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प्रश्न
Reaction of \[\ce{C6H5CH2Br}\] with aqueous sodium hydroxide follows ______.
पर्याय
SN1 mechanism
SN2 mechanism
Any of the above two depending upon the temperature of reaction
Saytzeff rule
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उत्तर
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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(a) \[\begin{array}{cc}
\ce{CH3}\phantom{..................}\\
\backslash\phantom{...........}\\
\ce{CH - CH - CH2Br}\\
/\phantom{.............}\\
\ce{CH3}\phantom{..................}
\end{array}\]
(b) \[\ce{CH3CH2CH2CH2Br}\]
(c) \[\begin{array}{cc}
\phantom{...}\ce{CH3}\\
\phantom{}|\\
\ce{H3C - C - CH3}\\
\phantom{}|\\
\phantom{..}\ce{Br}
\end{array}\]
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| (I) | ![]() |
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(II) |
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| (III) | ![]() |
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