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Question
Observe the following and answer the question given below.
Can it react by SN1 mechanism? Justify your answer.
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Solution
It will not react by SN1 mechanism. The bond between sp2 hybridized carbon atom and halogen is a strong bond. Also, the electrons of the –X atom are in conjugation with the π bond. Thus, C – X bond acquires a double bond character. Thus, when nucleophile approaches the sp2 carbon, it gets repelled by the π-electrons of the double bond.
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