Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 25: 60 (page 1045)

A chiral amine A having the R configuration undergoes Hofmann elimination to form an alkene B as the major product. B is oxidatively cleaved with ozone, followed by CH3SCH3 , to form CH2=O andCH3CH2CH2CHO .What are the structures of A and B?

Short Answer

Expert verified

It involves the oxidative cleavage of a double bond in alkene in the presence of ozone followed by the reducing agent.

Step by step solution

01

Ozonolysis 

It involves the oxidative cleavage of a double bond in alkene in the presence of ozone followed by the reducing agent.

02

Steps involved in the reaction 

The formation of B from A is shown below.

Formation of B

The treatment of B with ozone followed by the reducing agent is shown below.

Ozonolysis of B

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: Devise a synthesis of each compound from aniline (C6H5NH2)

a.

b.

Explain the observed difference in the pKa values of the conjugate acids of amines A and B.

Question: Safrole, which is isolated from sassafras (Problem 21.33), can be converted to the illegal stimulant MDMA (3,4-methylenedioxymethamphetamine, “Ecstasy”) by a variety of methods. (a) Devise a synthesis that begins with safrole and uses a nucleophilic substitution reaction to introduce the amine. (b) Devise a synthesis that begins with safrole and uses reductive amination to introduce the amine.

What amine is formed by reduction of each amide?

a.

b.

c.

Question: Rank the following compounds in order of increasing basicity and explain the order you chose.
See all solutions

Recommended explanations on Chemistry Textbooks

Chemistry Branches

Read Explanation

Inorganic Chemistry

Read Explanation

Physical Chemistry

Read Explanation

Chemical Reactions

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Chemical Analysis

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