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(Solved): The reaction scheme below shows the \( \alpha \)-halogenation and \( \mathrm{C} \)-alkylation of ph ...




The reaction scheme below shows the \( \alpha \)-halogenation and \( \mathrm{C} \)-alkylation of phenyl methyl ketone \( \mat
The reaction scheme below shows the \( \alpha \)-halogenation and \( \mathrm{C} \)-alkylation of phenyl methyl ketone \( \mathbf{Q} \). (i) The \( \alpha \)-bromination of \( \mathbf{Q} \) gives compound \( \mathbf{R} \) and bromoform. Account for the formation of these products and discuss the mechanism of the reaction. (ii) The \( \mathbf{C} \)-alkylation of \( \mathbf{Q} \) gives compound \( \mathbf{S} \). Draw the structure of compound \( \mathbf{S} \) and discuss the mechanism of the reaction. The amide functional group of compound \( \mathbf{T} \) can donate electron density in two competing directions: into the ring and away from the ring. Draw the appropriate resonance contributors to account for the above statement showing the movement of electrons using curly arrows.


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Step 1: First enolate formation Step 2: First alpha bromination of ketone Step 3: Secon
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