The rates of nitrosodealkylation of several symmetrical tertiary amines R3N including trialkylamines (R = Me, Et, Prn, and Bu n) and substituted trialkylamines (R = C6H 5CH2, triethanolamine, and nitrilotriacetic acid) have been measured in aqueous acetic acid-acetate buffers. The rate of formation of diethylnitrosamine was found to be first order in nitrous acid, triethylamine, and in the hydrogen ion concentration for pH >3.1. Rates increased with decreasing amine basicity. The rate equation was consistent with rapid, reversible nitrosation by nitrous acid or acetyl nitrite and a rate-determining subsequent elimination.
|Number of pages||5|
|Journal||Journal of the Chemical Society, Perkin Transactions 2|
|Publication status||Published - 1979|