JEE Main 2022 · ChemistryMultiple choiceDiagram basedMediumConceptual

JEE Main 28 June 2022, Shift 1, Chemistry Q75

Question 75 of 90 in this shift, Chemistry question 15 of 30, Section A.

Which one of the following compounds is inactive towards

\mathrm{S_N1}

reaction ?

The figure, in words

Four structures drawn: A three CH3 groups on a carbon bearing Cl; B CH2=CH-CH2-Cl in zigzag form; C bicyclic skeleton with Cl on a bridgehead carbon; D benzene ring attached to a carbon bearing CH3, Cl and H.

(1)[figure: $\mathrm{CH_3}$ , $\mathrm{CH_3}$ and $\mathrm{CH_3}$ each bonded to a central C that also bears Cl]
(2)[figure: zigzag three-carbon chain with a terminal C=C double bond at the left end and Cl on the carbon at the right end]
(3)[figure: bicyclic ring skeleton, a six-membered ring with a one-carbon bridge drawn as a small triangle at the top; Cl on the bridgehead carbon at the bottom]Official answer
(4)[figure: benzene ring bonded to a carbon that bears $\mathrm{CH_3}$ , Cl and H]

Official answer

Option 3

NTA final key.

Chapter: Haloalkanes and Haloarenes
Topic: SN1 and SN2 Mechanisms
Idea tested: Bredt's Rule and Bridgehead Halides

Same topic in other shifts

All SN1 and SN2 Mechanisms questions

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.