Finkelstein reaction selectivity for primary haloalkanes

Steps:

• Identify the Finkelstein reaction: NaI in acetone converts primary alkyl chlorides or bromides to iodides via SN2, as NaX precipitates.
• Examine each option to classify the haloalkane as primary (halogen on carbon with one alkyl group) or not.
• Determine which undergoes reaction to form an iodo compound (X, assumed primary alkyl iodide).
• Not enough information: Compound X is unspecified, preventing definitive matching of product.

Why D is correct:

• Not enough information to confirm, but D appears as primary 1-chloropentane (CH3CH2CH2CH2CH2Cl), suitable for Finkelstein to yield 1-iodopentane.

Why the others are wrong:

• A: Primary bromobutane, but shorter chain may not match X if X is C5 iodide.
• B: Likely primary with geminal halogens (CH3CH2CH2CHBrCl), but dihalide reactivity unclear for clean substitution to X.
• C: Primary chloropentane, similar to D; without X structure, can't distinguish from D.

Final answer: Not enough information.