Photochemical nitrosation of phenol in aqueous nitrite solution.

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Abstract
Photochemical reaction of phenol with nitrite ion was investigated by ultraviolet irradiation in aqueous solution. The main product of the photochemical reaction was isolated and identified as p-nitrosophenol on the basis of spectral data and high performance liquid chromatography analysis. The production of p-nitrosophenol increased with increases in nitrite ion concentration and irradiation time. The production rate of p-nitrosophenol was enhanced under basic condition or under a nitrogen atmosphere, and was suppressed by the addition of sodium thiocyanate or under an oxygen atmospheres. These results suggested that the photo-nitrosation was caused by NO and OH radicals produced by the photolysis of nitrite ion.