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Abstract
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Electrochemical oxidation of hydroquinone has been studied in the presence of arylsulfinic acids as nucleophile in aqueous solution using cyclic voltammetry and controlled-potential coulometry methods. The interesting chemical properties of hydroquinone and its derivatives have inspired chemists to design and synthesize a variety of its derivatives. Among the numerous methods to synthesize substituted hydroquinone, Michael-addition reactions play an important role. In this context, as a part of a program to electrochemical synthesis of novel compounds based on the in situ generation of Michael acceptor [1-3] and containing of arylsulfinic acids moiety in structure, we thought that synthesis of organic compounds with both structures of arylsulfinic acids and hydroquinone would be useful. The results revealed that quinone derived from oxidation of hydroquinone participate in Michael-addition reactions with arylsulfinic acids. We derived new hydroquinone derivatives in good yields based on controlled potential electrochemical oxidation at carbon electrode in a divided cell. In this work, also, we compared the obtained products with the products of electrochemical oxidation of 1-(4-(4-hydroxyphenyl)piperazin-1-yl)ethanone and 4- (piperazin-1-yl)phenol in the presence of arylsulfinic acids.
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