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Chemistry - Carboxylic acid and their Derivatives Question with Solution | TestHub

ChemistryCarboxylic acid and their DerivativesPREPARATION OF CARBOXYLIC ACIDS AND THEIR DERIVATIVESMedium2 minQB
ChemistryMediumsingle choice
Passage / Comprehension

Treatment of compound A with KMnO4 gave B, Which on heating with NHgave C. Compound C on treatment with Br2 /NaOH produced D. D reacts with NaNO2 + HCl followed by H3PO2 gave

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The compound C is

Question diagram: The compound C is

Options:

Answer:
C
Solution:

The final product is isopropylbenzene, formed by the deamination of D (/HCl), followed by reaction with . This indicates D is an isopropylaniline.

 

Compound D is produced from C via Hofmann bromamide degradation (/NaOH), which converts an amide () to an amine (). Thus, C is p-isopropylbenzamide.

 

Working further back, C is formed from B (,Δ), meaning B is p-isopropylbenzoic acid.

 

B was formed by the oxidation of A, where a second alkyl group (like a methyl group in p-cymene) was oxidized to a carboxyl group.

 

Comparing this to the options, structure (C) is the correct representation of the amide p-isopropylbenzamide.

Stream:JEESubject:ChemistryTopic:Carboxylic acid and their DerivativesSubtopic:PREPARATION OF CARBOXYLIC ACIDS AND THEIR DERIVATIVES
2mℹ️ Source: QB

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