Answered: QVI: Starting from benzene as the only…

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QVI: Starting from benzene as the only organic reagent you have and use any other inorganic reagents to prepare:

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 9.58P: Using your reaction roadmap as a guide, show how to convert cyclohexane into hexanedial. Show all...

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Question

QVI: Starting from benzene as the only organic reagent you
have and use any other inorganic reagents to prepare:

Expert Solution

Step 1

Starting from benzene, nitration would yield nitrobenzene and further reaction with xenon fluoride in DCM, reduction of nitro group changes to amine and fluorine is substituted at meta-position. This undergoes a diazonium reaction followed by treatment with HBF₄ and heat (Scheizmann reaction) to give the desired product.

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