Explain the stereochemistry of $S_{N}2$ reaction with a suitable example.

Vedclass pdf generator app on play store
Vedclass iOS app on app store
In the case of optically active alkyl halides,the product formed as a result of $S_{N}2$ reaction has an inverted configuration compared to the reactant.
This occurs because the nucleophile attacks from the side opposite to the one where the halogen atom is present.
For example,when $(-)-2-$bromooctane reacts with a hydroxide ion $(OH^-)$,$(+)-$octan$-2-$ol is formed,where the $-OH$ group occupies the position opposite to the bromide ion.
The reaction is represented as:
$(-)-CH_3CH(Br)C_6H_{13} + OH^- \rightarrow (+)-CH_3CH(OH)C_6H_{13} + Br^-$.
Thus,$S_{N}2$ reactions of optically active halides are accompanied by Walden inversion (inversion of configuration).

Explore More

Similar Questions

An organic compound $X$ $(C_7H_7Cl)$ when reacted with $KCN$ in $C_2H_5OH$ gives a major product $Y$. $Z$ is formed when $Y$ is reduced with $LiAlH_4$. What are $Y$ and $Z$?

Which among the following is $NOT$ a feature of $S_{N}2$ mechanism?

Identify the final product $[D]$ obtained in the following sequence of reactions.

Which of the following has the shortest $C-Cl$ bond?

Chloroform on reduction with zinc dust and water gives:

Vedclass Products

For Students

Vedclass Test Series

Mock tests in real JEE/NEET style with performance analysis. 5-day free trial.

Start Free Trial
For Teachers

Exam Paper Generator

Generate Set A/B/C/D exam papers from 7.5L+ questions in 2 minutes. 3 chapters free.

Try Free
For Institutes

Online Exam Module

Live online exams with unlimited students, 360° analytics & white-label branding.

See Demo