Select all valid reasons why the following reaction doesn't occur: OH d. Br + H₂O O a. The π system of the aromatic ring deprotonates HBr instead of the hydroxyl group due to being a stronger Bronsted base. Ob. It is impossible to protonate the alcohol functional group with acid to activate it as a leaving group c. A back-side SN2 approach of the bromide nucleophile is severely inhibited due to the cyclic aromatic system. The carbocation that would be formed during an SN1 process would be very unstable.

Select all valid reasons why the following reaction doesn't occur: OH d. Br + H₂O O a. The π system of the aromatic ring deprotonates HBr instead of the hydroxyl group due to being a stronger Bronsted base. Ob. It is impossible to protonate the alcohol functional group with acid to activate it as a leaving group c. A back-side SN2 approach of the bromide nucleophile is severely inhibited due to the cyclic aromatic system. The carbocation that would be formed during an SN1 process would be very unstable.

EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter20: Nucleophilic Substitution Reactions: Competing Nucleophiles

Section: Chapter Questions

Problem 2Q

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