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JEE Main levelSingle correct optionDifficulty 2 of 3si139

Aromatic hydrocarbons of formula that contain a benzene ring are oxidised with hot alkaline and then acidified. How many of the isomers give a benzene-dicarboxylic acid? Count constitutional isomers only (no stereoisomers).

  1. A4
  2. B2
  3. C3
  4. D1

Answer: C

The isomers are ethylbenzene and the o-, m- and p-xylenes. Ethylbenzene has only one side chain and gives benzoic acid. Each xylene has two methyl groups, so each is oxidised to a benzenedicarboxylic acid (phthalic, isophthalic, terephthalic acid). The count is 3.
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