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Comparative Study of Classical and Modified Clemmensen Reduction of Anthraquinone and Alizarin with Amalgamated and Non-amalgamated zinc: What “hexahydroanthracene” Clemmensen have Obtained?
Published: 30 November 2007 by MDPI in The 11th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis
Abstract: The comparative study for reduction of anthraquinone and alizarin with zinc dust and zinc amalgam was conducted. Both reactions gives 9,10-dihydroanthracene, 1,2,3,4-tetrahydroanthracene, and 1,2,3,4,4a,9,9a,10-octahydroanthracene mixtures as reaction products. No any hexahydroanthracene isomers were detected by GC-MS.
Keywords: Clemmensen reaction, Clemmensen reduction, zinc dust, zinc amalgam, anthraquinone, alizarin, dihydroanthracene, tetrahydroanthracene, hexahydroanthracene, octahydroanthracene