Nitroso Compounds

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Nitroso Compounds


organic compounds containing a nitroso group, —N═O, bound directly to a carbon atom—for example, nitroso-tert-butane, (CH3)3C—N═O; nitrosoben-zene, C6H5—N═O; trifluoronitrosomethane, CF3N═O; and p-nitrosodimethylaniline, (CH3)2N—C6H4—N═O. Many nitroso compounds exist in a dimeric form that converts readily upon melting, dissolution, or distillation into the monomeric form: (R3CNO)2 ⇄ 2R3CNO. Monomeric nitroso compounds are colored (blue or greenish) liquids or gases; the dimers are colorless solids.

Nitroso compounds are very reactive; they may be oxidized to the corresponding nitro compounds, reduced to amines (or hydroxylamines), and relatively easily condensed with amines (in a manner similar to aldehydes and ketones). Nitroso compounds are produced from olefins, amines, nitro compounds, and oximes by various methods. Aromatic nitroso compounds are used as dyes, intermediates in organic synthesis, and analytical reagents; fluorine-containing nitroso compounds (for example, CF3NO) are used in the production of heat-resistant rubbers.

Nitroso compounds are sometimes considered to include all compounds containing a nitroso group—for example, nitrosoamines, R2N—NO.

References in periodicals archive ?
The exposure of such populations to nitroso-compound precursors through vegetables, marine foods, and drinking water may be neutralised by the relatively high consumption of turmeric, which reduces the formation of mutagenic/carcinogenic nitroso compounds (Nagabhushan et al.
Scientists found 90% of the 300 nitroso compounds tested produce cancers in animals.
Epidemiological evidence for the role of nitroso compounds in human cancer.
Though part of the NO formed in vivo may react with thiol groups in low-molecular-mass compounds, this method does not detect these low-molecularmass nitroso compounds, as NO must be in the gas state to react with the [0.
Many compounds, among them nitroso compounds, mercaptans and their zinc salts, thiocarboxylic acids and their salts, disulphides, sulphenamides, hydrazines, peroxides and metal complexes, are known to have depolymerizing effects[5].