What are the key differences between SN1 and SN2 mechanisms of nucleophilic substitution?
Answered by Sir Yahya
Okay, here is a shorter and more direct comparison of SN1 and SN2 mechanisms, focusing on their key differences:
### SN1 vs. SN2 Mechanisms of Nucleophilic Substitution
Nucleophilic substitution in halogenoalkanes occurs via two main pathways: SN1 and SN2.
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**Summary Table of Differences:**
| Feature | SN2 Mechanism (Substitution Nucleophilic Bimolecular) | SN1 Mechanism (Substitution Nucleophilic Unimolecular) |
| :------------------ | :---------------------------------------------------- | :------------------------------------------------------- |
| **Steps** | One-step process | Two-step process |
| **Intermediate** | No intermediate (forms a transition state) | Carbocation intermediate formed |
| **Rate Law** | Rate = k [R-X] [Nu⁻] (Second-order) | Rate = k [R-X] (First-order) |
| **Reactivity Order**| Methyl > Primary (1°) > Secondary (2°) > Tertiary (3°) | Tertiary (3°) > Secondary (2°) > Primary (1°) > Methyl |
| **Stereochemistry** | Inversion of configuration (Walden Inversion) | Racemization (mixture of enantiomers) |
| **Solvent** | Favoured by Aprotic polar solvents (e.g., acetone) | Favoured by Protic polar solvents (e.g., water, alcohol) |
| **Attack** | Backside attack by nucleophile | Nucleophile attacks planar carbocation from either side |