Question
I-bromo-2, 2-dimethyl propane or 2-bromopropane.
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Answer

The reactivity of $S _{ N } 1$ reaction depends on the steric hindrance, in 2-bromopropane, a-carbon atom is attached to two methyl groups suffers greater steric hindrance to nucleophilic attack than I-bromo-2, 2-dimethyl propane. Hence, 2-bromopropane react faster by $S _{ N } 1$ mechanism.

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