CH,CH3 CH;CH,ŇCH2CH3 triethylamine quinuclidine

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter16: Amines
Section: Chapter Questions
Problem 16.39P
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The rate of the reaction of methyl iodide with quinuclidine was measured in nitrobenzene, and then the rate of the reaction of methyl iodide with
triethylamine was measured in the same solvent. The concentration of the reagents was the same in both experiments.
a. Which reaction had the larger rate constant?
b. The same experiment was done using isopropyl iodide instead of methyl iodide. Which reaction had the larger rate constant?

c. Which alkyl halide has the larger kquinuclidine/ktriethylamine ratio?

CH,CH3
CH;CH,ŇCH2CH3
triethylamine
quinuclidine
Transcribed Image Text:CH,CH3 CH;CH,ŇCH2CH3 triethylamine quinuclidine
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