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Reaction Intermediate of Organic Sulfur Compund Ⅱ. Nucleophilic Substitution Reaction of Disulfonyl Chloride Compounds

  • Dae-Dong Sung (Department of Chemistry, Dong-A University) ;
  • Dae-Il Jung (Department of Chemistry, Dong-A University) ;
  • Kyu-Chul Kim (Department of Chemistry, Dong-A University) ;
  • Yang-Hee Kim (Department of Chemistry, Dong-A University) ;
  • Soo-Dong Yoh (Department of Chemistry Education, Kyungpook National University)
  • Published : 1990.02.20

Abstract

The nucleophilic substitution reactions of naphthalene-1,5-disulfonyl chloride and 4-fluorosulfonylbenzenesulfonyl chloride with p-substituted anilines and methyl substituted pyridines in methanol-acetonitrile mixtures and hydrolyses of those disulfonyl halides have been studied by means of conductometric and polarographic methods. A large difference in the selective parameter, ${\rho}_N$ between mono-sulfonyl chloride and disulfonyl halide can be taken as an evidence that the second $SO_2Cl$ grolup of naphthalene-1,5-disulfonyl chloride also takes part in the reaction in contrast to sulfonyl fluoride in 4-fluorosulfonylbenzenesulfonyl chloride, which only acts as a substituent in the nucleophilic substitution reaction.

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