Which of the following reaction of phenol gives monosubstituted, para product as major product?
Question
Which of the following reaction of phenol gives monosubstituted, para product as major product?
Solution
To identify the reaction of phenol that gives the monosubstituted, para product as the major product, we need to consider the electrophilic substitution reactions of phenol. The substituents on the phenol ring can influence the position where the new substituent adds.
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Electrophilic Aromatic Substitution: Phenol is an activating group due to the presence of the hydroxyl (-OH) group, which donates electron density into the aromatic ring. This makes the ring more reactive towards electrophiles.
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Directive Effects of Substituents: The -OH group is ortho/para-directing due to its +M (mesomeric) effect. This means when another group (electrophile) tries to substitute onto the ring, it will preferentially substitute at the ortho or para positions relative to the -OH group.
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Steric Hindrance: While the ortho position is often a site for substitution, sterically bulky groups may hinder reaction at the ortho position, thereby favoring substitution at the para position.
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Common Electrophiles: Electrophilic substitution reactions such as bromination, nitration, or sulfonation can occur; however, the effectiveness of each depends on the conditions and the size of the electrophile.
Typically, reactions such as para-bromination of phenol (using Br₂ in non-polar solvents) often result in para-substituted products as major products due to less steric hindrance compared to the ortho position.
In summary, bromination of phenol is a typical reaction that gives para-substituted phenol as the major product under specific conditions.
Final Answer
The reaction of bromination of phenol gives monosubstituted, para product as the major product.
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