What distinguishes an #S_(N)1# reaction?

1 Answer
Apr 23, 2017

An #S_(N)1# reaction proceeds thru a dissociative mechanism......

Explanation:

An #S_(N)1# reaction proceeds thru a dissociative mechanism......where bond-breaking is the rate determining step: i.e.

#R_3C-X stackrel"rate determining step"rarr R_3C^(+) + X^-#

The carbocation intermediate is stabilized by hydrocarbyl substitution, and given its trigonal planar geometry any existing chirality is lost.

Because the reaction is bond-breaking, polar solvents, and higher temperatures favour this reaction.