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Question

Which of the following is not an examples of E1CB reaction?

A
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B
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C
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D
All of the above
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Solution

The correct option is B
Compound (b) does not give E1cB reaction because there is no EWG in the substrate to stabilise the conjugate base.

It goes by E2 mechanism because tBuO is a strong base and Cl is a better leaving group so proton abstraction and removal of leaving group occurs simultaneously.

All other compounds show E1cB reaction because they have EWG and poor leaving group like OH.

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