Moderate

Which one of the following methods will not give benzene ?

Correct answer: C. Chlorobenzene with NaOH at 360°C & 150atm.

  • A. Heating sod. Salt of Benzoic acid with soda lime
  • B. Distilling phenol with Zn dust
  • C. Chlorobenzene with NaOH at 360°C & 150atm.
  • D. Hydrolysis of benzene sulphonic acid with super heated steam

Explanation

Chlorobenzene treated with NaOH at about 360°C and 150 atm gives sodium phenoxide, which produces phenol on acidification, not benzene. The other listed methods can produce benzene, so students may choose option a by forgetting that soda lime decarboxylates sodium benzoate to benzene.

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Benzene has a planar ring of delocalised π electrons, giving aromatic stability and equal carbon-carbon bond lengths. The topic covers resonance, electrophilic substitution reactions such as nitration, halogenation, sulphonation and Friedel-Crafts reactions, along with substituent effects and the distinction between substitution in benzene and addition in ordinary alkenes.

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