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Consider the reaction of R-3-bromobutane (where the stereocenter is in the \"R\"

ID: 922117 • Letter: C

Question

Consider the reaction of R-3-bromobutane (where the stereocenter is in the "R" configuration) with OH-, which we will assume procedes through an SN2 process for this question.  
Which of the following statements is TRUE.  


The product of the reaction will be a 50/50 mixture of R-3-hexanol and S-3-hexanol
For this reaction, the energy of the necleophilic attack is lower than the energy of carbocation formation.
A tertiary carbocation will form during this reaction
The reaction will have two steps.
The nucleophilic lone pair electrons on the OH- will attack in the second step of the reaction.

Explanation / Answer

A tertiary carbocation will form during this reaction
The reaction will have two steps.

First is the carbocation generation which is stabalized by the ethyl and methyl groups.

The second step is the protonation of the carbocation to yield both the products.
The nucleophilic lone pair electrons on the OH- will attack in the second step of the reaction.