Compounds Containing Nitrogen — JEE Main · 2026 · 23 Jan 2026 · Shift 2 Question with Solution

Given below are two statements:

Statement I:
(see structure)
can be synthesized from
(see structure)
using simpler reagents in the order i) Acidic

KMnO_{4}

, ii) Ammonia, iii) Bromine and alkali

Statement II :
(see structure)
can be converted into
(see structure)
using reagents in the order (i)

Bromine-

H_{2} O

(ii)

NaNO_{2} / HCl (0 - 5^{\circ} C)

(iii) aq.

H_{3} PO_{2}

.
In the light of the above statements, choose the correct answer from the options given below

(A)Both Statement I and Statement II are false
(B)Statement I is true but Statement II is false
(C)Both Statement I and Statement II are true✓ Correct
(D)Statement I is false but Statement II is true

Answer: (C)

Solution

In the first route, acidic KMnO

_{4}

oxidises both benzylic side chains of the ortho-dialkylbenzene to --COOH, giving phthalic acid; ammonia then furnishes the diamide, and Hofmann bromamide degradation with bromine and alkali converts each --CONH

_{2}

to --NH

_{2}

, delivering benzene-1,2-diamine, so the first statement holds. In the second route, bromine water brominates p-toluidine at both positions ortho to the strongly activating --NH

_{2}

to give 2,6-dibromo-4-methylaniline, diazotisation at

0

5^{\circ} C

forms the diazonium salt, and hypophosphorous acid removes the diazonium group to give 3,5-dibromotoluene, so the second statement also holds. Both statements are true.

JEE Main · 2026 · 23 Jan 2026 · Shift 2 · Single correct option

JEE Main · 2026 · 23 Jan 2026 · Shift 2 · Compounds Containing Nitrogen

Solution

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