Which of the following reactions gives a mixture of products?

Options

A. `C_(6)H_(6)+(CH_(3))_(2)CHCloverset(AlCl_(3))to`
B. `C_(6)H_(6)+CH_(3)CH_(2)CH_(2)Cloverset(AlCl_(3))to`
C. Both of these
D. None of these

Answer

2

Explanation

The expected `C_(6)H_(5)CH(CH_(3))_(2)` is isolated from the first reaction. In the second reaction both `C_(6)H_(5)CH_(2)CH_(2)CH_(3)` and `C_(6)H_(5)CH(CH_(3))_(2)` form
`1^(@)` RXs are less reactive than `2^(@)` and `3^(@)` RXs. Thus at the higher temperatures required for `1^(@)` RX, some rearrangement always occurs. A possible pathway is for benzene to displace on the `2^(@)` carbon while a hydride `(H^(-))` shifts to the `1^(@)` carbon: ltBrgt The formation of a free `1^(@)` carbocation is unlikely. Rearrangement limits the scope of this reaction.