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Why does the Finkelstein reaction proceed efficiently in acetone but not in water?
ANaCl precipitates in acetone, shifting equilibrium
BNaI is insoluble in water
CIodide is a weaker nucleophile in water
DAcetone is more polar than water
Answer & Solution
Correct answer: A. NaCl precipitates in acetone, shifting equilibrium
Both NaI and NaCl dissolve in water, so the equilibrium $RCl + NaI \rightleftharpoons RI + NaCl$ has no driving force. In acetone, NaCl is insoluble and crashes out, pulling the equilibrium to the right.
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