JEE Main202313 Apr 2023Morning ShiftChemistryHaloalkanes and HaloarenesActual
2 - Methyl propyl bromide reacts with C 2 H 5 O - and gives ‘ A ’ whereas on reaction with C 2 H 5 OH it gives ‘ B ’ . The mechanism followed in these reactions and the products ‘ A ’ and ‘ B ’ respectively are:
Options
- AS N 2 , A = iso-butyl ethyl ether; S N 1 , B = tert-butyl ethyl ether
- BS N 1 ,   A = tert-butyl ethyl ether; S N 1 ,   B = 2 - butyl ethyl ether
- CS N 2 ,   A = 2 - butyl ethyl ether; S N 2 ,   B = iso-butyl ethyl ether
- DS N 1 ,   A = tert-butyl ethyl ether; S N 2 ,   B = iso-butyl ethyl ether
Correct answer
A. S N 2 , A = iso-butyl ethyl ether; S N 1 , B = tert-butyl ethyl ether
Step-by-step solution
The reaction between methyl propyl bromide and C 2 H 5 O - proceeds via an 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. The reaction between methyl propyl bromide and C 2 H 5 OH can proceed via either an S N 1 (substitution nucleophilic unimolecular). Here C 2 H 5 OH is a weak nucleophile. During the reaction 1,2-hydrogen shift will