MOLECULAR CONSTITUTION OF THE VOLATILE ORGANIC BASES. 
Ill 
The nitraniline-salt contains 28*66 per cent of platinum. I have not prepared a 
diethylonitraniline. 
The deportment of chloraniline, bromaniline and nitraniline with bromide of ethyl, 
appears to throw much light upon the constitution of these substitution-bases. The 
possibility of introducing into these substances two equivalents of ethyl, shows that 
they must contain the same amount of basic hydrogen (an expression by which I may 
be allowed to represent briefly the hydrogen of the ammonia-skeleton) as aniline 
itself, and hence it is evident that it was the hydrogen of the phenyl which was re- 
placed by chlorine, bromine and hyponitric acid in the transformation of aniline 
into its chlorinated, brominated, &c. relatives. 
This transformation is due to a secondary substitution aftecting the hydrogen in 
the radical, which replaced the original ammonia-hydrogen ; and the constitution of 
the substances in question may hence be graphically represented by the following 
formulae : — 
' 
H 
' 
H 
' 
H 
Chloraniline <; 
H 
>N. 
Bromaniline < 
H 
>N. 
Nitraniline ) 
H 
C|2 
©J 
C12 
(b”;)j 
C|2 
(no.)| 
' 
H 
H 
H 
Ethylochloraniline . . . < 
C4 
H3 
/H \ 
,N. 
Ethyl obromaniline < 
C4 
H3 
.N. 
Ethy lonitraniline ■ 
U4 
H3 
/H \ I 
C12 
(a)J 
1 
©J 
C.2 
(NO4) 
rc 4 
H3 
Diethylochloraniline < 
U4 
H3 
/R \ 
^N. 
C12 
(ci) 
■N. 
IN. 
This mode of viewing their constitution is in perfect harmony with the facts at pre- 
sent in our possession, both as regards the deportment of the substitution-anilines, 
and the substances similarly derived from hydrated oxide of phenyl. Experiment 
has shown that in aniline 1, 2 or 3 equivalents of hydrogen may be replaced by 
chlorine, bromine, and probably also by the elements of hyponitric acid *. In these 
substances their basic properties gradually diminish with the successive insertions 
* At the present moment we have only nitraniline, but it is scarcely to be doubted that we shall soon be- 
come acquainted with the nitro-term corresponding to dichloraniline and trichloraniline. Recent researches 
of M. Cahours (Ann. Ch. Phys. ser. xxvii. 439) on the derivatives of anisole have pointed out the first alka- 
loid containing 2 equivs. of hyponitric acid. 
Anisidine Ci 
Nitranisidine ...C,. 
Dinitranisidine C,4 
H, 
f H, 
INO4 
r H, 
I (NO 
} 
NO, 
NO, 
In this series only the trinitranisidine Ci4 < ? N is wanting. 
L (1^04)3 J 
