SN1 or SN2

For a given secondary halide the SN2 rxn is favoured by aprotic solvents why?

9 Answers

1
skygirl ·

Aprotic = no donation of H+.

for ex. DMF (dimethyl fluoride)

nucleophile gets weaker in presence of water

because solvation weakens the nucleophile...

its donating ability reduces.

but aprotic solvents dun solvate nu-.

so SN2 is favoured here.

DMF is a popular aprotic solvent..

(there was question on it in iit-2008 as well)

1
gagar.iitk ·

in case of protic solvelnts the activation energy of SN1 rxn decreases so SN2 reactions are favored in weakly polar medium or aprotic medium

1
gagar.iitk ·

good one sky girl

1
skygirl ·

also, solvents with high high dielectric constant helps in making more stable carbocation...

so in presence of water, SN2 tendency is more than SN1.

3
msp ·

wat will happens if the nucleophile weakens...

1
skygirl ·

if the nu- weakens, its lone pair donating ability reduces,

so, it will not have enuf force to attack the molecule from backwards.

also,

since i told above dat C+ is more stable in H2O, so C+ forms quickly...
resulting in SN1.

3
msp ·

ok got it.tx sky.....

1
Aditya ·

gr8 explanation!!!!!!

1
skygirl ·

[3] tx

Your Answer

Close [X]