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The reaction products of the photochemical reactions of 1,4-naphthoquinone and its methyl- or halogenoderivatives with xanthene were investigated. Methyl-substituted 1,4-naphthoquinones produce the corresponding 1,4-naphthohydroquinones, but naphthoquinone and its halogeno-derivatives react to give substituted or added products by the xanthyl group in addition to the hydroquinone derivatives. Stable free radicals, which remain unchanged under atmospheric pressure, are also obtained in the latter reactions. The courses of the photochemical reactions were investigated by means of the CIDNP technique, and the reaction mechanism was discussed.
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Maruyama et al. (1974) studied this question.
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