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In an S_N2 reaction, what is the stereochemical outcome when the substrate is a
In an S_N2 reaction, what is the stereochemical outcome when the substrate is a chiral center?
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Practice Questions
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Q1
In an S_N2 reaction, what is the stereochemical outcome when the substrate is a chiral center?
Retention of configuration
Inversion of configuration
Racemization
No stereochemical change
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S_N2 reactions result in inversion of configuration at the chiral center due to the backside attack of the nucleophile.
Questions & Step-by-step Solutions
1 item
Q
Q: In an S_N2 reaction, what is the stereochemical outcome when the substrate is a chiral center?
Solution:
S_N2 reactions result in inversion of configuration at the chiral center due to the backside attack of the nucleophile.
Steps: 5
Show Steps
Step 1: Understand that an S_N2 reaction involves a nucleophile attacking a substrate.
Step 2: Identify that the substrate has a chiral center, which means it has a specific 3D arrangement of atoms.
Step 3: Recognize that the nucleophile attacks the substrate from the opposite side of the leaving group.
Step 4: Realize that this backside attack causes the configuration at the chiral center to flip.
Step 5: Conclude that the result of this reaction is an inversion of configuration at the chiral center.
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