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Question

Chemistry Question on Chemical Reactions

The correct order of leaving group ability in nucleophilic substitution reaction is

A

\ceBr>Cl>CH3CO2>HO>H\ce{Br^{-} > Cl^{-} > CH3CO2^{-} > HO^{-} > H^{-} }

B

\ceH>HO>CH3CO2>CI>Br\ce{H^{-} > HO^{-} > CH3CO2^{-} > CI^{-} > Br^{-} }

C

\ceBr>CH3CO2>Cl>HO>H\ce{Br^{-} > CH3CO_2^{-} > Cl^{-} > HO^{-} > H^{-}}

D

\ceCH3CO2>Br>Cl>HO>H\ce{CH3CO2^{-} > Br^{-} > Cl^{-} > HO^{-} > H^{-}}

Answer

\ceBr>Cl>CH3CO2>HO>H\ce{Br^{-} > Cl^{-} > CH3CO2^{-} > HO^{-} > H^{-} }

Explanation

Solution

The leaving group ability decreases as the basicity of the nucleophile increases. Since the basicity increases in the order: Br<Cl<CH3COO<HO<H {Br^{-} < Cl^{-} < CH3COO^{-} < HO^{-} < H^{-} }, therefore, their leaving group ability decreases in the reverse order, i.e., Br>Cl>CH3COO>HO>H {Br^{-} > Cl^{-} > CH_3COO^{-} > HO^{-} > H^{-} }. Thus, option (a) is correct.