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in Principals of Organic Chemistry by (79.3k points)
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In solvents like DMSO, acetonitrile, F- ion of dissolved NaF is more reactive than in methyl alcohol because

(a) CH3OH is more polar than DMSO and CH3CN

(b) CH3OH is less polar than DMSO and CH3CN

(c) unsolvated Its ion in DMSO or CH3CN acts more efficiently as nucleophile

(d) -OH group is a better leaving group than F- ion.

1 Answer

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Best answer

Correct option (c) unsolvated Its ion in DMSO or CH3CN acts more efficiently as nucleophile

Explanation:

In methyl alcohol, F- ion is solvated but in DMSO or CH3CN (aprotic solvent) F- ion is not solvated. Unsolvated F- ion acts more efficiently as a nucleophile.

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