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How many of the following alkyl halides ...

How many of the following alkyl halides would react by `S_(N^(1))` mechanism?
`CH_(3)Br,CH_(3)CH_(2)Br,CH_(3)CH_(2)CH_(2)I,(CH_(3))_(3)CBr,BrCH_(3)CH=CH_(2),C_(6)H_(5)CH_(2)Br,(CH_(3))_(3)C CH_(2)Br,C_(6)H_(5)CHBrCH_(3),CH_(3)CH=CHCH_(2)Cl`.
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Text Solution

Verified by Experts

Only tertiary alkyl halides and benzyl halides react by following `S_(N^(1))` mechanism because a carbocation intermediate is formed in the slow step. There are five in this case:
`(CH_(3))_(3)CBr,BrCH_(2)CH=CH_(2),C_(6)H_(5)CH_2Br,C_(6)H_(5)CHBrCH_(3) and CH_(3)CH=CHCH_(2)Cl`.
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