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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 26, Number 8
BKCSDE 26(8)
August 20, 2005 

Stoichiometric Solvation Effects. Solvolysis of Trifluoromethanesulfonyl Chloride
In Sun Koo*, Kiyull Yang, Jong Kuen Park, Mi Young Woo, Jun Mi Cho, Jong Pal Lee, Ikchoon Lee
Dispersion, Stoichiometric solvation effects, Kinetic solvent isotopic effects
Solvolyses of trifluoromethanesulfonyl chloride (TFMSC) in water and in aqueous binary mixtures of acetone, ethanol and methanol are investigated at 25, 35 and 45 oC. The Grunwald-Winstein plot of first-order rate constants for the solvolytic reaction of TFMSC with YCl (based on 2-adamantyl chloride) shows marked dispersions into three separate curves for three aqueous mixtures. The extended Grunwald-Winstein plots for the solvolysis of TFMSC show better correlation. The large negative ΔS and relatively small positive ΔH reveals that the solvolytic reaction proceeds via a typical bimolecular reaction mechanism. The l and m values determined in various solvents are consistent with the proposed mechanism of the general base catalysis SAN/ SN2 reaction mechanism for TFMSC solvolyses based on mass law and stoichiometric solvation effect studies.
1241 - 1245
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