Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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The Synthesis of Novel Mono(alkoxy)-, Tris(thio)- and Tetrakis(thio)-Substituted Quinones from the Reactions of p-Chloranil with Various S-Nucleophiles

  • Ibis, Cemil (Istanbul University, Faculty of Engineering, Department of Chemistry) ;
  • Yildiz, Mahmut (Istanbul University, Hasan Ali Yucel Faculty of Education) ;
  • Sayil, Cigdem (Istanbul University, Faculty of Engineering, Department of Chemistry)
  • Published : 2009.10.20
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Abstract

The tetrakis(thio)-substituted-1,4-benzoquinone products 4a-e, 6, 7, and the mono(alkoxy)-tris(thio)-substituted-1,4- benzoquinone products 5a-e and 8a-e were synthesized from the reactions of p-chloranil with some thiols and mixture of two different thiol compounds in alcohol in the presence of $Na_2CO_3$ at room temperature. The structures of the novel S,S,S,S- and S,S,S,O- substituted products, which were obtained by the reactions of p-chloranil as a starting compound with n-propanethiol, n-pentanethiol, n-decanethiol, n-dodecanethiol, 2-methyl-2-propanethiol, and mixture of n-decanethiol and n-cyclohexanethiol as S-nucleophiles, were characterized by spectroscopic methods.

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