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.
1 Answer
📌 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
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