Discuss the mechanism of hydrolysis of tert - butyl bromide.

Explanation

Tertiary alkyl halides, undergo `SN^(1)` reaction. `SN^(1)` mechanism follows first order kinetics.
Example : Tertiary butyl bromide on hydrolysis with aqueous `NaOH` gives tertiary butyl alcohol.
`underset("(Tertairy butyl bromide)")(CH_(3)-overset(CH_(3))overset("|  ")underset(CH_(3))underset("|  ")"C "-Br+NaOH)rarr underset("(Tertiary butyl alcohol)")(CH_(3)-overset(CH_(3))overset("|  ")underset(CH_(3))underset("|  ")"C "-OH+NaBr)`
Mechanism :-
I step : (slow step)
Tertiary butyl bromide ionises slowly to give `Sp2` hybridised planar tertiary butyl carbocation and bromide ion

II Step : (Fast step)
The nucleophile `OH^(-)` from aqueous `NaOH` attacks planar carbocation on either side to give tertiary butyl alcohol