MCAT Organic Chemistry Question 169: Answer and Explanation
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Question: 169
4. If benzyl alcohol, benzyl acetate, p-nitrophenol, and naphthalene were separated by column chromatography with ether on silica gel, which compound would elute first according to the Rf values from question 3?
- A. Benzyl alcohol
- B. Benzyl acetate
- C. p-Nitrophenol
- D. 1-Naphthalenemethanol
Correct Answer: D
Explanation:
In column chromatography, as in TLC, the less polar compound travels most rapidly. This means that 1-naphthalenemethanol,with the highest Rf value, would travel most rapidly and would be the first to elute from the column.