CBSEGrade 11ChemistryOrganic Chemistry – Some Basic Principles and Techniques

Electrophilic Aromatic Substitution?

The reaction of bromine with benzene in the presence of light results in the formation of bromobenzene. Explain why the bromine molecule is able to displace a hydrogen atom from the benzene ring, despite being less reactive than hydrogen.

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📌 CONCEPT: Electrophilic Aromatic Substitution is a type of organic reaction where an electrophile replaces a hydrogen atom in an aromatic ring.

📐 RULE / FORMULA: The reaction follows the general mechanism: E+ (Electrophile) + ArH (Aromatic Compound) → EArH (E-substituted Aromatic Compound) + H+.

💡 WORKED EXAMPLE: Consider the reaction of bromine with benzene: Br2 (Electrophile) + C6H6 (Benzene) → C6H5Br (Bromobenzene) + HBr. In this example, bromine acts as an electrophile, replacing a hydrogen atom in the benzene ring. The reaction occurs in the presence of light, which provides the necessary energy for the reaction to proceed.

⚠️ COMMON MISTAKE: Students often get confused between Electrophilic Aromatic Substitution and Nucleophilic Aromatic Substitution. They should note that in Electrophilic Aromatic Substitution, the electrophile replaces a hydrogen atom, whereas in Nucleophilic Aromatic Substitution, a nucleophile replaces a substituent group.

26 Sept 26