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Q.

The Benzyl carbocation with maximum stability is

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a

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b

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c

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d

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answer is D.

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Detailed Solution

-CH3 group at meta position … +I effect only

-CH3 group at para position … +I, +R effect

Electron donating power of -CH3 group in (4) > (1)

-CN group at meta position … -I effect only

-CN group at para position … -I, -M effect.
Electron withdrawing power of -CN in (2) > (3) 
EDG … stabilize positive charge….. dispersal of positive charge.
EWG … destabilize positive charge… accumulation of positive charge.

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The Benzyl carbocation with maximum stability is