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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.

Chemistry
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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Select all valid reasons why the following reaction doesn't occur: OH Br d. + H₂O a. The system of the aromatic ring deprotonates HBr instead of the hydroxyl group due to being a stronger Bronsted base. b. 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.
Transcribed Image Text:Select all valid reasons why the following reaction doesn't occur: OH Br d. + H₂O a. The system of the aromatic ring deprotonates HBr instead of the hydroxyl group due to being a stronger Bronsted base. b. 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.
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