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Question

In the given reaction rate is fastest, when (X) is:

A
-OH
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B
NH2
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C
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D
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Solution

The correct option is D
Benzylic halide can undergoes both SN1 and SN2 reaction. Here, the rate of the reaction depends on the ability of the leaving group.
Leaving group ability stability of anion.
Thus, more stable anion can leave easily.
In (d), the anion is resonance stabilised and have 3 equivalent resonating structures. Hence, it is the most stable anion

In (a), (b) and (c) there is no resonance stabilisation for the anion formed. Thus they are poor leaving group.
Hence, the rate of reaction is fast when X is (d)

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