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What is the optimal reaction conditions (temperature, time, and reagent amounts) that can be used to achieve the highest yield of 4-bromoacetanilide from acetanilide and bromine?

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The bromination of acetanilide to form 4-bromoacetanilide can be achieved through electrophilic aromatic substitution. To obtain the highest yield, the following reaction conditions are recommended:1. Reagent amounts: Use a 1:1 molar ratio of acetanilide to bromine. This ensures that there is enough bromine to react with all the acetanilide, but not so much that it leads to over-bromination or the formation of undesired side products.2. Temperature: The reaction should be carried out at 0C. This can be achieved by using an ice bath to maintain the low temperature. The low temperature helps to minimize the formation of undesired side products and increases the selectivity of the reaction towards the desired 4-bromoacetanilide product.3. Time: The reaction should be allowed to proceed for approximately 1-2 hours. This time frame allows for the completion of the reaction while minimizing the formation of undesired side products.4. Solvent: Use glacial acetic acid as the solvent for the reaction. This solvent helps to stabilize the formation of the electrophilic bromine species and promotes the selective formation of the desired 4-bromoacetanilide product.5. Catalyst: Add a catalytic amount of a Lewis acid, such as aluminum chloride  AlCl3 , to the reaction mixture. This catalyst helps to increase the electrophilicity of the bromine, making it more reactive towards the acetanilide and promoting the formation of the desired product.By following these optimal reaction conditions, you should be able to achieve a high yield of 4-bromoacetanilide from the bromination of acetanilide.

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