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NEET CHEMISTRYMedium

Consider the reaction: CH3CH2CH2Br+NaCNCH3CH2CH2CN+NaBr\text{CH}_3\text{CH}_2\text{CH}_2\text{Br} + \text{NaCN} \rightarrow \text{CH}_3\text{CH}_2\text{CH}_2\text{CN} + \text{NaBr} This reaction will be the fastest in

A

ethanol

B

methanol

C

N,N'-dimethylformamide (DMF)

D

water

Step-by-Step Solution

The given reaction is an SN2S_N2 nucleophilic substitution reaction, as it involves a primary alkyl halide (1-bromopropane) reacting with a strong nucleophile (CN\text{CN}^-). SN2S_N2 reactions proceed fastest in polar aprotic solvents. These solvents effectively solvate cations (like Na+\text{Na}^+) but do not strongly solvate anions (like CN\text{CN}^-) via hydrogen bonding, leaving the nucleophile highly reactive. Among the given options, water, methanol, and ethanol are polar protic solvents. N,N'-dimethylformamide (DMF) is a polar aprotic solvent, making it the ideal choice to accelerate this SN2S_N2 reaction.

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