The SN2 reaction of CH3CH2CH2Br with sodium azide, NaN3, is fastest in which solvent?

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JEE Main levelSingle correct optionDifficulty 2 of 3hx063

The SN2 reaction of $CH X_{3} CH X_{2} CH X_{2} Br$ with sodium azide, $NaN X_{3}$ , is fastest in which solvent?

Awater
BN,N-dimethylformamide (DMF)
Cethanol
Dmethanol

Answer: B

Protic solvents (water, alcohols) hydrogen-bond to the azide anion, lowering its energy and its nucleophilicity. A polar aprotic solvent such as DMF solvates the cation but leaves

N X_{3} X^{-}

largely bare, so SN2 is fastest there.

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The SN2 reaction of $CH X_{3} CH X_{2} CH X_{2} Br$ with sodium azide, $NaN X_{3}$ , is fastest in which solvent?