Tetranitromethane may be used for nitrations in the presence of boric acid.
Dialkylanilines may be nitrated by this method, as for example N,N-dimethyl-
p-toluidine (E. Schmidt and H. Fischer [57]):
Tetranitromethane like polynitro-aromatic hydrocarbons is able to form addition
compounds (p. 222, Fig. 47). Nevertheless, the existence of an addition compound
of tetranitromethane with benzene has not been proved by thermal analysis, when
this was carried out recently by T. Urbanski, Piskorz, Centner and Maciejewski
[59]. They also examined a number of other systems by means of thermal analysis.
The compositions of various eutectics determined by the above authors are shown
in Table 127.
TABLE 127
EUTECTICS OF TETRANITROMETHANE
Compound added
Benzene
Nitrobenzene
o- Nitrotoluene
m- Nitrotoluene
p- Nitrotoluene
m- Dinitrobenzene
α− Trinitrotoluene
α− Nitronaphthalene
Tetryl
Tetranitromethane
content, wt. %
Freezing point, °C
70.0
57.0
41.5
47.5
81.5
97.0
97.0
90.0
(restricted solubility)
-16.1
-19.1
-28.5
-24.0
+ 1.5
+11.3
+12.3
+ 9.3
Macbeth and his co-workers [60, 61] found that tetranitromethane produced
yellow or brown colour with a number of other compounds as well, for example,
with mercaptans, dioxane, and aliphatic amines. The absorption spectra of such
solutions showed maxima at about 350 mμ.
EXPLOSIVE PROPERTIES
According to Roth [62], pure tetranitromethane cannot be detonated even when
using 10 g of tetryl as detonator. However, the ability of tetranitromethane to
detonate increases considerably when it contains organic impurities, even in small
quantities.