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Friday, 16 October

JEE Main 2022 · ChemistryMultiple choiceDiagram basedMediumApplication

JEE Main 25 July 2022, Shift 1, Chemistry Q74

Question 74 of 90 in this shift, Chemistry question 14 of 30, Section A.

Most stable product of the following reaction is : (i) p-toluenesulfonyl chloride (H3C−C6H4−SO2Cl\mathrm{H_3C{-}C_6H_4{-}SO_2Cl}), Pyridine (ii) NaCN, DMF

The figure, in words

Starting material: skeletal zig-zag chain (3-methylpentan-2-ol-type skeleton) with OH on a wedge bond at the first stereocentre and an ethyl-bearing second stereocentre on a wedge bond. Options are skeletal structures with CN in place of OH and varying wedge/hash stereochemistry.
  1. (1)[figure: skeletal structure with CN on a wedge bond at the carbon bearing the original OH position and the second stereocentre on a wedge bond (both wedged)]
  2. (2)[figure: skeletal structure, CN on a wedge bond, other stereocentre on a hashed bond]Official answer
  3. (3)[figure: skeletal structure, CN on a wedge bond, other stereocentre on a wedge bond (drawn in the reversed orientation)]
  4. (4)[figure: skeletal structure, CN on a hashed bond, other stereocentre on a hashed bond]

Official answer

Option 2

NTA final key (2022 Session 2).

Chapter
Haloalkanes and Haloarenes
Topic
SN1 and SN2 Mechanisms
Idea tested
SN2 Transition State

Same topic in other shifts

All SN1 and SN2 Mechanisms questions
  1. 2 Apr 2026, Shift 1 · Q64Given below are two statements : Statement (I) : Benzyl chloride reacts faster in SN1\mathrm{S_N1} mechanism than ethyl chloride. Statement…EasyTwo statements
  2. 2 Apr 2026, Shift 2 · Q65Correct statements regarding alkyl halides (R - X) among the following are: A. Alcohol being less polar solvent as compared to water,…MediumSingle correct
  3. 4 Apr 2026, Shift 1 · Q65Match the LIST-I with LIST-II List-I (Name of reaction): A. Finkelstein reaction; B. Swarts reaction; C. Sandmeyer's reaction; D. Fittig…EasyMatch the list
  4. 8 Apr 2026, Shift 2 · Q63The major product of which of the following reaction is not obtained by rearrangement reaction ?MediumDiagram basedHas a figure
  5. 2 Apr 2025, Shift 2 · Q67Match List - I with List - II. List - I (Reaction) (A)…EasyMatch the listHas a figure
  6. 6 Apr 2024, Shift 2 · Q76Chemical reaction: (1-chloropropyl)cyclohexane [cyclohexyl ring attached to CHCl-CH2-CH3] ++ NaOH →H2O\xrightarrow{\mathrm{H_2O}} Major…MediumDiagram basedHas 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.