Suggest an explanation for the fact that the order of reactivity of the halides toward n-butylbrosylate in acetone is Cl” > Br” > I~ when (C4H9)4N* is the cation of the halide salt butI” > Br” > Cl” when Li’ is the cation

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.63P
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Suggest an explanation for the fact that the order of reactivity of the halides toward n-butyl
brosylate in acetone is Cl” > Br” > I~ when (C4H9)4N* is the cation of the halide salt but
I” > Br” > Cl” when Li’ is the cation

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