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Chapter 18: Q30P (page 902)

Write the sequence of steps required for the conversion of benzene into benzenediazonium chloride.

Short Answer

Expert verified

The leaving group of a diazonium ion can be replaced by a nucleophile very easily as the nitrogen gas is a leaving group and stable. Some displacements occur using phenyl cations, and others happen using radicals.

Step by step solution

01

Synthesizing substituted benzenes using arene diazonium salts

The leaving group of a diazonium ion can be replaced by a nucleophile very easily as the nitrogen gas is a leaving group and stable. Some displacements occur using phenyl cations, and others happen using radicals.

02

Conversion of benzene to benzene diazonium chloride

Benzene reacts with HNO3 and H2SO4 to form nitrobenzene. This further reacts with hydrogen and palladium catalyst to form aniline. This reacts with sodium nitrite and HCl at 100 degrees Celsius to form benzene diazonium chloride.

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Most popular questions from this chapter

Are the following substituents ortho鈥損ara directors or meta directors?

a.CH=CHC鈮�N

b.NO2

c.CH2OH

d.COOH

e.CF3

f.N=O

Show the mechanism for the generation of the acylium ion if an acid anhydride is used instead of an acyl chloride for the source of the acylium ion.

Show how the following compounds can be synthesized from benzene:

a. p-nitrobenzoic acid

b. m-bromophenol

c. o-chlorophenol

d. m-methylnitrobenzene

e. p-methylbenzonitrile

f. m-chlorobenzaldehyde

What product is formed from the reaction of p-methylphenol with benzenediazonium chloride?

Question: How can you prepare the following compounds with benzene as one of the starting materials?

a.)

b.)

c.)

d.)
See all solutions

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