Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question
Rank the following from most reactive to least reactive in an SN1 reaction.
Transcribed Image Text:.CI
CI
Expert Solution
Step 1
Since the reactivity of SN1 reaction depends on the stability of the carbocation formed after removing the halide.
Hence in the above reactants,
When carbocation is formed by compound 3, it will have 4 electrons in conjugation
And since as per the 4n rule it will become anti aromatic carbocation
Hence it will be least stable and hence will be least reactive.
Now among the first 2 compounds, the 2nd compound will have carbocation in resonance with the O.
Hence the carbocation will be stabilised by the backbonding with O.
Which is not possible in compound 1.
Hence compound 2 is more reactive than compound 1
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