General Mechanism of Electrophilic Aromatic Substitution
In the above ...
Question
In the above reaction rate is fastest, when (X) is:
A
-OH
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B
NH2
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C
−O||S||O−OCH3
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D
−O−O||S||O−CH3
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Solution
The correct option is D−O−O||S||O−CH3 −OH and −NH2 are bad leaving group while −O||S||O−OCH3 and −O−O||S||O−CH3 are good leaving group. In a good leaving group conjugate base is least basic or most stable.
−O||S||O−¨OCH−2 Carbanion less stable due to +R effect of −¨O− group
−O||S||O−CH−2 Carbanion more stable due to −R effect of −O||S||O−CH−2 group.