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JEE Main 202313 AprilMorning Shift
Exam
JEE Main
Year
2023
Date
13 April
Shift
Morning Shift
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Main 2023 · 13 April · Morning Shift · Chemistry · Haloalkanes and Haloarenes

2 - Methyl propyl bromide reacts with C _ 2 H _ 5 O ^ - and gives ‘...

2−2 -Methyl propyl bromide reacts with C2H5O−{C}_{2}{H}_{5}{O}^{-}and gives ‘A’‘ A ’ whereas on reaction with C2H5OH{C}_{2}{H}_{5}OH it gives ‘B’.‘ B ’ . The mechanism followed in these reactions and the products ‘A’‘ A ’ and ‘B’‘ B ’ respectively are:

2 - Methyl propyl bromide reacts with C _ 2 H _ 5 O ^ - and gives ‘ A ’ whereas on reaction with C _ 2 H _ 5 OH it2 - Methyl propyl bromide reacts with C _ 2 H _ 5 O ^ - and gives ‘ A ’ whereas on reaction with C _ 2 H _ 5 OH it

Options

  1. A

    SN2,A={S}_{N}2, A =iso-butyl ethyl ether;SN1,B={S}_{N}1, B =tert-butyl ethyl ether

  2. B

    SN1,A={S}_{N}1, A =tert-butyl ethyl ether; SN1,B=2−{S}_{N}1, B = 2 -butyl ethyl ether

  3. C

    SN2,A=2−{S}_{N}2, A = 2 -butyl ethyl ether; SN2,B={S}_{N}2, B =iso-butyl ethyl ether

  4. D

    SN1,A={S}_{N}1, A =tert-butyl ethyl ether; SN2,B={S}_{N}2, B =iso-butyl ethyl ether

Correct answer

A.

SN2,A={S}_{N}2, A =iso-butyl ethyl ether;SN1,B={S}_{N}1, B =tert-butyl ethyl ether

Step-by-step solution

The reaction between methyl propyl bromide and C2H5O−{C}_{2}{H}_{5}{O}^{-} proceeds via an SN2{S}_{N}2 (substitution nucleophilic bimolecular) mechanism. In this mechanism, the nucleophile attacks the carbon atom bearing the bromine (the electrophilic carbon) in a single step, leading to the displacement of the bromine atom.

2 - Methyl propyl bromide reacts with C _ 2 H _ 5 O ^ - and gives ‘ A ’ whereas on reaction with C _ 2 H _ 5 OH it

The reaction between methyl propyl bromide and C2H5OH{C}_{2}{H}_{5}OH can proceed via either an SN1{S}_{N}1 (substitution nucleophilic unimolecular). Here C2H5OH{C}_{2}{H}_{5}OH is a weak nucleophile. During the reaction 1,2-hydrogen shift will occur and tert-butyl ethyl ether is formed.

2 - Methyl propyl bromide reacts with C _ 2 H _ 5 O ^ - and gives ‘ A ’ whereas on reaction with C _ 2 H _ 5 OH it

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