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SN1 and SN2 Mechanism

I need help writing the balanced equations for the attached problems and determining which reactions proceed by an SN1 mechanism and SN2 mechanism.

1. Write the balanced equations for the following:
a. 2-bromobutane + NaI --->
b. 2-bromobutante + AgNO3 + EtOH --->
c. 2-bromo-2-methylpropane + NaI --->
d. 2-bromo-2-methylpropane + AgNO3 + EtOH --->
e. 1-bromobutane + NaI --->
f. 1-bromobutane + AgNO3 + EtOH --->
g. bromocyclohexane + NaI --->
h. 1-bromoadamantane + NaI --->
i. 1-bromoadamantane + AgNO3 + EtOH --->

2. Which reactions proceed by an SN1 mechanism? By an SN2 mechanism?

Solution Preview

I've given you solutions with explanations. See attached document for solution.

Essentially, Sn2 reactions happen when the compound is not too sterically hindered. Primary, & secondary alkyl halides can undergo Sn2. Tertiary alkyl halides undergo Sn1 with the formation of the carbocation intermediate.

In addition, in the silver nitrate reaction, the silver ion acts as a catalyst and ...

Solution Summary

This solution contains explanations on what products are produced from the reactions and whether it is a SN1 or SN2 mechanism.