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Saturday, 31 October

JEE Main 2022 · ChemistryMultiple choiceDiagram basedMediumMulti-step

JEE Main 25 July 2022, Shift 1, Chemistry Q76

Question 76 of 90 in this shift, Chemistry question 16 of 30, Section A.

An organic compound 'A' on reaction with NH3\mathrm{NH_3} followed by heating gives compound B. Which on further strong heating gives compound C (C8H5NO2\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 :

The figure, in words

Options are ortho-disubstituted benzene structures.
  1. (1)[figure: benzene ring with two adjacent CHO groups (phthalaldehyde)]
  2. (2)[figure: benzene ring with adjacent CHO and COOH groups]
  3. (3)[figure: benzene ring with two adjacent COOH groups (phthalic acid)]Official answer
  4. (4)[figure: benzene ring with adjacent CHO and OH groups (salicylaldehyde)]

Official answer

Option 3

NTA final key (2022 Session 2).

Chapter
Amines
Topic
Amines
Idea tested
Gabriel Phthalimide Synthesis

Same idea in other shifts

Asked 8× in all
  1. 5 Apr 2026, Shift 1 · Q68Identify the incorrect statements. A. [figure: benzylamine, C6H5CH2NH2\mathrm{C_6H_5CH_2NH_2}] is a stronger base than [figure: aniline,…MediumOtherHas a figure
  2. 6 Apr 2026, Shift 2 · Q68The number of compounds from the following which can undergo reaction with Br2\mathrm{Br_2}/KOH (alcoholic) to give respective products and…MediumOtherHas a figure
  3. 4 Apr 2024, Shift 2 · Q90Phthalimide is made to undergo following sequence of reactions. Phthalimide →(ii) Benzylchloride(i) KOH\xrightarrow[\text{(ii) Benzylchloride}]{\text{(i) KOH}} 'P'…MediumNumerical value
  4. 6 Apr 2023, Shift 2 · Q90Number of isomeric aromatic amines with molecular formula C8H11N\mathrm{C_8H_{11}N}, which can be synthesized by Gabriel Phthalimide synthesis…HardNumerical value
  5. 24 Feb 2021, Shift 2 · Q59The total number of amines among the following which can be synthesized by Gabriel synthesis is __________. (A) [figure: CH3\mathrm{CH_3}…MediumNumerical valueHas a figure
  6. 25 Jul 2021, Shift 1 · Q47Given below are two statements, one is labelled as Assertion (A) and other is labelled as Reason (R). Assertion (A) : Gabriel phthalimide…EasyAssertion–reason
  7. 6 Sep 2020, Shift 2 · Q28Which of the following compounds can be prepared in good yield by Gabriel phthalimide synthesis ?EasySingle correctHas a figure

Question text from the official JEE Main paper published by NTA; answer from the final answer key. Chapter, topic and idea tags, difficulty and skill are Lumi’s. This question needs a figure we do not reproduce; it is described in words above. Lumi analyses 108 of the 174 JEE Main shifts held from 2017 to 2026.