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Saturday, 31 October

JEE Main 2022 · ChemistryMultiple choiceDiagram basedHardMulti-step

JEE Main 28 July 2022, Shift 2, Chemistry Q50

Question 50 of 90 in this shift, Chemistry question 20 of 30, Section A.

[Structure: cyclohexene ring bearing a -CH2-C(=O)OH side chain on an alkene carbon (ring C=C adjacent to the CH2COOH-bearing carbon)] →(1) I2/ NaHCO3; (2) Pyridine, Δ\xrightarrow{(1)\ \mathrm{I_2/\,NaHCO_3};\ (2)\ \text{Pyridine},\ \Delta} Find out the major product for the above reaction.

The figure, in words

Starting material: 2-(cyclohex-1-en-1-yl)acetic acid drawn as line structure (OH and O on the carboxyl). Options are line structures of bicyclic lactones (A, C, D) differing in position of a double bond, and a diiodo acid (B, labelled CO2H and two I).
  1. (1)[figure: fused six/five-membered bicyclic lactone (ring O and C=O in the five-membered ring) with a C=C drawn on the shared ring-fusion bond]
  2. (2)[figure: cyclohexene ring with two I substituents on adjacent ring carbons and a -CH2-CO2H side chain]
  3. (3)[figure: fused six/five-membered bicyclic lactone with a C=C in the five-membered ring, from the upper ring-fusion carbon to the adjacent CH carbon, and C=O]Official answer
  4. (4)[figure: fused six/five-membered bicyclic lactone with a C=C in the six-membered ring, from the upper ring-fusion carbon to the adjacent ring carbon, and C=O]

Official answer

Option 3

NTA final key.

Chapter
Aldehydes, Ketones and Carboxylic Acids
Topic
No close match in our taxonomy
Idea tested
No close match in our taxonomy

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.