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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 3, Number 4
April 20, 1982 

The Kinetics and Mechanism of Nucleophilic Addition of Thioglycolic Acid to β-Nitrostyrene Derivatives
Tae-Rin Kim, Tae-Sung Huh, In-Sup Han
The rate constants of the nucleophilic addition of thioglycolic acid to the derivatives (H, p-CH3, p-CH3O, p-Cl, p-NO2) of β-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 HSCH2COO- add to the double bond.
162 - 165
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