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Question

In which of the following reaction, the major product alkene is formed by E1cB mechanism?

A
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B
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C
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D
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Solution

The correct option is C
E1cB reaction is the process by which a substituted alkane form its corresponding alkene taking hydrogen from the beta carbon.
For E1cB to occur, the substituted alkane must have a poor leaving group. Strong EWG at the β carbon and poor leaving group favors the E1cB reaction.
It also must have a hydrogen on one of its beta carbon.
In (c), reactant has fluorine which is a poor leaving group and also a electron withdrawing carbonyl group so it undergo E1cB reaction.
The compound also has beta hydrogens.The conjugate base formed will undergo deprotonation and forms the double bond easily.


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