- Exam
- JEE Main
- Year
- 2024
- Date
- 27 January
- Shift
- Morning Shift
- Subject
- Chemistry
- Chapter
- Haloalkanes and Haloarenes
JEE Main 2024 · 27 January · Morning Shift · Chemistry · Haloalkanes and Haloarenes
The correct statement regarding nucleophilic substitution reaction...
Options
- ARetention occurs in reaction and inversion occurs in reaction.
- BRacemisation occurs in reaction and retention occurs in reaction.
- CRacemisation occurs in both and reactions.
- DRacemisation occurs in reaction and inversion occurs in reaction.
Correct answer
D. Racemisation occurs in reaction and inversion occurs in reaction.
Step-by-step solution
In the 1st step of mechanism a carbocation is formed which is planar .Therefore the nucleophile can attack the carbocation from both the sides. When a nucleophile attacks the carbocation from the side where initially halogen was there,the product with retention in configuration is produce and when nucleophile attacks the carbocation from backside, the product with inversion in configuration is produce. Hence % of the product will be with retention in configuration and rest % will be with inversion in configuration. This produces a racemic mixture which is optically inactive.
In reaction mechanism requires the attack of nucleophile from the back side of the carbon atom. So the product assumes a stereochemical position opposite to the leaving group originally occupied. This is called inversion of configuration.
– Racemisation
– Inversion
Hence option D is the answer.