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Saturday, 31 October

JEE Main 2023 · ChemistryMultiple choiceDiagram basedHardConceptual

JEE Main 11 April 2023, Shift 1, Chemistry Q73

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

Arrange the following compounds in increasing order of rate of aromatic electrophilic substitution reaction (a) 1-tetralol: tetralin with OH on the saturated carbon attached to the benzene ring (b) tetralin with OH on the aromatic ring carbon adjacent to the ring fusion (c) 1-tetralone (C=O on the saturated carbon attached to the benzene ring) (d) chroman with OH on the aromatic ring carbon adjacent to the fusion carbon bearing the ring O

The figure, in words

Four bicyclic structures labelled a, b, c, d (each a benzene ring fused to a six-membered ring): a = OH on the saturated ring carbon attached to the benzene ring; b = OH on the aromatic ring carbon next to the ring fusion, rest of the saturated ring all CH2; c = C=O on the saturated ring carbon attached to the benzene ring; d = like b but with an oxygen atom in the saturated ring attached to the benzene ring (chroman), OH on aromatic carbon adjacent to the C-O fusion carbon.
  1. (1)c, a, b, dOfficial answer
  2. (2)b, c, a, d
  3. (3)d, b, c, a
  4. (4)d, b, a, c

Official answer

Option 1

NTA final key.

Chapter
Haloalkanes and Haloarenes
Topic
Aromatic Hydrocarbons
Idea tested
Ranking Activating Groups

Same idea in other shifts

Asked 6× in all
  1. 6 Apr 2024, Shift 2 · Q74Four aromatic compounds are shown: (I) toluene (benzene ring with CH3\mathrm{CH_3}), (II) benzene, (III) anisole (benzene ring with…EasyDiagram basedHas a figure
  2. 1 Feb 2024, Shift 1 · Q78Which of the following compound will most easily be attacked by an electrophile ?EasyDiagram basedHas a figure
  3. 31 Jan 2024, Shift 2 · Q73The correct order of reactivity in electrophilic substitution reaction of the following compounds is :EasyDiagram basedHas a figure
  4. 15 Apr 2023, Shift 1 · Q73Decreasing order of reactivity towards electrophilic substitution for the following compounds is : (a) toluene (benzene bearing…MediumOtherHas a figure
  5. 28 Jul 2022, Shift 2 · Q43Arrange the following in increasing order of reactivity towards nitration A. p-xylene B. bromobenzene C. mesitylene D. nitrobenzene E.…MediumSingle correct

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.