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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 benzene
Correct answer is option 'D'. Can you explain this answer?
Most Upvoted Answer
Which of the following pairs do not give the same compound on heating ...
Heating with alkaline potassium permanganate is a common method for oxidizing aromatic compounds. In this reaction, the benzene ring of the aromatic compound is oxidized to form a diol. However, not all aromatic compounds behave the same way in this reaction.

Explanation:

D) o-Xylene and n-Butyl benzene:

o-Xylene and n-Butyl benzene do not give the same compound on heating with alkaline potassium permanganate.

o-Xylene has two methyl groups attached to the benzene ring, while n-Butyl benzene has a butyl group attached to the ring. When heated with alkaline potassium permanganate, o-xylene is oxidized to form two different diols, while n-Butyl benzene is oxidized to form only one diol.

The products formed are:

o-Xylene:

- 4,5-dihydroxy-1,2-dimethylcyclohexa-3,5-diene
- 3,4-dihydroxy-1,2-dimethylcyclohexa-3,5-diene

n-Butyl benzene:

- 1,2-dihydroxy-4-n-butylbenzene

Thus, o-Xylene and n-Butyl benzene do not give the same compound on heating with alkaline potassium permanganate.

A) Toluene and Propyl benzene:

Toluene and propyl benzene both give the same compound, benzene-1,2-diol, on heating with alkaline potassium permanganate.

B) Toluene and n-Butyl benzene:

Toluene and n-Butyl benzene both give the same compound, benzene-1,4-diol, on heating with alkaline potassium permanganate.

C) Propyl benzene and Isopropyl benzene:

Propyl benzene and isopropyl benzene both give the same compound, benzene-2,3-diol, on heating with alkaline potassium permanganate.
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Community Answer
Which of the following pairs do not give the same compound on heating ...
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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Which of the following pairs do not give the same compound on heating with alkaline potassium permanganate?a)Toluene and propyl benzeneb)Toluene and n-Butyl benzenec)Propyl benzene and isopropyl benzened)o-Xylene and n-Butyl benzeneCorrect answer is option 'D'. Can you explain this answer?
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