Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 25: 70 (page 1046)

Devise a synthesis of each biologically active compound from benzene.

Short Answer

Expert verified

a

b

Step by step solution

01

Chlorination

The organic reaction involving the replacement of hydrogen atom(s) by chloride ion in the presence of ferric chloride in an aromatic compound is known as the ‘chlorination reaction’.

a. Benzene is chlorinated to form the chlorobenzene which is treated with a strong base such as sodium hydroxide to form phenol. Phenol is nitrated to form ortho-nitro phenol which is reduced to form the corresponding p-amino phenol.

Formation of -amino phenol

02

Friedel-Craft Acylation

The reaction involving the introduction of an acyl group into an aromatic compound is known as the ‘Friedel-Craft Acylation’.

a. The p-aminophenol is treated with acetyl chloride in the presence of anhydrous aluminum chloride to undergo dehalogenation to form the required compound.

Formation of acetaminophen

b. Benzene is treated with 2-chloropropanoyl chloride followed by reduction of the carbonyl group. The compound is further treated with ethylamine in presence of hydrogen and any liquified solvent to form the required compound.

Formation of pseudo ephedrine

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

Question: Draw the product of each reaction.

a.

b.

c.

d.

Question: Draw the product formed in each reaction.

a.

b.

c.

d.

Tertiary ( 3°) aromatic amines react with NaNO2 and HCl to afford products of electrophilic aromatic substitution. Draw a stepwise mechanism for this nitrosation reaction and explain why it occurs only on benzene rings with strong ortho, para activating groups.

Question: Devise a synthesis of each compound from benzene. You may use any other organic or inorganic reagents.

a.

b.

c.

d.

e.

f.

Question: Which compound in each pair is more basic:

a. CH32NHandNH3

b. CH3CH2NH2andClCH2CH2NH2 ?

See all solutions

Recommended explanations on Chemistry Textbooks

Inorganic Chemistry

Read Explanation

Physical Chemistry

Read Explanation

Making Measurements

Read Explanation

Nuclear Chemistry

Read Explanation

Chemical Analysis

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