Question

multiple choice 2 points
sn1 reactions usually proceed with______.
slightly more retention then inversion at the center undergoing substitution
equal amounts of inversion and retention at the center undergoing substitution
complete retention at the center undergoing substitution
slightly more inversion than retention at the center undergoing substitution
complete inversion at the center undergoing substitution

Explanation:

Step1: Understand SN1 mechanism

SN1 reactions have a carbocation intermediate.

Step2: Analyze stereochemistry

Nucleophile can attack from both sides. But the leaving group partially blocks one side (front side), so more attack from the back side (inversion). So, slightly more inversion than retention.

Answer:

slightly more inversion than retention at the center undergoing substitution