Concept:SN​1 reactions proceed through a carbocation intermediate, and the rate depends on the stability of that carbocation.
Explanation:In
SN​1, the rate-determining step is the ionization of the alkyl halide to form a carbocation.
A more stable carbocation lowers the activation energy, making the reaction faster.
The stability order of carbocations is:
3∘>2∘>1∘> methyl.
n-Butyl iodide on ionization gives a
1∘ carbocation, which is the least stable among the options.
sec-Butyl iodide forms a
2∘ carbocation, which is moderately stable.
Isobutyl iodide also gives a
1∘ carbocation at the carbon bearing iodine, so it is less stable than a
2∘ carbocation.
tert-Butyl iodide forms a
3∘ carbocation, which is highly stabilized by hyperconjugation and the inductive effect of three methyl groups.
Thus, tert-butyl iodide produces the most stable carbocation and shows the highest
SN​1 reactivity.
Answer:Option D — tert-Butyl iodide