/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Q69E p-Bromotoluene reacts with potas... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 16: Q69E (page 524)

p-Bromotoluene reacts with potassium amide to give a mixture of mand p-methylaniline. Explain.

Short Answer

Expert verified

The reaction followed as:

Step by step solution

01

Benzyne formation

When the elimination reaction occur in the substituted aromatic rings the unreactive and the unstableintermediate is formed called benzyne which is attacked by nucleophiles and followed by protonation to form the desired product.

02

Reaction of p-Bromotoluene with potassium amide

When p- bromo toluene which is a substituted benzene react with potassium amide in which hydrogen is protonated by amide followed by Br ion removal benzyne formation takes place as an intermediate and then again ammonia is added to the triple bond of benzyne and the formation of two methylaniline observed.

03

Mechanism

Mechanism followed as:

  1. Abstraction of the proton with the elimination of Br ion
  2. Formation of benzyne intermediate
  3. Addition of ammonia to benzyne

4. Formation of two methylaniline occur

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.

Over 30 million students worldwide already upgrade their learning with 91影视!

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

Question: Predict the major products of the following reactions:

(a) Nitration of bromobenzene

(b) Bromination of nitrobenzene

(c) Chlorination of phenol

(d) Bromination of aniline

The carbocation electrophile in a Friedel鈥揅rafts reaction can be generated by an alternate means than reaction of an alkyl chloride with. For example, reaction of benzene with 2-methylpropene in the presence of H3PO4 yields tert-butylbenzene. Propose a mechanism for this reaction.

At what position and on what ring do you expect nitration of 4-bromobiphenyl to occur? Explain, using resonance structures of the potentialintermediates.

Starting with either benzene or toluene, how would you synthesize the

following substances? Assume that ortho and para isomers can be

separated.

(a) 2-Bromo-4-nitrotoluene (b) 1,3,5-Trinitrobenzene

(c)2,4,6-Tribromoaniline (d)m-Fluorobenzoic acid

The N,N,N-trimethylammonium group -N+(CH3)3 , is one of the few groups that is a meta-directing deactivator yet has no electron-withdrawing resonance effect. Explain
See all solutions

Recommended explanations on Chemistry Textbooks

Physical Chemistry

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Organic Chemistry

Read Explanation

Chemistry Branches

Read Explanation

Chemical Reactions

Read Explanation

Nuclear Chemistry

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.