Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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The Kinetics and Mechanism of Nucleophilic Addition of Thioglycolic Acid to ${\beta}$-Nitrostyrene Derivatives

  • Kim, Tae-Rin (Department of Chemistry, College of Natural Sciences, Korea University) ;
  • Huh, Tae-Sung (Department of Chemistry, Song Sim Women College) ;
  • Han, In-Sup (Department of Chemistry, Kangwon National University)
  • Published : 1982.12.30
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Abstract

The rate constants of the nucleophilic addition of thioglycolic acid to the derivatives $(H,\;p-CH_3,\;p-CH_3O,\;p-Cl,\;p-NO_2)$ of ${\beta}$-nitrostyrene were determined by ultraviolet spectrophotometry. The rate equations which can be applied over a wide pH range were obtained. Therefrom a reaction mechanism was proposed. Above pH 8.5 sulfide anion adds to the double bond (Michael type addtion). However, below pH 8.5, the neutral molecule and $HSCH_2COO^{\theta}$ add to the double bond.

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References

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