Nucleophilic Acyl Substitution (11 min)

Nucleophilic acyl substitution is a reaction that is ubiquitous to carboxylic acid derivatives. This tutorial shows how these compounds undergo a common mechanism regardless of the starting material or nucleophile. (Runtime = 11:14)

Student Learning Outcomes
After viewing this tutorial and practicing problems from this website and your textbook, you should be able to:
• Draw the mechanism of any nucleophilic acyl substitution reaction.
• Determine the relative reactivity of carboxylic acid derivatives.
• Predict the major product of a nucleophilic acyl substitution reaction.

Practice Problems
Here are some problems to get you started. You should first try each on a piece of paper. Then, place your cursor over the graphic and click on right arrow that appears to see the answer. The right and left arrows allow you to move back and forth between problems. Please note that these are not the only types of problems/questions that exist on this topic. Refer to your textbook and any problems your instructor provides you for more practice with this subject.


© Thomas Poon 1999