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When chlorobenzene (C6H5Cl) undergoes sulphonation, which product is obtained?

1. m-Chlorobenzenesulphonic acid is produced
2. Benzenesulphonic acid is produced
3. o-Chlorobenzenesulphonic acid is produced
4. A mixture of o- and p-Chlorobenzenesulphonic acids is produced

Correct answer: A mixture of o- and p-Chlorobenzenesulphonic acids is produced

Solution

In chlorobenzene the -Cl group is an ortho/para director, so electrophilic sulphonation gives a mixture of o- and p-chlorobenzenesulphonic acids (para predominating).

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