Which of the following is expected to be a faster Snl reactions, A or B? You may assume that any...

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Which of the following is expected to be a faster Snl reactions, A or B? You may assume that any unspecified reactions conditions are the same for both reactions.

David · Accepted Answer

Solution:TTs020313_78951_6 
Question1: 
SN1 reaction consists of two steps. The first step is the slow ionization of the substrate to form a 
carbocation. It is the rate determining step. Second step is the fast reaction between the 
carbocation and the nucleophile. So, any factor that stabilizes the carbocation, lowers the 
energy of transition state (lowers the activation energy as well) and consequently increases the 
rate of SN1 reaction. As the number of alkyl groups attached to the carbocation increase, the 
stability of carbocation as well as the rate of reaction increases. Increasing stability arises out of 
inductive effect and hyperconjugation effect of the alkyl groups. 
Here, reaction A leads to a tertiary carbocation and B leads to a secondary carbocation. Since 
the stability of a tertiary carbocation is more than a secondary carbocation,

Which of the following is expected to be a faster Snl reactions, A or B? You may assume that any unspecified reactions conditions are the same for both reactions.

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