Which of the following chloropyridines readily undergo nucleophilic substitution upon treatment with NaCN?

Question

Quizplus · Accepted Answer

Both 2-chloropyridine and 4-chloropyridine can undergo nucleophilic substitution upon treatment with NaCN due to the presence of a good leaving group (Cl) and the availability of an electrophilic carbon. 3-chloropyridine, on the other hand, has a nitrogen atom adjacent to the chlorine which hinders nucleophilic attack and thus is less reactive towards nucleophilic substitution.

Which of the Following Chloropyridines Readily Undergo Nucleophilic Substitution Upon