Haloalkanes and Haloarenes

Question

Which compound in each of the following pairs will react faster in SN2 reaction with -OH?
(CH3)3 CCl or CH3Cl 

Answer

In SN2 mechanism nucleophile attack occur at the atom bearing the leaving group. In case of CH3Cl there is no bulky substituents on the carbon atom or in case of (CH)3CCl, the attack of the nucleophile at the carbon atom is hindered because of the presence of bulky group on the carbon atom. Hence CH3Cl reacts faster than (CH3)3CCl in S­N2 reaction with OH­-

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