urbaf2

NITRO DERIVATIVES OF TOLUENE^331

The unsymmetrical isomers of trinitrotoluene also give specific reactions with

sodium carbonate and with lead oxide. The former also affects the ignition temper-

atures of the isomers. The corresponding data are tabulated below, in Table 80

(after Brunswig [141]).

TABLE 80

SPECIFIC REACTIONS OF THE UNSYMMETRICAL ISOMERS OFTRINITROTOLUENE WITH

Na 2 CO 3 AND PbO

Reaction with boiling alcohol solutions Ignition temperature, °C

Isomer

α β γ δ ε η

Na 2 CO 3 PbO Pure isomer

(0.29)

Compound

(0.75 g) with

some quantity

of Na 2 CO 3

(0.05 g)

forms brown salts

(addition products) no change^290231

readily forms sodium forms lead dinitk-

dinitrocresolate cresolate

302 211

,, ,,^291 / 194

,, ,,^313252

some sodium dinitro-

cresolate is ob- reacts only with

tained, being formed great difficulty

very slowly

332 249

sodium dinitro- lead dinitrocresolate

cresolate is formed is formed

335 269

Reactions with ammonia or with amines lead to the formation of dinitrotoluidine

or its N-substituted derivatives:

(27)

The reaction with ammonia in an alcoholic solution may proceed both in the

hot and in the cold (Hepp [35]; Giua [46]). It may be utilized for the identification