MCAT Organic Chemistry Question 55: Answer and Explanation
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Question: 55
10. In a protic solvent, which of the following halogens would be the best nucleophile?
- A. Br–
- B. Cl–
- C. F–
- D. I–
Correct Answer: D
Explanation:
In a protic solvent, the protons in solution can attach to the nucleophile, decreasing its nucleophilicity. The larger the nucleophile, and the stronger its conjugate acid, the stronger the nucleophile will be. Of the options given, I– will therefore be the strongest nucleophile because it is least likely to associate with the protons in solution.