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Problems and exercisesThe Third SEAr

1. Disubstituted benzenes

Predict the result of the following reactions:

Five reactions: alkylation of 4-isopropoxytoluene with cyclopentanol and BF₃, chlorination of 3-cyclohexyltoluene, 1-indanone with MeBr/AlBr₃, nitration of 1-methoxy-7-nitronaphthalene and sulfonation of 1-chloroanthrone

2. Directing power

Rank these substituents in order of decreasing directing power: –CH3, –OH, –NO2, –Cl, –NHCOCH3.

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