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The Acetanilide is a benzene with a acetamido group attached to it. The acetamido group is electron donating and therefore it directs other substituents to the ortho and para positions. The acetamido group is also a very large group and the ortho position is right besides the acetamido group. This creates steric hindrance from bromine from getting to the ortho position and therefore only para-bromoacetanilide or 4-bromoacetanilide is created mainly from a bromination of acetanilide.

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Q: Why is only 4-bromoacetanilide created mainly from a bromination of acetanilide?
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