Explain retention,inversion,and racemization with an example of $CH_3CH(X)C_2H_5$.

Vedclass pdf generator app on play store
Vedclass iOS app on app store
(N/A) When a bond attached to an asymmetric (chiral) carbon is broken,three outcomes are possible depending on the spatial arrangement of the product.
For example,in $CH_3CH(X)C_2H_5$,the central carbon is chiral. When the $C-X$ bond breaks and a $C-Y$ bond forms,the following three possibilities arise:
$(a)$ Retention:
$(i)$ If the product obtained is only compound $(A)$,the process is called retention of configuration.
$(ii)$ In retention,the spatial arrangement of the reactant and product $(A)$ remains the same,with the $C-Y$ bond occupying the same position in space as the $C-X$ bond.
$(iii)$ The product formed by retention is optically active.
$(b)$ Inversion:
$(i)$ If the product obtained is only compound $(B)$,the process is called inversion of configuration.
$(ii)$ In inversion,the spatial arrangement is not the same as the reactant. The $C-Y$ bond is in the opposite direction relative to the $C-X$ bond.
$(iii)$ The product formed by inversion is optically active,but the sign of optical rotation is reversed (e.g.,$(+) \rightarrow (-)$ or $(-) \rightarrow (+)$).
$(c)$ Racemization:
$(i)$ If the product obtained is a $50:50$ mixture of $(A)$ and $(B)$,the process is called racemization.
$(ii)$ Racemization involves the formation of a $1:1$ mixture of two products with opposite spatial configurations.
$(iii)$ The resulting mixture is optically inactive because the optical rotation of one isomer is cancelled by the equal and opposite rotation of the other.

Explore More

Similar Questions

Which of the following represents the correct order of density?

The product of the reaction is .....

Difficult
View Solution

The major product obtained in the given reaction is:

Reaction of $(R)-2$-butanol with $p$-toluenesulphonyl chloride in pyridine followed by $LiBr$ gives:

The product obtained by the reaction of propene with $ICl$ is .............

Difficult
View Solution

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