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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

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Most popular questions from this chapter

Question: Give a systematic or common name for each compound.

a.

b.

c.

d.

e.

f.

g.

h.

What amide(s) can be used to prepare each amine by reduction?

(a)

(b)

(c)

Question: Name each amine.

a.

b.

c.

d.

e.

f.

Question: Draw the product formed in each reaction.

a.

b.

c.

d.

Question: Rank the compounds in each group in order of increasing basicity.

a.

b.
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