What is the Difference Between SN1 and SN2 Reactions?
🆚 Go to Comparative Table 🆚The main difference between SN1 and SN2 reactions lies in the timing of the bond-forming and bond-breaking steps. Both reactions are nucleophilic substitution reactions, but they proceed through different mechanisms:
SN1 Reaction
- Unimolecular reaction
- Two-step mechanism
- Carbocation is formed as an intermediate part of the reaction
- Favored by weak nucleophiles, primary and secondary alkyl halides, and polar protic solvents
- Results in a mixture of R and S products due to the planar nature of the carbocation and attack from either side
SN2 Reaction
- Bimolecular reaction
- One-step mechanism
- No carbocation is formed during the reaction
- Favored by strong nucleophiles, methyl and primary alkyl halides, and polar aprotic solvents
- Results in inversion of configuration, as the nucleophile and leaving group are on opposite sides of the carbon
In summary, SN1 reactions involve a sequential two-step process, forming a carbocation intermediate, while SN2 reactions involve a single concerted step with no carbocation formation. The factors that favor each reaction, such as nucleophile strength, substrate structure, and solvent properties, also differ.
Comparative Table: SN1 vs SN2 Reactions
Here is a table comparing the differences between SN1 and SN2 reactions:
Property | SN1 Reaction | SN2 Reaction |
---|---|---|
Mechanism | Multiple steps with carbocation intermediate | One step, concerted |
Rate Law | Rate = k[electrophile] | Rate = k[nucleophile]×[electrophile] |
Stereochemistry | Racemization on reaction center | Inversion on reaction center |
Electrophilic Substrate | Tertiary > secondary > primary and methyl | Primary and methyl > secondary > tertiary |
Nucleophile | Weak nucleophile, solvolysis | Strong nucleophile |
SN1 and SN2 reactions are both nucleophilic substitution reactions, but they differ in their mechanisms, rate-determining steps, rate laws, nucleophiles, and stereochemistry.
- SN1 vs E1 Reactions
- SN2 vs E2 Reactions
- First vs Second Order Reactions
- Synthesis Reaction vs Substitution Reaction
- E1 vs E2 Reactions
- Synthesis Reaction vs Dissociation Reaction
- Stereospecific vs Stereoselective Reactions
- Addition vs Substitution Reaction
- Unimolecular vs Bimolecular Reactions
- Reactant vs Reagent
- Spontaneous vs Nonspontaneous Reactions
- Elimination vs Substitution Reaction
- Elementary vs Non Elementary Reaction
- Single Displacement vs Double Displacement Reaction
- Reactants vs Products
- Elementary vs Complex Reaction
- Catalytic vs Stoichiometric Reagents
- Catalytic vs Non Catalytic Reaction
- Wittig Reaction vs Wittig Rearrangement