Question

Each of the following substrates can react with a nucleophile in a substitution reaction. Select the substrate that cannot undergo substitution via neighboring group participation (NGP). A B C D

Answer 1

Substrate D

Step-by-step explanation:

In substitution reactions the tertiary substrates cannot undergo substitution via neighboring group participation (NGP) due to the steric impediment, this means that the volume occupied by the substituents is very large and makes it impossible to attack the nucleophile to the substrate carbon.