WHICH NITROGEN IS SUBSTITUTED FOR HYDROGEN 
713 
They are acted upon in a like manner by various reagents. When reduced in alcoholic 
solutions by sulphide of ammonium, they are both converted into bromaniline, which crys- 
tallizes in octahedra, and proves itself to be completely identical with that obtained 
from bromisatine or bromacetanilid by distillation with potash. Very different from 
this is the deportment of bromonitrobenzol (/3 bromonitrobenzol) prepared from perbro- 
mide of (3 diazonitrobenzol. On treating this compomid with sulphide of ammonium, it 
is certainly also converted into bromaniline, but this base differs greatly from the above- 
described bromaniline. Ordinary bromaniline (which I would now designate as a brom- 
aniline) crystallizes, as is well known, in octahedra which fuse at 57° C. The new 
base, however (the (3 bromaniline), forms an oil which does not solidify even in winter. 
The chemical deportment of both compounds is the same ; they form, under like condi- 
tions, a series of derivatives which are of the same composition, and differ only in their 
physical properties. 
In order to establish the composition of the (3 bromaniline experimentally, I have 
analyzed the hydrochlorate and its platinum-salt. The hydrochlorate of (3 bromaniline 
forms white, nacreous, brilliant plates, which are readily soluble in water and alcohol, 
and which are rapidly coloured red when exposed to the air. 
0-2605 grm. of substance gave 0T76 grm. of chloride of silver. 
€ 6 H 6 Br N, HC1. 
Calculated. Found. 
Chlorine .... 17-02 per cent. 16-71 
The Platinum-salt of the Hydrochlorate of (3 Bromaniline , € 6 H 6 Br N, HC1, Pt Cl 2 , 
crystallizes in yellow, often well-formed prisms, which are far more soluble in water 
than the slender highly lustrous plates of the platinum-salt of a bromaniline. 
0-3735 grm. gave 0-097 grm. of platinum. 
€ 6 H 6 BrN, HC1, PtCl 2 . 
Calculated. Found. 
Platinum .... 26-12 per cent. 25-97 
I need scarcely state that nitrochlorobenzol compounds corresponding to a, and (3 nitro- 
bromobenzol can readily be obtained by submitting the platinum-salts of a and (3 diazo- 
nitrobenzol to distillation with carbonate of sodium. These two bodies differ likewise 
most characteristically ; a nitrochlorobenzol crystallizes invariably in long, almost white 
needles which fuse at 83° C., whilst (3 nitrochlorobenzol crystallizes from its ethereal 
solution in thick columns which fuse at 46° C. The former is converted by sulphide of 
ammonium into the ordinary (a) chloraniline, the latter into a new base (f3 chloraniline), 
which is distinguished by its remaining an oil at the common temperature. The plati- 
num-salt presents itself in the form of yellow crystals, which differ likewise considerably 
in form and solubility from the small slender plates of the platinum-salt of a bromaniline. 
