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JEE Main 20149 AprilOnline
Exam
JEE Main
Year
2014
Date
9 April
Mode
Online
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

JEE Main 2014 · 9 April · Online · Chemistry · Haloalkanes and Haloarenes

In a nucleophilic substitution reaction : R - Br + Cl ^ - DMF ⟶ R -...

In a nucleophilic substitution reaction : R−Br+Cl−⟶DMFR−Cl+Br−\text{R} - \text{Br} + {\text{Cl}}^{-} \overset{\text{DMF}}{⟶} \text{R} - \text{Cl} + {\text{Br}}^{-} , which one of the following undergoes complete inversion of configuration ?

Options

  1. AC6H5CHC6H5Br
  2. BC6H5CCH3C6H5Br
  3. CC6H5CH2Br
  4. DC6H5CH2CH2Br

Correct answer

D. C6H5CH2CH2Br

Step-by-step solution

In SN2{S}_{N}2 (nucleophilic bimolecular substitution) inversion takes place

SN2∝1stearic hindrance{S}_{N}2 ∝ \dfrac{1}{\text{stearic hindrance}}

Rate of R–X is 1° > 2° > 3°
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