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Question
Distinguish between SN1 and SN2 mechanism of substitution reaction.
Solution
Factor | SN1 | SN2 |
Kinetics | 1st order | 2nd order |
Molecularity | Unimolecular | Bimolecular |
Number of steps | Two steps | One step |
Bond making and bond breaking | First the bond in the reactant breaks and then a new bond in the product is formed. | Simultaneous |
Transition state | Two steps, two transition states | One step, one transition state |
Direction of attack of nucleophile | Back side attack and front side attack | Only back side attack |
Stereochemistry | Racemisation (If the substrate is optically active) | Inversion of configuration (If the substrate is optically active) |
Type of substrate | Mainly 3° substrates | Mainly 1° substrate |
Polarity of solvent | Polar protic solvent favorable | Aprotic (non-polar) or solvent with low polarity favourable |
Intermediate | Intermediate involved | No intermediate |
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