Question:

Which one of the following is a free-radical substitution reaction:

Updated On: Apr 19, 2024
  • CH3CHO+HCN\(\rightarrow\)CH3CH(OH)CN

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The Correct Option is A

Solution and Explanation

The chlorination of toluene in the presence of sunlight proceeds through a free radical mechanism. The benzyl radical (C6H5CH2+) is the most stable intermediate, resulting in the formation of benzyl chloride as the primary product. 
In contrast, all other reactions in this process occur through an ion formation mechanism.
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Concepts Used:

Aromatic hydrocarbon

Aromatic hydrocarbons, sometimes known as arenes, are aromatic organic molecules made up entirely of carbon and hydrogen. In aromatic compounds a benzene ring which is named after the simple aromatic chemical benzene, or a phenyl group when part of a larger structure, is the configuration of six carbon atoms.

Read More: Aromaticity

Reactions of Aromatic Hydrocarbons:

1. Aromatic Substitution Reactions

This reaction involves the replacement of one substituent on the ring of an aromatic hydrocarbon, commonly a hydrogen atom, by a different substituent group.

The common types of aromatic substitution reactions are:

  • Nucleophilic aromatic substitution reactions
  • Electrophilic aromatic substitution reactions
  • Radical nucleophilic aromatic substitution reactions

2. Coupling Reactions

In these types of reactions, the coupling of two fragments that have a radical nature is achieved with the help of a metal catalyst