Question of the Day – Crack the DAT

Question of the Day

Which alkyl halide out of the following may follow both SN1 and SN2 mechanism?
(CH3)2CH-X follows both SN1 and SN2 mechanism because the second CH3 of (CH3)2CH-X further blocks a nucleophile (such as: OH) in backside SN2 attack, but it increases the stability of the carbocation resulting from SN1 ionization. As a result, SN1 and SN2 mechanisms are sometimes competitive for (CH3)2CH-X.


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