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Chapter 3: Problem 47

Which of the following compound will not give benzoic acid on refluxing with alkaline \(\mathrm{KMnO}_{4}\) followed by acidification?

Short Answer

Expert verified
Answer: The compound(s) that do not possess an alkyl group attached to a benzene ring will not undergo oxidation with \(\mathrm{KMnO}_{4}\) and form benzoic acid.

Step by step solution

01

Understand the reaction mechanism

In this exercise, the given reaction is the oxidation of alkylbenzenes (benzene rings containing one or more alkyl groups) with potassium permanganate (\(\mathrm{KMnO}_{4}\)) in an alkaline medium, followed by acidification. This reaction leads to the formation of benzoic acid, which is a carboxylic acid with a benzene ring. The key functional group required for this reaction is the alkyl group attached to the benzene ring.
02

Identify the required functional group

Based on our understanding of the reaction mechanism, we know that the necessary functional group for the formation of benzoic acid is an alkyl group attached to a benzene ring (alkylbenzene). Now, we need to examine the given compounds and look for the presence (or absence) of this functional group.
03

Examine the given compounds

Observe each compound to determine the presence or absence of an alkyl group attached to a benzene ring.
04

Determine which compound will not form benzoic acid

The compound(s) that do not possess an alkyl group attached to a benzene ring will not undergo oxidation with \(\mathrm{KMnO}_{4}\) and form benzoic acid. Identify and mention the compound that meets this criterion.

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Most popular questions from this chapter

Column I \(\quad\) Column II (a) \(\mathrm{C}_{6} \mathrm{H}_{6}+\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}_{2} \stackrel{\mathrm{H}_{2} \mathrm{SO}_{4}}{\longrightarrow}\) (p) Schotten-Baumann reaction (b) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH}+\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COCl} \stackrel{\mathrm{NaOH}}{\longrightarrow}\) (q) Friedel-Crafts reaction (c) \(\mathrm{C}_{6} \mathrm{H}_{6}+\stackrel{\mathrm{AlCl}_{3}}{\longrightarrow}\) (r) Reimer-Tiemann reaction (d) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{OH} \frac{{ }_{5}^{(\mathrm{i}) \mathrm{CCl}_{4} / \mathrm{NaOH}}}{{ }_{(\text {iii }) \mathrm{H}_{3} \mathrm{O}^{+}}}{\longrightarrow}\) (s) Isopropyl benzene (t) Electrophilic substitution

When benzene is treated with chlorine under the influence of ultra violet light (a) chlorobenzene is obtained (b) benzyl chloride is obtained (c) 1,4 -dichlorobenzene is obtained (d) benzene loses its aromaticity

Toluene on bromination in presence of light yields

The conversion of cumene hydroperoxide to phenol and acetone involves (a) an oxidative process (b) a 1,2 -phenyl migration (c) Friedel-Crafts alkylation (d) keto-enol tautomerism

Identify the wrong statement among the following related to phenol. (a) Phenol is a weaker acid than carbonic acid. (b) When distilled with zinc, phenol gives benzene. (c) Among the three isomers of nitrophenol, the one that is least soluble in water is \(\mathrm{p}\) -nitrophenol. (d) Formation of phenol from chlorobenzene is an example of nucleophilic aromatic substitution.
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