Problem: Draw the major organic product(s) of the reaction of p-bromoaniline with CH3COCl in pyridine.You do not have to consider stereochemistry.You do not have to explicitly draw H atoms.Do not include lone pairs in your answer. They will not be considered in the grading.Include counter-ions, e.g., Na+, I-, in your submission, but draw them in their own separate sketcher.Draw sulfur-oxygen bonds as double bonds.

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We are asked to draw the major organic product(s) of the reaction of p-bromoaniline with CH3COCl in pyridine.

Amine + Acid Chloride → Amide

  • Amine will attack the carbonyl
  • Cl will be kicked off.


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Problem Details

Draw the major organic product(s) of the reaction of p-bromoaniline with CH3COCl in pyridine.

You do not have to consider stereochemistry.

You do not have to explicitly draw H atoms.

Do not include lone pairs in your answer. They will not be considered in the grading.

Include counter-ions, e.g., Na+, I-, in your submission, but draw them in their own separate sketcher.

Draw sulfur-oxygen bonds as double bonds.


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What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the Nucleophilic Acyl Substitution concept. You can view video lessons to learn Nucleophilic Acyl Substitution. Or if you need more Nucleophilic Acyl Substitution practice, you can also practice Nucleophilic Acyl Substitution practice problems.