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?

Options

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

C

Explanation

`S_(N^(1))` reaction proceeds through formation of carbocation. Hence, more stable be the carbocation more reactivity towards `S_(N^(1))` mechanism
`{:("Alkyl halides","Intermediate"),((a) CH_(3)Br rarr,CH_(3)^(oplus)),((b) C_(6)H_(5)Br rarr,C_(6)H_(5)^(oplus)),((c) C_(6)H_(5)CH_(2)Br rarr ,C_(6)H_(5)- CH_(2)^(oplus) ("more stable")),((d) C_(2)H_(5)Br rarr ,C_(2)H_(5)^(oplus)):}`
Hence, the reaction will proceed through `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))`