Fundamentholfundamenthol
JEE Main2026Jan 28, Shift 1Chemistry
Q.

Consider the following reactions giving major product. Identify the correct reaction.

  1. A

    Reaction (1)

  2. B

    Reaction (2)

  3. C

    Reaction (3)

  4. D

    Reaction (4)

Solution

Reaction (1): In benzanilide (PhNHCOPh), nitration directs to the more activated ring (the aniline-derived ring); the product drawn places NO on the wrong ring, so the major product shown is incorrect.

Reaction (2): Gabriel phthalimide synthesis fails with aryl halides because the SN step does not work on sp aryl carbons; no reaction.

Reaction (3): Carbylamine of PhCHNH gives Ph-CH-NC. Reduction with Sn/HCl gives a secondary amine PhCHNHCH — but the standard reduction of isocyanide to the amine is normally with H/Pt, not Sn/HCl, and Sn/HCl conditions do not cleanly give the depicted product as the major product. Your institute treats this as incorrect.

Reaction (4): Propanamide undergoing Br + 4 KOH (alc.) gives Hofmann bromamide degradation, producing the amine with one fewer carbon (ethylamine), together with KBr, KCO and HO. This is the textbook outcome and is the correct major product.

Option (4).

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