Nitrosation


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Nitrosation

 

replacement of a hydrogen atom in organic compounds by a nitroso group, —N═O. Nitroso compounds, R—N═O, nitrosoamines, RRʹN—N═0, and oximes are formed as a result of nitrosation. For example;

RRʹCHNO2 → RRʹC(NO2)NO

Nitrosating agents, include nitrous acid, HNO2; its esters, RONO; nitrosyl chloride, NOCl; and nitrogen oxides. The active agent in nitrosation is the nitrosonium cation, NO+, which is formed, for example, upon action of strong acids on nitrosating agents.

Nitrosation is used in industry for the production of cyclohex-anone oxime (an intermediate in the production of caprolactam) and of α-diketones and α-amino acids.

Nitrosation was first accomplished by V. Meyer.

References in periodicals archive ?
Intake of nitrate from drinking water and dietary sources may cause increased exposure to N-nitroso compounds through endogenous nitrosation (Mirvish, 1995).
PN mediated nitration and nitrosation events have been shown to inhibit mitochondrial complex I enzyme, an event relevant to pathogenesis of PD (26) suggesting increased nitration of cellular proteins could be a marker of cellular pathophysiology.
Role of N-nitroso compounds and the nitrosation in etiology of gastric, esophageal, nasopharyngeal and bladder cancer and condition to cancer of known exposures to No nitrosocompounds.
Inhibition by vitamins C and E of in vivo nitrosation and vitamin C occurrence in the stomach.
Inhibition of Nitrosation of Secondary Amines In Vitro by Tea Extracts and Catechins," Mutat.
Thiolation and nitrosation of cysteines in biological fluids and cells.
Isolation and characterization of products from the nitrosation of the alkaloid gramine.
Inhibiting nitrosation ascorbic acid, tocopherols, phenols 2.