form of the SN1 mechanism is as follows:
the mechanism goes through a carbocation, the leaving group
must be attached to either a tertiary or secondary carbon
to stabilize the intermediate. A methyl or primary leaving
group will not form a carbocation. Since it goes through a
carbocation intermediate, there are possibilities for alkyl
and hydrogen rearrangements (HINT: In mechanism problems if
you see a change in the carbon skeleton between the reactant
and the product, automatically suspect a carbocation intermediate
(ie, E1, Sn1) stabilized by an alkyl or hydrogen rearangement).
ofthe Sn1 Mechanism
Strength: Base strength is unimportant, since the base
is not involved in the rate determining step (the formation
of the carbocation). .
groups: A good leaving group is required, such as a halide
or a tosylate, since the leaving group is involved in the
Be wary of rearangements that can occur with the SN1
reaction. Because it goes through a carbocation intermediate,
both hydrogen shifts and alkyl shifts can occur!