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Updated: Apr 24, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Multiple optical properties of a naphthoquinone pigment: 2-methyl-3-(hydroxyphenylthio)-1,4-naphthalenedione
Hirotaka Akiyama1, Takafumi Inoue, Nobuo Tajima
1Department of Applied Chemistry, Faculty of Science and Engineering, Kinki University, 3-4-1 Kowakae, Higashi-Osaka, Osaka 577-8502, Japan. y-imai@apch.kindai.ac.jp.
Abstract:
Naphthoquinone pigments 2-methyl-3-(4- or 2-hydroxyphenylthio)-1,4-naphthalenedione show characteristic optical properties in solution and in the solid state. The position of the OH group in the pigment leads to varied optical properties, including a characteristic colour, in the solid state. The pigment with a 2-OH substituent displays solvatochromism in solution, and that with a 4-OH substituent displays optical chirality in the solid state.
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