The gaseous oxidation of tertiary aliphatic amines. III.
N
-methyl diethylamine and
N
-ethyl dimethylamine
A comparative study of the gaseous oxidation of N - methyl diethylamine and N -ethyl dimethylamine shows that the former compound closely resembles triethylamine in its general behaviour, while the latter compound exhibits a striking similarity to trimethylamine. With both the mixed tertiary amines a reaction occurs which leads to the formation of secondary amine, but which rapidly becomes self-inhibited as oxidation proceeds. Only with N -methyl dimethylamine, however, are substantial amounts of primary amine formed among the products of slow combustion. A possible explanation of this last difference is that only peroxy-radicals derived from tertiary amines containing at least two ethyl groups can, on steric grounds, readily undergo intramolecular attack to yield monoalkylamines. The apparent ease of such a reaction during the oxidation of N -methyl diethylamine and triethylamine may thus account for the marked contrast between the behaviour of these two compounds on the one hand and that of N -ethyl dimethylamine and trimethylamine on the other.