When benzyl chloride is treated with sodium iodide in acetone, it reacts much faster than 1-chlorobutane, even though both compounds are primarily alkyl chlorides. Explain this rate difference.
4 answers
I am not going to explain it, as that would be thinking for you. Let me ask this question: Could it be a difference in the intermediate product, like resonance, which might slow the reaction down?
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to bobpursley, the question you ask in response is irrelevant. that is only in the case of SN!. the original question refers to SN2.
Benzyl chloride will react faster because its molecular structure has aromatic features which make the benzylic carbon attract nucleophiles. The 1-chlorobutane does not have those features, so it will react slower by comparison.