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Question
Benzylamine may be alkylated as shown in the following equation:
\[\ce{C6H5CH2NH2 + R - X -> C6H5CH2NHR}\]
Which of the following alkylhalides is best suited for this reaction through SN1 mechanism?
Options
\[\ce{CH3Br}\]
\[\ce{C6H5Br}\]
\[\ce{C6H5CH2Br}\]
\[\ce{C2H5Br}\]
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Solution
\[\ce{C6H5CH2Br}\]
Explanation:
SN1 reaction occurs in two steps. In first step R – X bond is broken to produce a carbocation which is attacked by nucleophile. The greater the stability of carbocation, the greater will be the rate of reaction. Benzylic halides show high reactivity towards SN1 reaction.

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