Does the solvent play a role in determining which pathway the reaction will take, SN1 versus SN2? How?

1 Answer
Oct 19, 2015

It affects more their reaction rates.

Explanation:

The solvents plays a minimal role in determining the mechanism as SN1orSN2.

SN1 mechanism favours polar protic solvents however, SN2 mechanism favours polar aprotic solvents.

Polar protic solvents can hydrogen bond (or form a strong intermolecular ion-dipole interaction) with the nucleophile and therefore, weakening its nucleophilicity, however, polar aprotic solvents do not interact with the nucleophile.

This is because, SN1 mechanism favours weak nucleophile and SN2 mechanism favours strong nucleophile.

Here is a video that explains in details how to predict the mechanism as SN1orSN2.