JEE Main 2019ChemistryHaloalkanes And HaloarenesHaloarenesmediumMCQ

JEE Main 2019Haloalkanes And Haloarenes Question with Solution

From: JEE Main 2019 (Online) 12th January Evening Slot

Question

The major product in the following conversion is –

JEE Main 2019 (Online) 12th January Evening Slot Chemistry - Haloalkanes and Haloarenes Question 135 English

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Show full solutionCorrect option: D
Correct answer
DJEE Main 2019 (Online) 12th January Evening Slot Chemistry - Haloalkanes and Haloarenes Question 135 English Option 4

Step-by-step explanation

JEE Main 2019 (Online) 12th January Evening Slot Chemistry - Haloalkanes and Haloarenes Question 135 English Explanation 1
As here HBr is present in excess, so HBr will react to alkene and ether part sinultaneously.

According to Markovnikov rule. Carbocation close to benzene ring is more stable.

In the given reagent, carbocation is

JEE Main 2019 (Online) 12th January Evening Slot Chemistry - Haloalkanes and Haloarenes Question 135 English Explanation 2
So in HBr, Br adds to the carbocation.

And in the ether part because of lone pair of oxygen, it will take part in resonance a double bond will create between O atom and benzene ring. So, this bond will be stronger. That is why CH3 O bond will break.

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About this question

This is a previous-year question from JEE Main 2019, covering the Haloalkanes And Haloarenes chapter of Chemistry. PrepSharp catalogues every PYQ from JEE Main with a verified answer key and step-by-step solution prepared by IIT alumni — so you can search by chapter, topic or year and revise efficiently.