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The Chemistry of Powder and Explosives - Sciencemadness Dot Org

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METHYLNITRAMINE 371<br />

Methylnitramine<br />

Methylnitramine is produced when aniline reacts with tetryl<br />

in benzene solution, <strong>and</strong> when ammonia water or barium hydroxide<br />

solution acts upon dinitrodimethyloxamide. <strong>The</strong> structure <strong>of</strong><br />

tetryl was first proved by its synthesis from picryl chloride <strong>and</strong><br />

the potassium salt <strong>of</strong> methylnitramine.<br />

Methylnitramine is a strong monobasic acid, very readily<br />

soluble in water, alcohol, chlor<strong>of</strong>orm, <strong>and</strong> benzene, less soluble<br />

in ether, <strong>and</strong> sparingly soluble in petroleum ether. It crystallizes<br />

from ether in flat needles which melt at 38°. It is not decomposed<br />

by boiling in aqueous solution even in the presence <strong>of</strong> an excess<br />

<strong>of</strong> alkali. On distillation it yields dimethylnitramine, m.p. 57°,<br />

methyl alcohol, nitrous oxide <strong>and</strong> other products. Methylnitramine<br />

owes its acidity to the fact that it is tautomeric.<br />

/H JQ<br />

CHa—N< ^ CH,—N=N

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