The reaction of `C_(6)H_(5)CH=CHCH_(3)` with `HBr` produces

Options

A. `C_(6)H_(5)CH_(2)CH_(2)CH_(2)Br`
B.
C. `C_(6)H_(5)underset(Br)underset(|)(C)HCH_(2)CH_(3)`
D. `C_(6)H_(5)CH_(2)underset(Br)underset(|)(C)HCH_(3)`

Answer

C

Explanation

Addition of `H^(+)` occurs at `C_(2)` since the carbocation (I) formed is stabilized by resonance over the benzene ring.
`C_(6)H_(5)-overset(3)(C)H=overset(2)(C)H-overset(1)(C)H_(3) overset(H^(+))toC_(6)H_(5)overset(+)(C)H-CH_(2)-CH_(3)overset(Br^(-))to C_(6)H_(5)-underset(Br)underset(|)(C)H-CH_(2)CH_(3)`