Question

In the following carbocation, `H//CH_3` that is most likely to migrate to the positively charged carbon is :
`H_(3)C^(1)-overset(H)overset(2|)underset(OH)underset(|)(C)-overset(3o+)underset(H)underset(|)(C)-overset(H)overset(4|)underset(CH_(3))underset(|)C-overset(5)CH_(3)`
A. `CH_(3)` at `C-4`
B. `H` at `C-4`
C. `CH_(3)` at `C-2`
D. `H` at `C-2`

Answer 1

Correct Answer - D

In the given carbocation, hydride ion `(H^(-))` migrates from `C-2` to `C-3` because the positive charge apperaring on `C-2` is dispersed by the `+R` effect of the `OH` group and `+I` effect of the methyl group.