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Question
Reaction of \[\ce{C6H5CH2Br}\] with aqueous sodium hydroxide follows ______.
Options
SN1 mechanism
SN2 mechanism
Any of the above two depending upon the temperature of reaction
Saytzeff rule
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Solution
Reaction of \[\ce{C6H5CH2Br}\] with aqueous sodium hydroxide follows SN1 mechanism.
Explanation:
Greater the stability of carbonation, greater will be its ease of formation from alkyl halide and faster will be the rate of reaction. In case of alkyl halides, 3° carbocations.
For the same reasons, allylic and benzylic halides show high reactivity towards the SN1 reaction. The carbonation thus formed gets stabilized through resonance as shown below:
So, as the given compound, \[\ce{C6HCH2Cl}\] is a benzylic halide, it would undergo SN1 reaction.
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