569 
chloride, thus proving the meta-position of the nitro- in relation to 
the amino-group. He assigned to the nitro-group place 4, though as 
a consequence of his research two structure-formulae were possible : 
CaHsnH Cosy H 
hes CII aos Cll, 
NO, ey anc NG. NO, 
In order to prove that the first formula is the right one I ethyl- 
ated 4-nitro-o-toluidine and got a yellow compound, identical with 
the nitro-ethyl-o-toluidine described above. 
When the 4-nitro-ethyl-o-toluidine is boiled during some time with 
nitric acid (D. 1.49) an almost colourless compound (in. p. 112—113°) 
is formed, the analysis of which proves it to be a trinitro-o-tolyl- 
ethyl-nitramine. 
The same substance is formed by nitrating ethyl-o-toluidine dis- 
solved in cone. sulfuric acid with a large surplus of conc. nitric 
acid in the same way as described for the ethyl-p-toluidine. On 
pouring the liquid out on ice, which after having been left for one 
day, had become turbid by fine oil-like drops contained in it, the 
trinitro-o-tolyl-ethyl-nitramine precipitated. However if I left the 
liquid alone for several days, in some cases a crystalline mass was 
deposited therein, which proved to consist of the same almost 
colourless crystals. 
As the ethyl-o-toluidine by nitration with nitric acid (D. 1.49) 
changes into the 3.5. dinitro-o-tolyl-ethyl-nitramine *) we must assign 
to the nitro-groups of the new nitramine places 3, 4, and 5. 
CH; yH Calls y NO, Cals Hl C,H; NO, 
MN hater ain gh. oti ZN ars ome (0 
NG: >} 
NO, ‘ NO, 
When the nitramine is boiled for some hours with phenol, amyl- 
alcohol and some drops of cone. sulpburic acid, the 3.4.5. trinitro- 
ethyl-o-toluidine is formed, which recrystallized from alcohol produces 
yellow needles melting at 150°. 
Refractometric determinations. 
After having dissolved the nitroeompounds in pyridine, the refrac- 
tive indiees for sodium light were measured with the refractometer 
of Punrricn “Neuconstruction”. Here follow some of the molecular 
refractions (M.-R.) measured by me*). The corresponding numbers 
ae 63 RoMBURGH. Rec. 3, 402 (1884). 
?) I have used the formula of Lorentz LORENZ. 
