Stereochemistry | In an SN1, the nucleophile attacks the planar carbocation. Since there is an equally probability of attack on either face there will be a loss of stereochemistry at the reactive center and both possible products will be observed.
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Since a carbocation intermediate is formed, there is the possibility
of rearrangements (
e.g. 1,2-hydride or 1,2-alkyl shifts) to generate
a more stable carbocation (see later). This is usually indicated
by a change in the position of the halide compared to that of the original
-OH group, or a change in the carbon skeleton of the product when compared
to the starting material.