A reasonable mechanism is to be written for the given reaction of benzene with acetyl hypoiodite . Concept introduction: On iodination with acetyl hypoiodite , benzene undergoes an electrophilic aromatic substitution where a hydrogen atom of the aromatic ring is substituted by an iodine atom. The acetyl hypoiodite acts as an electrophile while the aromatic ring acts as a nucleophile. The attack of aromatic π electrons on iodine atom of acetyl hypoiodite is the slow step. Therefore, this step is the rate determining step.

Question

For each reaction below, decide if the first stable organic product that forms in solution will create a new CC bond, and check the appropriate box. Next, for each reaction to which you answered "Yes" to in the table, draw this product in the drawing area below. Note for advanced students: for this problem, don't worry if you think this product will continue to react under the current conditions - just focus on the first stable product you expect to form in solution. ? NH2 MgBr Will the first product that forms in this reaction create a new CC bond? ○ Yes ○ No MgBr ? Will the first product that forms in this reaction create a new CC bond? O Yes O No Click and drag to start drawing a structure. :☐ G x c olo Ar HE

Answer 1

Question

Chapter 13.5, Problem 5P

Interpretation Introduction

Interpretation:

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

Concept introduction:

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

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

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

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