Page 177 - Pharm.Org.Chem-I 02-06-05-101
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Orientation of E+ in disubstituted benzene derivatives
1. If the directing effects of the two groups reinforces each other, the situation is
straightforward
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2. If the directing effects of the two main groups oppose each other, the more powerful
activating group has the dominant influence
OH directs here
CH3 directs here
Nitration of p-methylphenol yields primarily 4-methyl-2-nitrophenol
because –OH is a more powerful activator than –CH3
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