THE ANS GIVEN IN THE BOOK IS CORRECT ACCORDING TO ME YOU CAN APPLY HYDRIDE, METHYL OR PHENYL SHIFT IN A REACTION ONLY ONCE. WHAT HAPPENS IS THAT AlCl3 TAKES OUT Cl CREATING A SECONDARY CARBOCATION WHICH STRAIGHT AWAY ATTACKS THE BENZENE RING AT ORTHO POSITION TWO FORM A NEW HIGHLY STABALIZED SIX MEMBERED RING AS IN THE ANS GIVEN IN YOUR BOOK RING EXPANSION AND SPECIALLY A SIX MEMBERED RING IS ALLWAYS PREFFERD OVER ANY KINDS OF SHIFTS PLEASE CORRECT ME IF I AM WRONG
Moderation Team
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