Summary of "Sn2 Reaction Problems"
Key Concepts
- SN2 Reaction: A type of nucleophilic substitution reaction where the nucleophile attacks the substrate, resulting in the inversion of configuration at the chiral carbon.
- Reactivity of Alkyl Groups:
- Methyl groups are the most reactive.
- Secondary groups are less reactive.
- Tertiary groups do not undergo SN2 reactions.
- Vinyl groups (double-bonded carbons) do not react in SN2 due to steric hindrance.
- Leaving Groups:
- Best Leaving Groups include OTOS, OTS, and OTF.
- Other good Leaving Groups are I, Br, Cl, and F.
- Nucleophiles:
- The strength of the nucleophile affects the reaction rate.
- Good Nucleophiles lead to faster reactions.
- Solvent Effects:
- Polar Aprotic Solvents are preferred for SN2 reactions.
- Solvents containing OH or NH are not suitable.
- Stereochemistry:
- SN2 reactions result in complete inversion of configuration at the chiral center.
- If a carbon is chiral and the nucleophile attacks, the configuration must be shown accurately.
- Non-chiral carbons do not require inversion to be shown since they do not affect Stereochemistry.
Methodology
- Construct a master chart to organize and compare SN1, SN2, E1, and E2 reactions.
- Identify the chiral centers and determine the outcome of the nucleophilic attack (inversion or retention).
- Use wedges and dashes to represent the Stereochemistry accurately, especially when dealing with chiral centers.
- Recognize that non-chiral carbons do not necessitate showing inversion.
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Science and Nature