Question

Benzylamine may be alkylated as shown in the following equation
`C_(6)H_(5)CH_(2)NH_(2)+R-XrarrC_(6)H_(5)CH_(2)NHR`
Which of the following alkyl halides is best suited for this reaction through `S_(N)` 1 mechanism?
A. `CH_(3)Br`
B. `C_(6)H_(5)Br`
C. `C_(6)H_(5)CH_(2)Br`
D. `C_(2)H_(5)Br`

Answer 1

Correct Answer - C
`S_(N)1` reaction proceeds through formation of carbocation. Hence, more stable carbocation more reactivity towards `S_(N)1` mechanism.

Hence, the reaction will proceed thorugh `S_(N)1` mechanism when, `C_(6)H_(5)CH_(2)Br` is the substrate, because on ionisation it gives a resonance stabilised carbocation `(C_(6)H_(5)CH_(2))`