Nitrosative dealkylation of some symmetrical tertiary amines
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 8,p. 1110-1114
- https://doi.org/10.1039/p29790001110
Abstract
The rates of nitrosodealkylation of several symmetrical tertiary amines R3N including trialkylamines (R = Me, Et, Prn, and Bun) and substituted trialkylamines (R = C6H5CH2, 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.Keywords
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