A mixture of chlorobenzene (1 mol)and acetanilide (1mol)is allowed to react with Br₂ (0.5 mol)in the presence of trace amounts of FeBr₃.What is the principal product of the competing reactions? A)1-bromo-4-chlorobenzene B)1-bromo-2-chlorobenzene C)1-bromo-3-chlorobenzene D)4-bromoacetanilide E)3-bromoacetanilide

Question

Quizplus · Accepted Answer

The principal product is 4-bromoacetanilide because the reaction conditions described (use of Br2 in the presence of FeBr3) are typical for a bromination reaction via electrophilic aromatic substitution. Acetanilide, having an amide group attached to the aromatic ring, directs the incoming bromine to the para position (position 4 relative to the amide group) due to the electron-donating resonance effect of the amide group, making 4-bromoacetanilide the principal product.

A Mixture of Chlorobenzene (1 Mol)and Acetanilide (1mol)is Allowed to React