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Saturday, 31 October

JEE Main 2020 · ChemistryMultiple choiceDiagram basedHardMulti-step

JEE Main 5 September 2020, Shift 1, Chemistry Q28

Question 28 of 75 in this shift, Chemistry question 3 of 25.

In the following reaction sequence the major products A and B are :

The figure, in words

Reaction scheme drawn: a six-membered ring with alternating double bonds and two unlabelled line stubs on adjacent ring positions, plus a five-membered ring containing one O atom and two C=O groups (O= drawn above and below the ring), with arrow labelled 'anhydrous AlCl3' giving A, then arrow labelled '1. Zn-Hg/HCl, 2. H3PO4' giving B. Each option is a drawn pair 'A = ... ; B = ...' as summarised in the option text.
  1. (1)[structure] A = a six-membered ring with alternating double bonds and two unlabelled line stubs on adjacent ring positions next to the ring carbon bearing the side chain, bonded to C(=O), then a zig-zag of two more vertices ending in CO2_2H; B = a fused two-ring structure (the same six-membered ring with two unlabelled line stubs, fused to a second six-membered ring that has one C=C double bond drawn and a C=O)
  2. (2)[structure] A = a six-membered ring with alternating double bonds and two unlabelled line stubs on adjacent ring positions away from the ring carbon bearing the side chain, bonded to C(=O), then a zig-zag of two more vertices ending in CO2_2H; B = a fused two-ring structure (the same six-membered ring with two unlabelled line stubs, fused to a second six-membered ring with only single bonds drawn and no C=O)
  3. (3)[structure] A = a six-membered ring with alternating double bonds and two unlabelled line stubs on adjacent ring positions next to the ring carbon bearing the side chain, bonded to C(=O), then a zig-zag of two more vertices ending in CO2_2H; B = a fused two-ring structure (the same six-membered ring with two unlabelled line stubs, fused to a second six-membered ring with only single bonds drawn and a C=O)
  4. (4)[structure] A = a six-membered ring with alternating double bonds and two unlabelled line stubs on adjacent ring positions away from the ring carbon bearing the side chain, bonded to C(=O), then a zig-zag of two more vertices ending in CO2_2H; B = a fused two-ring structure (the same six-membered ring with two unlabelled line stubs, fused to a second six-membered ring with only single bonds drawn and a C=O)Official answer

Official answer

Option 4

NTA final key (Sep 2020).

Same idea in other shifts

Asked 2× in all
  1. 9 Apr 2024, Shift 1 · Q72[figure: benzene + succinic anhydride (cyclic five-membered anhydride) →AlCl3\xrightarrow{\mathrm{AlCl_3}} A…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 108 of the 174 JEE Main shifts held from 2017 to 2026.