MCAT Organic Chemistry Question 58: Answer and Explanation

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Question: 58

13. Which of the following solvents would be LEAST useful for a nucleophile–electrophile reaction?

A. H₂O
B. CH₃CH₂OH
C. CH₃SOCH₃
D. CH₃CH₂CH₂CH₂CH₂CH₃

Correct Answer: D

Explanation:

To carry out a nucleophile–electrophile reaction, the nucleophile must be able to dissolve in the solvent. Nucleophiles are nearly always polar, and often carry a charge. Polar solvents are therefore preferred for these reactions. Hexane is a nonpolar solvent and will not be useful for a nucleophile–electrophile reaction.

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