The chloride shown is stirred at room temperature with a solution of $NaI$ in dry acetone. Which structure is the main product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B

This is the Finkelstein reaction: iodide displaces chloride by SN2 on the primary carbon, and the equilibrium is driven to the right because NaCl is insoluble in dry acetone and precipitates. The product is 1-iodobutane. Fluoride needs the Swarts reagent, and the alkene needs a strong base.

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The chloride shown is stirred at room temperature with a solution of NaI in dry acetone. Which structure is the main product?

Answer: B

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The chloride shown is stirred at room temperature with a solution of $NaI$ in dry acetone. Which structure is the main product?