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Problems and exercisesSubstitution of Substituted Benzenes

1. Reading the table

Using the data in the nitration table (relative rate and isomer ratio), rank in order of decreasing reactivity towards nitration: chlorobenzene, phenol, nitrobenzene, toluene and benzene.

2. Major products

Give the major product of the nitration of: a) toluene; b) bromobenzene; c) benzoic acid; d) trifluoromethylbenzene.

3. Statistical factor

Toluene gives 58% of the ortho product and 38% of the para. Which position is more reactive?

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