0
$\begingroup$

I wanted to know if methylchloride reacting with $\ce{H2O}$ would be SN1 or SN2.

Methyl halide would not react using SN1 because methyl carbocation is very unstable but it would also not react using SN2 because $\ce{H2O}$ is polar protic.

Please correct me if I am wrong. I think in this problem there would be no reaction. What are your opinions?

$\endgroup$
  • 4
    $\begingroup$ Just because the medium is polar protic, it does not necessitate SN2 not happening. $\endgroup$ – Safdar Jul 22 at 17:31
  • 1
    $\begingroup$ Just $\ce{H2O}$ would give you a very slow SN2 reaction. Adding a base eg aq $\ce{KOH}$ would be faster. $\endgroup$ – Aniruddha Deb Jul 22 at 17:33
  • $\begingroup$ @Aniruddha Deb , So is it correct to say that primary substrate in the presence of polar aprotic solvent, in general, will give a very slow SN2? $\endgroup$ – Soumyadip Roy Jul 23 at 2:34
  • 1
    $\begingroup$ No, the nucleophile is $\ce{OH-}$, whose concentration will increase if you add a base, and since SN2 is bimolecular, the rate will increase. Nothing to do with solvent here. $\endgroup$ – Aniruddha Deb Jul 23 at 5:28
  • $\begingroup$ @Aniruddha Deb, Thankyou, now I have understood $\endgroup$ – Soumyadip Roy Jul 23 at 11:05

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Browse other questions tagged or ask your own question.