What undergoes sn1 reactions?

1 Answer
Jun 14, 2018

Tertiary halogenoalkanes.

Explanation:

  • Here, the first slow step involves only the heterolytic fission of the C-X bond (where X is the halogen).

  • As a result of this fission, you get a tertiary carbocation and #X^-#.

  • It then follows that the nucleophile (like #OH^-# or #CN^-#), attacks the carbocation quickly.

This produces the products.

An example involves the reaction of 2-bromo methylpropane with NaOH in water. You get as a result methyl proapan-2-ol and NaBr.

https://www.youtube.com/watch?v=-PBj5NdhDzs

In #S_N1# reactions, the rate of the reaction will only depend on the concentration of the halogenoalkane.