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Which of the following pairs do not give the same compound on heating with alkaline potassium permanganate?(a) Toluene and propyl benzene(b) Toluene and n-Butyl benzene(c) Propyl benzene and isopropyl benzene(d) o-Xylene and n-Butyl benzeneI got this question by my college professor while I was bunking the class.Enquiry is from Methods of Carboxylic Acids Preparation topic in chapter Aldehydes, Ketones and Carboxylic Acids of Chemistry – Class 12

Answer»

The correct option is (d) o-Xylene and n-Butyl benzene

For explanation: All mono-substituted ALKYL benzenes, with primary or secondary alkyl groups, on VIGOROUS oxidation give benzoic acid. The entire side chain is oxidised irrespective of the length. In case of o-xylene, there are two methyl groups on the benzene RING and both of them are oxidised to carboxyl group, resulting in PHTHALIC acid.



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