Read the passage carefully and answer the Questions. Haloalkanes undergo nucelophilic substitution reactions owing to the polarity of C-X bond. The nucleophile reacts with the haloalkane on the carbon possessing a partial positive charge holding the halogen atom. The halogen atom X is replaced by a nucleophile. Depending on the kinetics and mode of bond breaking, the mechanism can be either $S_N1$ or $S_N2$ reaction. The rate of $S_N1$ reaction is governed by the stability of carbocation and in $S_N2$ reaction, the rate of reaction is governed by steric factor. Chirality is the main factor in both $S_N1$ and $S_N2$. In $S_N1$ reaction, the chirality of alkyl halide is accompanied by racemization of the product, while in $S_N2$ reaction, the product is characterized by inversion of configuration. The structure of alkyl halide and the nature of the solvent also governs the mechanism of the substitution. |
Which of the following bromo isomer of butane will react at a faster rate towards $S_N2$ reaction? |
t-butyl bromide Sec-butyl bromide Isobutyl bromide n-butyl bromide |
n-butyl bromide |
The correct answer is Option (4) → n-butyl bromide ** SN2 reactions occur fastest on least hindered (primary) alkyl halides. Let’s analyze the options:
Therefore, the fastest SN2 reaction occurs with: ✅ n-butyl bromide |