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Updated: Aug 17, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Photochemical transformation of 1-naphthol in aerated aqueous solution
1Laboratoire de Photochimie Moléculaire et Macromoléculaire, UMR 6505 CNRS-Université Blaise Pascal, Ensemble Universitaire des Cézeaux, F-63177 Aubière Cedex, France.
Abstract:
The phototransformation of 1-naphthol in aerated aqueous solution was investigated by means of product studies and laser flash photolysis. The quantum yield as measured at 313 nm was found to be equal to 3.2 x 10(-2) in oxygen-saturated medium while being 10-fold lower in deoxygenated solution. The main photoproducts in aerated medium were 1,4-naphthoquinone, 2-hydroxy-1,4-naphthoquinone and 6-hydroxy-1,4-naphthoquinone. Traces of 1,2-naphthoquinone and 5-hydroxy-1,4-naphthoquinones were detected too. Solvated electrons were detected by laser flash photolysis. The quantum yield of monophotonic ionisation was found to be lower than that of 1-naphthol photolysis indicating that other reaction pathways took place. The mechanisms of naphthoquinones and hydroxynaphthoquinones formation are discussed.
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