Please give your own answer not just the answer from the mar

Please give your own answer, not just the answer from the mark scheme. Thank you.
(c) Suggest why polar, aprotic solvents are more suitable for S,2 reactions whereas polar, protic solvents favour S, I reactions. S 2:

Solution

SN2:

In SN2, the solvent is polar aprotic. Polar aprotic solvents do not contain positively polarized or charged hydrogen atom. In SN2, the nucleophile is anionic and involved in the rate determining step of the reaction. A polar protic solvent interacts with the anionic nucleophile via the positively polarized hydrogen atom and hence, reduces the nucleophilicity of the nucleophile. Since the nucleophile is involved in the rate limiting step of the SN2 reaction, hence, the rate of the reaction falls. Therefore, SN2 reactions are favored by polar aprotic solvents. Polar aprotic solvents stabilize the transition state in SN2 reactions without affecting the rate of the reaction.

SN1:

In SN1 reaction, the intermediate is a carbocation while the nucleophile is a neutral molecule. The rate-determining step of a SN1 reaction is unimolecular and only the reactant (alkyl halide or alcohol) is involved in the rate limiting step of the reaction. A polar solvent reduces the nucleophilicity of the nucleophile and increases the leaving group character of the leaving group. At the same time, the polar solvent stabilizes the charged carbocation intermediate, thereby, increasing the rate of the SN1 reaction.

Please give your own answer, not just the answer from the mark scheme. Thank you. (c) Suggest why polar, aprotic solvents are more suitable for S,2 reactions wh

Get Help Now

Submit a Take Down Notice

Tutor
Tutor: Dr Jack
Most rated tutor on our site