3*4

PRACTICAL ORGANIC CHEMISTRY

upon dimethylaniline in presence of zinc chloride, and subse-
quent oxidation of the product, may be interpreted on similiar
lines, and has already been referred to. (See notes on Prep. 59, p.
279).

xC6H5

l^""H\ CCH4N(CH3)2
••.° HjC(iH4N(CH3)2

/C6H5 -
HCf-Q;II4N(CH,)o"

\cfiii4N(cii;).>

/C6H5

HC~-QH4N(CH3)2
\C(;H4N(C1L).2

Leukobase of
malachite green.

X:8IIfi
O = IIO.C~C(;II4N(CII,)o

P>ase of malachite
green.

The preparation of " crystal violet" from Michler's compound
and dimethylaniline in presence of POCL may be explained in a
similar fashion,

nr XC(;II4N(CII,)o Xy-I4N(CIIs)o

UL\Q5II4N(CH,)o = IIO.C^CGH4N(CII,).,

+ HCGH4N(C'IL)2 \C(iH4N(CIL>)o

Base of crystal
violet.

The constitution of thehydrochlorides of malachite green and
crystal violet will appear as follows : —

C/C«II5
\r\CdlI4N(CIL),
r/C,,H4N(CHs)2
^•CV.U.NICH,),

C
yv

x\
IIC/ ^CII PIC
x Yn

IIC^ /Cll IIC
\ /cn

\/
\/

c
c

N(CH3)2
N(CH3)2

1
1

Ci
Cl

Malachite green. Crystal violet.

PREPARATION 104,
Phthalic Acid. In the formation of phthallc acid by the
oxidation of naphthalene with sulphuric acid, the mercuric ^ul-