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Which of the following reaction belong t...

Which of the following reaction belong to electrophilic aromatic substitution

A

Bromination of acetanilide

B

Coupling reaction of aryldiazonium salts

C

Diazotisation of aniline

D

Acylation of aniline

Text Solution

AI Generated Solution

The correct Answer is:
To determine which of the given reactions belong to electrophilic aromatic substitution, we will analyze each option step by step. ### Step 1: Analyze Bromination of Acetanilide - **Reaction**: Acetanilide (C6H5NHCOCH3) undergoes bromination. - **Mechanism**: In this reaction, bromine (Br+) acts as an electrophile and attacks the aromatic ring of acetanilide. The amino group (NH2) in acetanilide is an ortho/para directing group, which means it will direct the bromine substitution to the ortho and para positions of the aromatic ring. - **Products**: The major products are the ortho and para brominated acetanilide, with the para product being the major one. - **Conclusion**: This reaction is an example of electrophilic aromatic substitution. ### Step 2: Analyze Coupling Reaction of Aryl Diazonium Salts - **Reaction**: Aryl diazonium salts react with phenol. - **Mechanism**: The diazonium ion (Ar-N2+) acts as an electrophile and substitutes onto the aromatic ring of phenol, typically at the para position, forming an azo compound. - **Products**: The product formed is para-hydroxy azo benzene, which is a dye. - **Conclusion**: This reaction is also an example of electrophilic aromatic substitution. ### Step 3: Analyze Diazotization of Aniline - **Reaction**: Aniline (C6H5NH2) is treated with nitrous acid (HNO2). - **Mechanism**: This reaction converts aniline into benzene diazonium chloride (C6H5N2+Cl-). However, no substitution occurs on the aromatic ring during this process. - **Products**: The product is benzene diazonium chloride, and there is no substitution on the aromatic ring. - **Conclusion**: This reaction is NOT an example of electrophilic aromatic substitution. ### Step 4: Analyze Acylation of Aniline - **Reaction**: Aniline is treated with acetic anhydride. - **Mechanism**: In this reaction, the acylation occurs at the amine group, forming acetanilide (C6H5NHCOCH3). The aromatic ring does not undergo substitution. - **Products**: The product is acetanilide, and again, there is no substitution on the aromatic ring. - **Conclusion**: This reaction is NOT an example of electrophilic aromatic substitution. ### Final Conclusion Based on the analysis: - **Correct Answers**: A (Bromination of Acetanilide) and B (Coupling reaction of aryl diazonium salts) are examples of electrophilic aromatic substitution. - **Incorrect Answers**: C (Diazotization of aniline) and D (Acylation of aniline) are NOT examples of electrophilic aromatic substitution.

To determine which of the given reactions belong to electrophilic aromatic substitution, we will analyze each option step by step. ### Step 1: Analyze Bromination of Acetanilide - **Reaction**: Acetanilide (C6H5NHCOCH3) undergoes bromination. - **Mechanism**: In this reaction, bromine (Br+) acts as an electrophile and attacks the aromatic ring of acetanilide. The amino group (NH2) in acetanilide is an ortho/para directing group, which means it will direct the bromine substitution to the ortho and para positions of the aromatic ring. - **Products**: The major products are the ortho and para brominated acetanilide, with the para product being the major one. - **Conclusion**: This reaction is an example of electrophilic aromatic substitution. ...
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