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Chapter 18: Q62P (page 916)

Which of the following compounds reacts with HBr more rapidly?

Short Answer

Expert verified

Following Compound reacts with HBr more rapidly:

Step by step solution

01

Effects of substitutions on reactivity of benzene ring

Strongly activating substituents make the benzene ring reactive towards electrophilic substitution via electron donation by resonance.Mostly activating substituents are -NH2, -NHR, -NR2, -OH, -OR.

02

Reactivity of HBr towards second structure

The given compound is having one methoxy group (Strongly activating substituent) in para position. Electron donating group present in a benzene ring increases the reactivity because it forms stable carbocation intermediate by resonance electron donation.

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Most popular questions from this chapter

An aromatic hydrocarbon with a molecular formula of C13H20has an 1H NMR spectrum with a signal at ~7 ppm that integrates to 5H. It also has two singlets; one of the singlets has 1.5 times the area of the second. What is the structure of the aromatic hydrocarbon?

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

a.)

b.)

c.)

d.)

Diazomethane can be used to convert a carboxylic acid to a methyl ester. Propose a mechanism for this reaction.

Question: Describe two synthetic routes for the preparation of p-methoxyaniline from benzene.

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.
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