JEE Main 2022 · 25 Jul · Shift 1 · Chemistry Q76

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ChemistrySingle correct+4 / -1Question 76 of 90

An organic compound 'A' on reaction with $\mathrm{NH_3}$ followed by heating gives compound B. Which on further strong heating gives compound C ( $\mathrm{C_8H_5NO_2}$ ). Compound C on sequential reaction with ethanolic KOH, alkyl chloride and hydrolysis with alkali gives a primary amine. The compound A is :

Phthalaldehyde

Benzene-1,2-dicarbaldehyde (two adjacent CHO groups).

2-Formylbenzoic acid

Benzene ring with adjacent CHO and COOH groups.

Phthalic acid

Benzene ring with two adjacent COOH groups.

Salicylaldehyde

Benzene ring with adjacent CHO and OH groups.

Answer and worked solution

Official answer: C

Gabriel route. Phthalic acid → ammonium salt → phthalamide → phthalimide ( $\mathrm{C_8H_5NO_2}$ ), which gives primary amines.

(C)

Topics:Amines Acid derivatives

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JEE Main 2022 · 25 Jul · Shift 1, Chemistry question 76