Question

Benzylamne may be alkylated as shown in the following equation?
`C_(6)H_(5)CH_(2)NH_(2)+R-X to C_(6)H_(5)CH_(2)NHR`
Which of the followng alkyl haldies 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 be the carbocation more reactivity towards `S_(N)1` mechanism.

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 will gives a resonance stabilised carbocation `(C_(6)H_(5)CH_(2))`