine. 
On adding iodide of methyl to diethylamylamine, the phenomena which I have 
already several times described are repeated in turn. The action in this case however 
is so violent that the iodide must be added very gradually, for on suddenly mixing, the 
liquid is projected from the vessel with a sort of explosion ; on account of the low 
boiling-point of the methyl-compound, it is advisable to mix in a tubulated retort pro- 
vided with a condenser. 
On cooling the mixture solidifies into a hard white crystalline mass, consisting of 
a new iodide, for which, in accordance with the nomenclature which I have adopted, 
I propose the name iodide of methylodiethylamylammonium. 
C 4 H 5 
C4 H5 
^10 Hji, 
■NH-C2 H, !=<: 
rc2 Hg 1 
'C4 H5 
C4 Hg 
.^10 
1. 
The new iodide, like the preceding analogues, is extremely soluble in water, forming 
a very bitter solution, from which it is reprecipitated by potassa in oily globules, 
which solidify again but slowly. 
When digested with protoxide of silver, the iodide yields the oxide in form of a 
powerful alkaline solution, which forms crystalline salts with sulphuric, nitric and 
hydrochloric acid. The hydrochlorate of methylodiethylamylammonium gives with 
bichloride of platinum a beautiful salt, by the analysis of which the composition of 
the substance was established. 
0‘2015 grm. of platinum-salt gave 0'0550 grm. of platinum. 
The values corresponding to the formula 
C 20 H 24 N Cl, Pt Cl 2 = <! 
C 2 Hg 
C4 H 
C. H 
Pio Hiij 
1 
^ 1>N Cl, Pt CI 2 
