Addition of tert-butylbenzene to the strongly acidic solvent HF/SbF5 followed by aqueous workup gives benzene. Propose a mechanism for this dealkylation reaction. What is the other product of the reaction?

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
Chapter9: Nucleophilic Substitution And Β-elimination
Section: Chapter Questions
Problem 9.33P: Solvolysis of the following bicyclic compound in acetic acid gives a mixture of products, two of...
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Addition of tert-butylbenzene to the strongly acidic solvent HF/SbF5 followed by aqueous workup gives benzene. Propose a mechanism for this dealkylation reaction. What is the other product of the reaction?

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