MCAT Organic Chemistry Question 125: Answer and Explanation
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Question: 125
5. Which of the following would be most reactive toward nucleophiles?
- A. Propyl ethanoate
- B. Propanoic acid
- C. Propanamide
- D. Propanoic anhydride
Correct Answer: D
Explanation:
With the same R groups, steric influence is the same in each case, so we can therefore rely solely on electronic effects. When this is all that is taken into account, reactivity toward nucleophiles is highest for anhydrides, followed by esters and carboxylic acids, then amides.