7417-67-6Relevant academic research and scientific papers
Kinetic Studies on the Formation of N-Nitroso Compounds, X. The Nitrosation of N-Methylacetamide and Its Differences with Respect to the Nitrosation of Amines
Casado, Julio,Castro, Albino,Leis, J. Ramon,Mosquera, Manuel,Pena, M. Elena
, p. 1047 - 1058 (1984)
The kinetics of the nitrosation of N-methylacetamide have been studied using specrophotometry.Significant differences with respect to the mechanism of nitrosation of amines were observed: the absence of catalysis by halides, the existence of general basic catalysis by acetate and its chlorated derivatives obeying Broensted's law (with β = 0.49), and the primary isotopic effect (with a ratio of 7.9 between the rate constants for the elementary process in H2O and D2O).All this indicates that the slow step of the mechanism must be the transfer of a proton from the protonated nitrosamide to the reaction medium. - Keywords: Kinetics of nitrosation; N-Nitrosation of N-methylacetamide; Proton transfer
Dinitrogen tetroxide-impregnated charcoal (N2O 4/charcoal): Selective nitrosation of amines, amides, ureas, and thiols
Iranpoor, Nasser,Firouzabadi, Habib,Pourali, Ali Reza
, p. 1517 - 1526 (2007/10/03)
Efficient N-nitrosation of amines, amides, and ureas, and also S-nitrosation of thiols were performed with dinitrogen tetroxide impregnated on activated charcoal (N2O4/charcoal) in CH 2Cl2 at room temperature. High selectivity was observed for N-nitrosation of dialkyl amines, N-alkylamides and N-alkylureas. Dealkylation and N-nitrosation of trialkylamines were also performed by this reagent. Copyright Taylor & Francis, Inc.
Selective N-nitrosation of amines, N-alkylamides and N-alkylureas by N2O4 supported on cross-linked polyvinylpyrrolidone (PVP-N2O4)
Iranpoor, Nasser,Firouzabadi, Habib,Pourali, Ali-Reza
, p. 1591 - 1597 (2007/10/03)
N2O4 was supported on the cross-linked polyvinylpyrrolidone (PVP) to afford a solid, stable and recyclable nitrosating agent. This reagent shows excellent selectivity for N-nitrosation of dialkyl amines in the presence of diaryl-, arylalkyl-, trialkylamines and also for secondary amides in dichloromethane at room temperature under mild and heterogeneous conditions. Also N-nitroso-N-alkyl amides can be selectively prepared in the presence of primary amides and N-phenylamides under similar reaction conditions. Selective N-nitrosation or dealkylation and N-nitrosation of tertiary amines can also be performed by this reagent.
Supramolecular fixation of NO2 with calix[4]arenes
Zyryanov, Grigory V.,Kang, Yanlong,Stampp, Stephen P.,Rudkevich, Dmitry M.
, p. 2792 - 2793 (2007/10/03)
Reaction of NO2 with simple calix[4]arenes in chloroform in the presence of a Lewis acid rapidly results in intense coloration caused by the encapsulation of nitrosonium cation.
