Kinetic deuterium isotope effects and kinetic solvent isotope effects for the solvolyses in water and in water + acetonitrile mixtures related to a series of substituted benzyl nitrates
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In aqueous solution, the α-deuterium isotope effects in the solvolyses of benzyl nitrates derivatives depend on the nature of the substituent in the benzene ring. In addition, the isotope effect for some derivatives depends on mole fraction of added acetonitrile while for others the isotope effect is insensitive to solvent composition. However, the kinetic solvent isotope effects for para-methyl and meta-trifluoromethyl derivatives remain unchanged when acetonitrile is added. These observations are accounted for in terms of a model which describes the solvolytic reaction as a two-stage process and contrasts the relative importance of bond-making and bond-breaking.
1990 ◽
Vol 3
(4)
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pp. 260-265
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1991 ◽
Vol 113
(16)
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pp. 6090-6094
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1986 ◽
pp. 1761
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1972 ◽
Vol 50
(24)
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pp. 4034-4049
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1971 ◽
Vol 49
(22)
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pp. 3665-3670
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