JEE Main · 2019 · 10 Apr 2019 · Shift 2 · Aldehydes Ketones and Carboxylic Acids

The major product 'Y' in the following reaction is:-

(A)(see structure)
✓ Correct
(B)(see structure)
(C)(see structure)
(D)(see structure)

Answer: (A)

Solution

Read the sequence one arrow at a time. Acetophenone,

Ph - CO - CH X_{3}

, is a methyl ketone, so sodium hypochlorite drives the haloform reaction and oxidises it to benzoic acid,

PhCOOH

. Thionyl chloride then swaps the acid's

- OH

for chlorine to give benzoyl chloride,

PhCOCl

. That acid chloride is attacked by the nitrogen of aniline, and after loss of

HCl

the major product is the amide benzanilide,

PhCONHPh

- an anilide, not a Schiff base.

JEE Main · 2019 · 10 Apr 2019 · Shift 2 · Single correct option

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