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KMID : 1059519880320020085
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Journal of the Korean Chemical Society
1988 Volume.32 No. 2 p.85 ~ p.93
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Solvation in Mixed Solvents (VII). Solvolysis of t-Butyl Halide in Isodielectric Solvents
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Lee Ik-Choon
Lee Hai-Whang
Uhm Tae-Seop
Sung Dae-Dong
Ryu Zoon-Ha
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Abstract
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Solvolyses of t-butylhalides (X = Cl, Br, I) in quasi isodielectric solvent system, MeOH-nitromethane, MeOH-nitrobenzene and MeOH-ethyleneglycol have been studied kinetically. Methanolyses for t-butylhalides in MeOH-NM and MeOH-NB show rate maxima at 40~100 % (v/v) MeOH. The rate maxima observed have been interpreted as a result of cooperative enhancement of polarity-polarizability and hydrogen bonddonor ability of solvents. The influences of polarity-polarizability and hydrogen bonddonor ability on reactivities of substrates have been discussed in terms of Y value changes. The solvolysis rates for t-butylhalides in E.G. are more than 20 fold faster than those in MeOH and this was attributed to the solvent structure of E.G.
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