Kinetic study on the nitrosation of dibenzylamine in a model system.
A kinetic study of the formation of N-nitrosodibenzylamine (NDBzA), from the nitrosation of dibenzylamine (DBzA) by sodium nitrite, was performed in a model system under conditions (temperature, pH) that are similar to those encountered in the industrial production of hams processed in elastic rubber nettings. The nitrosation reaction was carried out in a KH2PO4 buffer (0.5 M) at pH 5.8 and at a temperature of 69 degrees C. Since DBzA is insoluble in an aqueous buffer system, a non-ionic surfactant, Tween 20, was used as a solubilizing agent. The nitrosation reaction exhibited first-order kinetics with respect to DBzA and second-order kinetics with respect to nitrite. The calculated rate constant was 4.7 +/- 0.5 M-2/min. The pH profile of NDBzA formation was also determined. The optimal pH of NDBzA formation, 3.12, was close to the pKa of nitrous acid (HNO2, pKa = 3.1).
US Department of Agriculture, Agricultural Research Service, Philadelphia, PA 19118.
N L
NL
Ayala
W
W
Fiddler
R A
RA
Gates
J W
JW
Pensabene
D001596:Benzylamines / Q000737:chemistry*; D002082:Butylamines; D002849:Chromatography, Gas; D006863:Hydrogen-Ion Concentration; D007700:Kinetics; D008956:Models, Chemical; D009602:Nitrosamines / Q000737:chemistry; D015538:Nitrosation; D012977:Sodium Nitrite / Q000737:chemistry
D001596:Benzylamines; D002082:Butylamines; D009602:Nitrosamines; C045274:dibutylamine; C005051:dibenzylamine; C015395:N-nitrosodibenzylamine; D012977:Sodium Nitrite