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Chapter 18: Q3P (page 873)

Propose a mechanism for the following reaction:

Short Answer

Expert verified

The answer is,

Mechanism

Step by step solution

01

Electrophilic addition

The electrophilic addition of the aromatic system involves the formation of a new sigma bond by the breaking of a pi bond in it. The electrophiles are the electron-deficient species. The double bonds in the benzene ring undergo addition to the electrophiles forming the cation system, which will regain aromaticity by removing protons.

02

Explanation

The mechanism for the given reaction is shown below.

Mechanism

The mechanism involves the electrophilic addition to the benzene ring. The benzene protons are then removed to regain the aromaticity of the ring. This is repeated until all the hydrohen is replaced with the Deuterium atom.

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Most popular questions from this chapter

Question: Tyramine is an alkaloid found in mistletoe and ripe cheese. Dopamine is a neurotransmitter involved in the regulation of the central nervous system.

Tyramine dopamine

  1. How can tyramine be prepared from 尾 -phenylethylamine?
  2. How can dopamine be prepared from tyramine?
  3. Give two ways to prepare 尾 -phenylethylamine from 尾 -phenylethyl chloride.
  4. How can 尾 -phenylethylamine be prepared from benzyl chloride?
  5. How can 尾 - phenylethylamine be prepared from benzaldehyde?

Describe how mescaline can be synthesized from benzene. The structure of mescaline is given on page 869.

Explain why a diazonium group on a benzene ring cannot be used to direct an incoming substituent to the meta position.

Propose a mechanism for each of the following reactions:

a.

b.

Question: Name the following:

a.

b.

c.

d.
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