芳香族ニトロソ化合物の呈色反応と薄層クロマトグラフィー

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Aromatic nitroso compounds were detected on a thin layer of silica gel as red to blue spots by the spraying of acidic 2-naphthol solution {1% 2-naphthol in a mixture of methanol-ethyleneglycol-35% hydrochloric acid (10 : 8 : 2)} followed by the heat treatment at 105110°C for 1020 min. The color reaction were comparable to or more sensitive than conventional procedures, particularly for p-nitrosoaniline derivatives. Detection limits of p-nitosodimethylaniline, p-nitrosophenol, 1-nitroso-2-naphthol and N-nitrosomethylaniline were, respectively, 0.03 μg, 0.2 μg, 0.3 μg, and 1 μg. Nitro and amino compounds with a few exceptions including p-phenylenediamine and N, N-dimethyl-p-phenylenediamine were inert for this reagent. These exceptions were attributed to their auto-oxidation to compounds which were able to couple with 2-naphthol. Rf values of the compounds with various solvents were compared. N-Nitroso compounds generally showed higher Rf values than those of C-nitroso homologues. Benzene-methanol (8 : 2) was found to be a suitable solvent for separating p-nitroso compounds from related p-nitro and p-amino derivatives, whereby the Rf's were in the increasing order, p-amino <p-nitroso <p-nitro compounds.
社団法人日本分析化学会の論文