urbaf2

NITRO DERIVATIVES OF TOLUENE^329

Heat of nitration. Heats of direct conversion of dinitrotoluenes to trinitrotoluenes
are listed in Table 78 (after Gamer and Abemethy [3]).

TABLE 78

HEATS OF NITRATION OF DINITRO- TO TRINITRO-TOLUENE

Starting compound

3,4-Dinitrotoluene

Product Heat, kcal/mole

2,3 ,,

2,5 ,,

3,6 ,,

2,3,4-trinitrotoluene 12.4

2,4,5-(3,4,6) ,, 19.7

2,3,4- ,, 12.1

2,3,6- ,, 19.7

2,4,5-(3,4,6-) ,,, 15.0

2,3,6- ,, 15.3

SCHEME OF NITRATION OF TOLUENE*

Chemical properties...............................

The chemical properties of the unsymmetrical isomers of trinitrotoluene are

in some respects similar to those of α− trinitrotoluene, e.g. they are not affected

by acids. However, they differ from α− trinitrotoluene as their nitro group, located