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Question
Observe the following and answer the question given below.
Can it react by SN1 mechanism? Justify your answer.
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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