JEE Main 2026 Apr 6 Shift 2, Chemistry Q17: Introduction to Mechanism of Organic Reaction

JEE Main2026Apr 6, Shift 2Chemistry

Consider the following organic reaction sequence. Choose the final product $(X)$ from the following (consider the major product in all intermediate reactions):

A
Benzene
B
Phenol
C
Propanol
D
Chlorobenzene

Solution

Starting material: propanoic acid CH $_{3}$ CH $_{2}$ COOH.

(i) NH $_{3}$ / $Δ$ : propanamide CH $_{3}$ CH $_{2}$ CONH $_{2}$ .

(ii) NaOH/Br $_{2}$ (Hofmann bromamide): degradation to the amine with one fewer carbon: ethylamine CH $_{3}$ CH $_{2}$ NH $_{2}$ .

(iii) HNO $_{2}$ /H $_{2}$ O at 0 °C: primary aliphatic amines give the corresponding alcohol with loss of N $_{2}$ : ethanol CH $_{3}$ CH $_{2}$ OH.

(iv) PhN $_{2}^{+}$ Cl $^{-}$ at 0 °C: primary alcohols reduce arenediazonium salts. The diazonium loses N $_{2}$ and picks up H from the alcohol, while the alcohol is oxidised to an aldehyde:

PhN $_{2}^{+}$ Cl $^{-}$ + CH $_{3}$ CH $_{2}$ OH $\to$ C $_{6}$ H $_{6}$ (benzene) + CH $_{3}$ CHO + N $_{2}$ + HCl.

Final product $X$ = benzene.

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JEE Main 2026 Apr 6 Shift 2, Chemistry Q17: Introduction to Mechanism of Organic Reaction

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