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Question 45

Which of the following compounds will not undergo Friedel Crafts reaction with benzene?

Friedel Crafts alkylation/acylation involves the formation of a stable electrophile (a carbocation).

The electrophiles formed from the compounds in options B, C, and D are stabilized by resonance. 

Formation of a vinylic carbocation is very difficult as the $$C-Cl$$ bond is on a sp^2 hybridized carbon, and the resulting vinylic carbocation is highly unstable.

Thus, the compound in option A does not undergo Friedal Crafts reaction with benzene.

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