Question
Download Solution PDFStereochemistry of SN2 reaction involves:
Answer (Detailed Solution Below)
Detailed Solution
Download Solution PDFCONCEPT:
Stereochemistry of SN2 Reactions
- SN2 Reaction Mechanism: The SN2 (bimolecular nucleophilic substitution) reaction involves a single-step mechanism where the nucleophile attacks the electrophilic carbon from the side opposite to the leaving group, leading to the formation of a transition state and then the product.
- Backside Attack: Since the nucleophile attacks from the side opposite to the leaving group, a backside attack occurs, which flips the configuration of the carbon center.
- Stereochemical Outcome: The SN2 reaction leads to an inversion of configuration at the chiral center, also known as "Walden inversion".
EXPLANATION:
- In an SN2 reaction, if the reactant molecule has a chiral center, the reaction will result in an inversion of the configuration at that chiral center.
- This inversion happens because the nucleophile must approach from the side opposite to the leaving group, effectively flipping the spatial arrangement of the substituents around the chiral carbon.
- This process is different from racemization (which produces a 50:50 mixture of both enantiomers) and retention (which maintains the original configuration).
The correct option is 2) Inversion.
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