SN1 reaction is uncommon in gas phase
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The very first and rate determining step in SN1 reaction is formation of carbocation, i.e. the bond dissociation between the carbon and the nucleophuge. The bond dissociation energy required in gas phase and in solvent is different, since the energy necessary to break the bond is largely recovered by solvation of carbocation. For example, the ionization of t-BuCl to t-Bu+ in gas phase requires 150 kcal/mol while in water it is 20 kcal/mol. The difference is solvation energy.
Remember: in SN1 mechanism, ionization of a leaving group to form the carbocation is always assisted by the solvent.
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Dissociation Energy
Explanation:
- SN1 stands for Uni-molecular and nucleophilic substitution reaction
- The first step is a slow step that determines the rate of the reaction so called as rate determining step
- In SN1 reaction there is a dissociation of the bond and a formation of carbocation
- The bond dissociation energy is required to break the bond.
- The bond dissociation energy required in gas phase and in solvent phase is different in both.
- As the energy needed to dissociate the bond is largely gained by solvation of carbocation.
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