Abstract. The formation of N -nitrosodimethylamine (NDMA) by the nitrosation of dimethylamine (DMA) is greatly enhanced by the presence of free chlorine (HOCl). The effect of HOCl appears at first to be contrary because HOCl rapidly oxidizes nitrite and hence should reduce NDMA formation from a mechanism involving classical nitrosation.
10/11/2003 · The formation of N-nitrosodimethylamine (NDMA) by the nitrosation of dimethylamine (DMA) is greatly enhanced by the presence of free chlorine (HOCl). The effect of HOCl appears at first to be contrary because HOCl rapidly oxidizes nitrite and hence should reduce NDMA formation from a mechanism involving classical nitrosation.
11/1/2003 · The formation of N-nitrosodimethylamine (NDMA) by the nitrosation of dimethylamine (DMA) is greatly enhanced by the presence of free chlorine (HOCl). The effect of HOCl appears at first to be contrary because HOCl rapidly oxidizes nitrite and hence should reduce NDMA formation from a mechanism involving classical nitrosation.
The formation of N-nitrosodimethylamine (NDMA) by the nitrosation of dimethylamine (DMA) is greatly enhanced by the presence of free chlorine (HOCl).
These results strongly suggest that the NDMA formation at higher temperatures involves the oxidative cleavage of tertiary amines to produce secondary amines (dimethylamine, DMA ) which may react with nitrite to form NDMA. On the other hand, at lower temperatures, NDMA may be formed from TMA or TMAO by a pathway not involving DMA.
The mechanistic pathways of N-nitrosodimethylamine (NDMA) formation by the reactions of dimethylamine (DMA) with the nitrite anion catalyzed by carbonyl compounds have been investigated using the DFT/B3LYP method at the 6-311+G(d,p) level. The computational results show that the energy barriers of the nucleophilic addition reaction, which were calculated as 27?40 kcal/mol, increase.
N-Nitrosodiethylamine, Nitrosamine, Dimethylformamide, Cimetidine, Lomustine
