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Question: Answered & Verified by Expert
In solvents like DMSO, acetonitrile, $\mathrm{F}^{-}$ion of dissolved $\mathrm{NaF}$ is more reactive than in methyl alcohol becasue
ChemistryChemical Bonding and Molecular StructureAIIMSAIIMS 2009
Options:
  • A $\mathrm{CH}_3 \mathrm{OH}$ is more polar than DMSO and $\mathrm{CH}_3 \mathrm{CN}$
  • B $\mathrm{CH}_3 \mathrm{OH}$ is less polar than DMSO and $\mathrm{CH}_3 \mathrm{CN}$
  • C unsolvated $\mathrm{F}^{-}$ion is $\mathrm{DMSO}$ or $\mathrm{CH}_3 \mathrm{CN}$ acts more efficiently as nucleophile
  • D $-\mathrm{OH}$ group is a better leaving group than $\mathrm{F}^{-}$ ion.
Solution:
1954 Upvotes Verified Answer
The correct answer is: unsolvated $\mathrm{F}^{-}$ion is $\mathrm{DMSO}$ or $\mathrm{CH}_3 \mathrm{CN}$ acts more efficiently as nucleophile
In methyl alcohol, $\mathrm{F}^{-}$ion is solvated but in DMSO or $\mathrm{CH}_3 \mathrm{CN}$ (aprotic solvent) $\mathrm{F}^{-}$ion is not solvated. Unsolvated $\mathrm{F}^{-}$ion acts more efficiently as a nucleophile.

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