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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 12, Number 3
BKCSDE 12(3)
March 20, 1991 

 
Title
Kinetic Studies on the Addition of Thiophenol to α, N-Diphenylnitrone
Author
Tae-Rin Kim*, Kwang-Il Lee, Sang-Yong Pyun
Keywords
Abstract
The rate constants for the nucleophilic addition of thiophenol to α, N-diphenylnitrone and it's derivatives (p-OCH3, p-Cl, p-NO2) were determined from pH 3.0 to 13.0 by UV spectrophotometry and rate equations which can be applied over a wide pH range were obtained. On the basis of rate equation, general base and substituent effect a plausible addition mechanism of thiophenol to α, N-diphenylnitrone was proposed: At high pH, the addition of sulfide ion to carbon-nitrogen double bond was rate controlling, however, in acidic solution, reaction was proceeded by the addition of thiophenol molecule to carbon-nitrogen double bond after protonation at oxygen of α, N-diphenylnitrone.
Page
301 - 303
Full Text
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