Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 18: 8P (page 688)

Draw a stepwise mechanism for the following reaction.

Short Answer

Expert verified

The name, electrophilic substitution, comes from the electrophile which is placed on the substrate (electron-rich). Therefore, the carbocations are also substituted as the electrophiles.

Step by step solution

01

Electrophilic substitution reaction

The name, electrophilic substitution, comes from the electrophile which is placed on the substrate (electron-rich). Therefore, the carbocations are also substituted as the electrophiles.

02

Generation of electrophile

Electrophiles are generated in the presence of Lewis acid. The Lewis acid accepts the anion (from the substrate) and completes its octet.

03

Electrophilic substitution and the abstraction of hydrogen

Electrophiles are substituted in the second step on the substrate. The third step involves the abstraction of hydrogen from the base which forms the final product.

04

Explanation

The stepwise mechanism for the given question is shown as:

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

You have learned two ways to make an alkyl benzene: Friedel–Crafts alkylation, and Friedel–Crafts acylation followed by reduction. Although some alkyl benzenes can be prepared by both methods, it is often true that only one method can be used to prepare a given alkyl benzene. Which method(s) can be used to prepare each of the following compounds from benzene? Show the steps that would be used.

Question: The bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give the products shown.

a. Explain why electrophilic substitution occurs on the ring without the N atom for quinoline, but occurs on the ring with the N atom in indole.

b. Explain why electrophilic substitution occurs more readily at C8 than C7 in quinoline.

c. Explain why electrophilic substitution occurs more readily at C3 rather than C2 of indole.

Write out the two-step sequence that converts benzene to each compound.

Draw the products of each reaction.

What product is formed when benzene is treated with each organic halide in the presence of AlCl3.
See all solutions

Recommended explanations on Chemistry Textbooks

Organic Chemistry

Read Explanation

Physical Chemistry

Read Explanation

Chemistry Branches

Read Explanation

Chemical Analysis

Read Explanation

Making Measurements

Read Explanation

Chemical Reactions

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free