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 MOE was estimated for NI and NA, using response modelling set by the Scientific Committee on Consumer Safety (SCCS) of the European Commission for NDEA and NDMA, representing the most potent nitroso compounds. The MOE equal or greater than 10,000 would be of low concern, and vice versa [21].
Perhaps the most widespread is free-radical cure chemistry; other chemistries include resins, epoxidized rubber, maleimides, C nitroso compounds, among others.
"Whether such substances actually cause cancer in humans remains uncertain." Examples include the nitroso compounds, formed from nitrogen containing organic substances.
Carcinogenic nitroso compounds. Advances in Cancer Research 10: 163-246.
Epidemiological evidence for the role of nitroso compounds in human cancer.