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(Michael S) #1

330 CHEMISTRY AND TECHNOLOGY OF EXPLOSIVES;


in the meta position to the CH 3 group, is rather mobile as it is in the ortho or para


position to other nitro groups. Such mobile nitro groups are easily substituted. Here


are the characteristic reactions, as shown by the most important γ− isomer.


Reactions with alkalis


The unsymmetrical isomers of trinitrotoluene readily react with aqueous solu-


tions of sodium or potasium hydroxide, forming salts of dinitrocresol (Will [37]):


(25)

The reaction can take place at room temperature. The reaction with sodium car-


bonate at a temperature corresponding to the boiling point of alcohol, occurs in


a similar way.


Brady [137] found that a concentrated solution of sodium acetate acted on


unsymmetrical trinitrotoluene in a way similar to the action of weak alkalis, giving


the corresponding dinitrocresols. Under such conditions less ill-defined amorphous


products were obtained than in the reaction with strong alkalis, where they were


formed in great quantities.


Under the influence of an alcoholic solution of sodium- or potassium methoxide
or ethoxide one of the nitro groups may be replaced by the methoxy or ethoxy
group :

(26)

Sodium hydroxide gives the following colour reactions with the unsymmetrical
isomers of trinitrotoluene (Table 79).

TABLE 79
COLOUR REACTIONS OF THE UNSYMMETRICAL ISOMERS OF TRINITROTOLUNE WITH
SODIUM HYDROXIDE
Sodium hydroxide
Isomer
in acetone solution in alcohol-acetone solution

β violet, bright green, bright
γ violet-greyish blue with a violet tinge
η light pink red

Ammonia gives similar colour reactions.

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