Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 13.5, Problem 5P
Interpretation Introduction

Interpretation:

A reasonable mechanism is to be written for the given reaction of benzene with acetylhypoiodite.

Concept introduction:

On iodination with acetylhypoiodite, benzene undergoes an electrophilic aromatic substitution where a hydrogen atom of the aromatic ring is substituted by an iodine atom.

The acetylhypoiodite acts as an electrophile while the aromatic ring acts as a nucleophile.

The attack of aromatic π electrons on iodine atom of acetylhypoiodite is the slow step. Therefore, this step is the rate determining step.

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