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Friday, 9 October

JEE Main 2023 · ChemistryMultiple choiceDiagram basedHardMulti-step

JEE Main 6 April 2023, Shift 1, Chemistry Q73

Question 73 of 90 in this shift, Chemistry question 13 of 30, Section A.

Compound P (M.F. C14H13ON\mathrm{C_{14}H_{13}ON}; M.F. = MOLECULAR FORMULA) on treatment with HCl, Δ\Delta gives a Filter step: Residue Q and Filtrate; the Filtrate with NaOH gives Oily Liquid R. Compound P is neutral, Q gives effervescence with NaHCO3\mathrm{NaHCO_3} while R reacts with Hinsbergs reagent to give solid soluble in NaOH. Compound P is

The figure, in words

Scheme: Compound P (M.F. C14H13ON) --HCl, heat--> Filter -> Residue Q and Filtrate; Filtrate --NaOH--> Oily Liquid R. (M.F. = molecular formula.)
  1. (1)[figure: structure, N-methyl-N-phenylbenzamide: C6H5-C(=O)-N(CH3)-C6H5]
  2. (2)[figure: structure, 3-(methylamino)benzophenone: C6H5-C(=O)-C6H4-NH-CH3 (meta)]
  3. (3)[figure: structure, biphenyl bearing -CONH2 and a CH3 on the same ring, both meta to the biaryl bond]
  4. (4)[figure: structure, 4-methyl-N-phenylbenzamide: H3C-C6H4-C(=O)-NH-C6H5 (para)]Official answer

Official answer

Option 4

NTA final key.

Chapter
Amines
Topic
Amines
Idea tested
Hinsberg Test

Same idea in other shifts

Asked 3× in all
  1. 8 Apr 2024, Shift 1 · Q90Number of amine compounds from the following giving solids which are soluble in NaOH upon reaction with Hinsberg's reagent is __________.…MediumNumerical valueHas a figure
  2. 25 Jul 2021, Shift 1 · Q46Which one of the products of the following reactions does not react with Hinsberg reagent to form sulphonamide ?MediumSingle 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 42 of the 174 JEE Main shifts held from 2017 to 2026.